Exact Mass: 316.2613456

Exact Mass Matches: 316.2613456

Found 455 metabolites which its exact mass value is equals to given mass value 316.2613456, within given mass tolerance error 0.05 dalton. Try search metabolite list with more accurate mass tolerance error 0.01 dalton.

9,10-Dihydroxystearic acid

Calcium (9 or 10)-hydroxy-(10 or 9)-oxidooctadecanoate

C18H36O4 (316.2613456)


9,10-dihydroxystearic acid, also known as 9,10-dhsa or 9,10-dioh 18:0, is a member of the class of compounds known as long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Thus, 9,10-dihydroxystearic acid is considered to be an octadecanoid lipid molecule. 9,10-dihydroxystearic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 9,10-dihydroxystearic acid can be found in peanut, which makes 9,10-dihydroxystearic acid a potential biomarker for the consumption of this food product. 9,10-dihydroxyoctadecanoic acid is a hydroxy-fatty acid formally derived from octacecanoic (stearic) acid by hydroxy substitution at positions 9 and 10. It is a dihydroxy monocarboxylic acid and a hydroxyoctadecanoic acid. It is a conjugate acid of a 9,10-dihydroxystearate. 9,10-Dihydroxystearic acid is a natural product found in Trypanosoma brucei and Apis cerana with data available.

   

Pregnenolone

1-[(3S,8S,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

C21H32O2 (316.24021719999996)


Pregnenolone is a derivative of cholesterol, the product of cytochrome P450 side-chain cleavage (EC 1.14.15.6, CYP11A1. This reaction consists of three consecutive monooxygenations, a 22-hydroxylation, a 20-hydroxylation, and the cleavage of the C20-C22 bond, yielding pregnenolone. Pregnenolone is the precursor to gonadal steroid hormones and the adrenal corticosteroids. This reaction occurs in steroid hormone-producing tissues such as the adrenal cortex, corpus luteum, and placenta. The most notable difference between the placenta and other steroidogenic tissues is that electron supply to CYP11A1 limits the rate at which cholesterol is converted into pregnenolone in the placenta. The limiting component for electron delivery to CYP11A1 is the concentration of adrenodoxin reductase in the mitochondrial matrix which is insufficient to maintain the adrenodoxin pool in a fully reduced state. Pregnenolone is also a neurosteroid, and is produced in the spinal cord; CYP11A1 is the key enzyme catalyzing the conversion of cholesterol into pregnenolone, the rate-limiting step in the biosynthesis of all classes of steroids, and has been localized in sensory networks of the spinal cord dorsal horn. In the adrenal glomerulosa cell, angiotensin II, one of the major physiological regulators of mineralocorticoid synthesis, appears to affect most of the cholesterol transfer to the mitochondrial outer membrane and many steps in the transport to the inner membrane. Thus, it exerts a powerful control over the use of cholesterol for aldosterone production (PMID: 17222962, 15823613, 16632873, 15134809). C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Pregnenolone (3β-Hydroxy-5-pregnen-20-one) is a powerful neurosteroid, the main precursor of various steroid hormones including steroid ketones. Pregnenolone acts as a signaling-specific inhibitor of cannabinoid CB1 receptor, inhibits the effects of tetrahydrocannabinol (THC) that are mediated by the CB1 receptors. Pregnenolone can protect the brain from cannabis intoxication[1][2]. Pregnenolone is also a TRPM3 channel activator, and also can weakly activate TRPM1 channels[3]. Pregnenolone (3β-Hydroxy-5-pregnen-20-one) is a powerful neurosteroid, the main precursor of various steroid hormones including steroid ketones. Pregnenolone acts as a signaling-specific inhibitor of cannabinoid CB1 receptor, inhibits the effects of tetrahydrocannabinol (THC) that are mediated by the CB1 receptors. Pregnenolone can protect the brain from cannabis intoxication[1][2]. Pregnenolone is also a TRPM3 channel activator, and also can weakly activate TRPM1 channels[3].

   

cannabigerol

1,3-Benzenediol, 2-(3,7-dimethyl-2,6-octadienyl)-5-pentyl-, (E)-

C21H32O2 (316.24021719999996)


A member of the class of resorcinols that is resorcinol which is substituted by a (2E)-3,7-dimethylocta-2,6-dien-1-yl group at position 2 and by a pentyl group at position 5. It is a natural product found in Cannabis sativa and Helichrysum species.

   

20alpha-Dihydroprogesterone

(1S,2R,10S,11S,14S,15S)-14-[(1S)-1-hydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

C21H32O2 (316.24021719999996)


20alpha-Dihydroprogesterone is a biologically active 20-alpha-reduced metabolite of progesterone. It is converted from progesterone to 20-alpha-hydroxypregn-4-en-3-one by the 20-alpha-hydroxysteroid dehydrogenase in the corpus luteum and the placenta. Progesterone is a C-21 steroid hormone involved in the female menstrual cycle, pregnancy (supports gestation), and embryogenesis of humans and other species. Progesterone belongs to a class of hormones called progestagens, and is the major naturally occurring human progestagen (Wikipedia). During implantation and gestation, progesterone appears to decrease the maternal immune response to allow for the acceptance of the pregnancy. Progesterone decreases contractility of the uterine smooth muscle. The fetus metabolizes placental progesterone in the production of adrenal mineralo- and glucosteroids. A drop in progesterone levels is possibly one step that facilitates the onset of labour. In addition, progesterone inhibits lactation during pregnancy. The fall in progesterone levels following delivery is one of the triggers for milk production (Wikipedia). A biologically active 20-alpha-reduced metabolite of progesterone. It is converted from progesterone to 20-alpha-hydroxypregn-4-en-3-one by the 20-alpha-hydroxysteroid dehydrogenase in the corpus luteum and the placenta. -- Pubchem; Progesterone is a C-21 steroid hormone involved in the female menstrual cycle, pregnancy (supports gestation) and embryogenesis of humans and other species. Progesterone belongs to a class of hormones called progestagens, and is the major naturally occurring human progestagen. -- Wikipedia; During implantation and gestation, progesterone appears to decrease the maternal immune response to allow for the acceptance of the pregnancy. Progesterone decreases contractility of the uterine smooth muscle. The fetus metabolizes placental progesterone in the production of adrenal mineralo- and glucosteroids. A drop in progesterone levels is possibly one step that facilitates the onset of labor. In addition progesterone inhibits lactation during pregnancy. The fall in progesterone levels following delivery is one of the triggers for milk production. -- Wikipedia [HMDB] D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D011372 - Progestins

   

5a-Pregnane-3,20-dione

(1S,2S,7S,10R,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-one

C21H32O2 (316.24021719999996)


5a-Pregnane-3,20-dione is a biologically active 5-alpha-reduced metabolite of plasma progesterone. It is the immediate precursor of 5-alpha-pregnan-3-alpha-ol-20-one (allopregnanolone), a neuroactive steroid that binds with GABA(A) receptor. A biologically active 5-alpha-reduced metabolite of plasma progesterone. It is the immediate precursor of 5-alpha-pregnan-3-alpha-ol-20-one (allopregnanolone), a neuroactive steroid that binds with GABA(A) receptor. [HMDB] D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones 5a-Pregnane-3,20-dione is the endogenous progesterone metabolite.

   

(9S,10S)-9,10-dihydroxyoctadecanoate

threo-9,10-Dihydroxystearic acid

C18H36O4 (316.2613456)


   

Urushiol III

3-[(8E,11E)-pentadeca-8,11-dienyl]benzene-1,2-diol

C21H32O2 (316.24021719999996)


   

Chimyl alcohol

1-O-HEXADECYL-RAC-GLYCEROL

C19H40O3 (316.297729)


   

Bolasterone

(1S,2R,9R,10R,11S,14S,15S)-14-hydroxy-2,9,14,15-tetramethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

C21H32O2 (316.24021719999996)


Bolasterone is an anabolic androgenic steroid. Analysis of steroids in urine has been used to detect different hormonal actions in human beings such as testicular function in men, hyperandrogenic disorders in women and puberty problems in children, by the measurement of anabolic steroids, and some hormonal disorders such as adrenocortical adenoma and Cushing syndrome by the control of corticoids. This steroid have been included in the International Olympic Committee (IOC) doping list due to their illegal use in some sports and in the list of schedules drugs in several countries because of its use by young people. In addition, the examination of endogenous steroids profile provides information about the health and the use of exogenous steroids. Bolasterone is excreted as the original compound in human urine. Androgenic anabolic steroids (AAS) are defined as natural, synthetic or semi-synthetic drugs chemicals derived from testosterone, used with the aim to improve physical performance by increasing both muscle strength and mass. Despite their reported toxicological effects on the cardiovascular, hepatic and neuro-endocrine systems, the AAS have been extensively used in sports activities. The use of anabolic steroids was banned by the International Olympic Committee for the first time at the Olympic Games in Montreal in 1976. Since that time the misuse of anabolic steroids by athletes has been controlled by analysis of urine of the excreted steroids or their metabolites, or both. (PMID: 10892583, 10932808, 14976846, 15042372, 15231229, 3308301, 8456050, 8674183, 16040239) [HMDB] Bolasterone is an anabolic androgenic steroid. Analysis of steroids in urine has been used to detect different hormonal actions in human beings such as testicular function in men, hyperandrogenic disorders in women and puberty problems in children, by the measurement of anabolic steroids, and some hormonal disorders such as adrenocortical adenoma and Cushing syndrome by the control of corticoids. This steroid have been included in the International Olympic Committee (IOC) doping list due to their illegal use in some sports and in the list of schedules drugs in several countries because of its use by young people. In addition, the examination of endogenous steroids profile provides information about the health and the use of exogenous steroids. Bolasterone is excreted as the original compound in human urine. Androgenic anabolic steroids (AAS) are defined as natural, synthetic or semi-synthetic drugs chemicals derived from testosterone, used with the aim to improve physical performance by increasing both muscle strength and mass. Despite their reported toxicological effects on the cardiovascular, hepatic and neuro-endocrine systems, the AAS have been extensively used in sports activities. The use of anabolic steroids was banned by the International Olympic Committee for the first time at the Olympic Games in Montreal in 1976. Since that time the misuse of anabolic steroids by athletes has been controlled by analysis of urine of the excreted steroids or their metabolites, or both. (PMID: 10892583, 10932808, 14976846, 15042372, 15231229, 3308301, 8456050, 8674183, 16040239). D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D045930 - Anabolic Agents C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C2360 - Anabolic Steroid Same as: D03144

   

NCIOpen2_008215

17-Propyl-5alpha-androst-2-en-17beta-ol

C22H36O (316.2766006)


   

17-hydroxypregn-1-en-3-one

17-Hydroxy-5alpha,17alpha-pregn-1-en-3-one

C21H32O2 (316.24021719999996)


   

NCIOpen2_009181

17beta-Hydroxy-2,17-dimethyl-5alpha-androst-1-en-3-one

C21H32O2 (316.24021719999996)


   

6alpha,17alpha-Dimethyltestosterone

17beta-Hydroxy-6alpha,17-dimethylandrost-4-en-3-one; 6alpha,17alpha-Dimethyltestosterone

C21H32O2 (316.24021719999996)


   

3-Acetyl-5alpha-androst-2-en-17beta-ol

3-Acetyl-5alpha-androst-2-en-17beta-ol

C21H32O2 (316.24021719999996)


   

3-Ethynyl-5alpha-androstane-3beta,17beta-diol

3-Ethynylandrostane-3,17-diol, (3beta,5alpha,17beta)-

C21H32O2 (316.24021719999996)


   

17beta-Hydroxy-4,4-dimethylandrost-5-en-3-one

17beta-Hydroxy-4,4-dimethylandrost-5-en-3-one

C21H32O2 (316.24021719999996)


   

2alpha,17-Dimethyltestosterone

17alpha,2alpha-Dimethyl-17beta-hydroxy-4-androsten-3-one; 2alpha,17-Dimethyltestosterone

C21H32O2 (316.24021719999996)


   

Norbolethone

(1S,2R,10R,11S,14S,15S)-14,15-diethyl-14-hydroxytetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

C21H32O2 (316.24021719999996)


Norbolethone is a 19-nor anabolic steroid first synthesized in 1966. During the 1960s it was administered to humans in efficacy studies concerned with short stature and underweight conditions. It has never been reported by doping control laboratories prior to 2001. Norbolethone was identified in two urine samples from one athlete by matching the mass spectra and chromatographic retention times with those of a reference standard. The samples also contained at least one likely metabolite. The samples were also unusual because the concentrations of endogenous steroids were exceptionally low. Since norbolethone is not known to be marketed by any pharmaceutical company, a clandestine source of norbolethone may exist. Norbolethone matches the description for what is described as a "designer steroid." Androgenic anabolic steroids (AAS) are defined as natural, synthetic or semi-synthetic drugs chemicals derived from testosterone, used with the aim to improve physical performance by increasing both muscle strength and mass. Despite their reported toxicological effects on the cardiovascular, hepatic and neuro-endocrine systems, the AAS have been extensively used in sports activities. (PMID: 12112254) [HMDB] Norbolethone is a 19-nor anabolic steroid first synthesized in 1966. During the 1960s it was administered to humans in efficacy studies concerned with short stature and underweight conditions. It has never been reported by doping control laboratories prior to 2001. Norbolethone was identified in two urine samples from one athlete by matching the mass spectra and chromatographic retention times with those of a reference standard. The samples also contained at least one likely metabolite. The samples were also unusual because the concentrations of endogenous steroids were exceptionally low. Since norbolethone is not known to be marketed by any pharmaceutical company, a clandestine source of norbolethone may exist. Norbolethone matches the description for what is described as a "designer steroid." Androgenic anabolic steroids (AAS) are defined as natural, synthetic or semi-synthetic drugs chemicals derived from testosterone, used with the aim to improve physical performance by increasing both muscle strength and mass. Despite their reported toxicological effects on the cardiovascular, hepatic and neuro-endocrine systems, the AAS have been extensively used in sports activities. (PMID: 12112254). C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C2360 - Anabolic Steroid

   

(9S,10S)-9,10-dihydroxyoctadecanoate

(9S,10S)-9,10-dihydroxyoctadecanoic acid

C18H36O4 (316.2613456)


(9s,10s)-9,10-dihydroxyoctadecanoate is part of the Arachidonic acid metabolism, and Peroxisome pathways. It is a substrate for: Bifunctional epoxide hydrolase 2.

   

5-beta-pregnan-3,20 dione

(1S,2S,7R,10R,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-one

C21H32O2 (316.24021719999996)


(5beta)-pregnane-3,20-dione, also known as 3,20-pregnanedione or 5beta-dihydroprogesterone, belongs to gluco/mineralocorticoids, progestogins and derivatives class of compounds. Those are steroids with a structure based on a hydroxylated prostane moiety. Thus, (5beta)-pregnane-3,20-dione is considered to be a steroid lipid molecule (5beta)-pregnane-3,20-dione is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). (5beta)-pregnane-3,20-dione can be found in a number of food items such as opium poppy, walnut, rowal, and italian sweet red pepper, which makes (5beta)-pregnane-3,20-dione a potential biomarker for the consumption of these food products.

   
   

5-(8,11-Pentadecadienyl)-1,3-benzenediol

5-[(8Z,11Z)-pentadeca-8,11-dien-1-yl]benzene-1,3-diol

C21H32O2 (316.24021719999996)


5-[(8Z,11Z)-pentadeca-8,11-dien-1-yl]benzene-1,3-diol is a member of resorcinols. 5-[(8Z,11Z)-pentadeca-8,11-dien-1-yl]benzene-1,3-diol is a natural product found in Merulius incarnatus, Anacardium occidentale, and Gloeostereum incarnatum with data available. 5-(8,11-Pentadecadienyl)-1,3-benzenediol is found in nuts. 5-(8,11-Pentadecadienyl)-1,3-benzenediol is isolated from Anacardium occidentale (cashew). Isolated from Anacardium occidentale (cashew). 5-(8,11-Pentadecadienyl)-1,3-benzenediol is found in nuts.

   

Kaurenoic acid methyl ester

Methyl 5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

C21H32O2 (316.24021719999996)


Kaurenoic acid methyl ester is found in fats and oils. Kaurenoic acid methyl ester is isolated from Helianthus annuus (sunflower). Isolated from Helianthus annuus (sunflower). Kaurenoic acid methyl ester is found in fats and oils.

   

Calusterone

(1S,2R,9S,10R,11S,14S,15S)-14-hydroxy-2,9,14,15-tetramethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

C21H32O2 (316.24021719999996)


Calusterone is an androgenic steroid. Calusterone induce given orally induce a marked decrease (between 30 and 70\\% depending on the dose) in the binding capacity of oestradiol-17beta to specific uterine receptors in vivo. As an androgen, calusterone has been used as a therapeutic agent in postmenopausal women with metastatic breast cancer; the addition of a potent hormonal agent to effective cytotoxic chemotherapy improves the results of treatment of women with metastatic breast cancer. Calusterone is tested in sport screening; fast and sensitive method for the comprehensive screening of anabolic agents and other banned doping substances using gas chromatography/tandem mass spectrometry (GC/MS/MS) with an external ionization ion trap mass spectrometer have been developed for the parent substances and their metabolites. (PMID: 17610244, 12375280, 153787, 2325376, 12375280) [HMDB] Calusterone is an androgenic steroid. Calusterone induce given orally induce a marked decrease (between 30 and 70\\% depending on the dose) in the binding capacity of oestradiol-17beta to specific uterine receptors in vivo. As an androgen, calusterone has been used as a therapeutic agent in postmenopausal women with metastatic breast cancer; the addition of a potent hormonal agent to effective cytotoxic chemotherapy improves the results of treatment of women with metastatic breast cancer. Calusterone is tested in sport screening; fast and sensitive method for the comprehensive screening of anabolic agents and other banned doping substances using gas chromatography/tandem mass spectrometry (GC/MS/MS) with an external ionization ion trap mass spectrometer have been developed for the parent substances and their metabolites. (PMID: 17610244, 12375280, 153787, 2325376, 12375280). D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D045930 - Anabolic Agents C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C2360 - Anabolic Steroid Same as: D03144

   

MG(15:0/0:0/0:0)

(2S)-2,3-dihydroxypropyl pentadecanoate

C18H36O4 (316.2613456)


MG(15:0/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed alpha-monoacylglycerols, while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(15:0/0:0/0:0) belongs to the family of monoradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at one fatty acyl group is attached. Their general formula is [R1]OCC(CO[R2])O[R3]. MG(15:0/0:0/0:0) is made up of one pentadecanoyl(R1).

   

MG(i-15:0/0:0/0:0)

NCGC00347859-02!2,3-dihydroxypropyl 13-methyltetradecanoate

C18H36O4 (316.2613456)


MG(i-15:0/0:0/0:0) belongs to the family of monoradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at one fatty acyl group is attached. Their general formula is [R1]OCC(CO[R2])O[R3]. MG(i-15:0/0:0/0:0) is made up of one 13-methyltetradecanoyl(R1).

   

(3beta,5alpha)-3-Hydroxypregn-16-en-20-one

1-{5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-13-en-14-yl}ethan-1-one

C21H32O2 (316.24021719999996)


(3beta,5alpha)-3-Hydroxypregn-16-en-20-one is found in garden tomato. (3beta,5alpha)-3-Hydroxypregn-16-en-20-one is isolated from Lycopersicon esculentum (tomato Isolated from Lycopersicon esculentum (tomato). (3beta,5alpha)-3-Hydroxypregn-16-en-20-one is found in garden tomato. D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones

   

1,2,4-Nonadecanetriol

124-Trihydroxynonadecane

C19H40O3 (316.297729)


1,2,4-Nonadecanetriol is found in fruits. 1,2,4-Nonadecanetriol is a constituent of the unripe fruit of Persea americana (avocado). Cytotoxic agent Constituent of the unripe fruit of Persea americana (avocado). Cytotoxic agent. 1,2,4-Nonadecanetriol is found in fruits.

   

Ethyltestosterone

(1S,2R,10R,11S,14S,15S)-14-ethyl-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

C21H32O2 (316.24021719999996)


Ethyltestosterone is a steroid metabolite; it can be the result of the administration of synthetic steroids used in the past in different anabolic therapies, such as in tuberculosis (i.e.: Dianabon in 1946), or in gynecology (1960s). These abandoned or never commercialized anabolic steroids have been taken up by producers of designer steroids and re-introduced as aids in sports, sometimes with modifications to their structure to avoid being detected in regular screening for doping. These anabolic steroids constitute a threat to the spirit of integrity and fairness in sport and to the health of athletes, since their side effects are unknown. The use of anabolic steroids was banned by the International Olympic Committee for the first time at the Olympic Games in Montreal in 1976. Ethyltestosterone is a common standard used in the screening for human steroids in human urine in sport doping control. (PMID: 15934041, 15712346) [HMDB] Ethyltestosterone is a steroid metabolite; it can be the result of the administration of synthetic steroids used in the past in different anabolic therapies, such as in tuberculosis (i.e.: Dianabon in 1946), or in gynecology (1960s). These abandoned or never commercialized anabolic steroids have been taken up by producers of designer steroids and re-introduced as aids in sports, sometimes with modifications to their structure to avoid being detected in regular screening for doping. These anabolic steroids constitute a threat to the spirit of integrity and fairness in sport and to the health of athletes, since their side effects are unknown. The use of anabolic steroids was banned by the International Olympic Committee for the first time at the Olympic Games in Montreal in 1976. Ethyltestosterone is a common standard used in the screening for human steroids in human urine in sport doping control. (PMID: 15934041, 15712346).

   

MG(0:0/15:0/0:0)

1,3-Dihydroxypropan-2-yl pentadecanoic acid

C18H36O4 (316.2613456)


MG(0:0/15:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed alpha-monoacylglycerols, while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(0:0/15:0/0:0) belongs to the family of monoradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at one fatty acyl group is attached. Their general formula is [R1]OCC(CO[R2])O[R3]. MG(0:0/15:0/0:0) is made up of one pentadecanoyl(R2).

   

(+)-15,16-Dihydroxyoctadecanoic acid

(+)-15,16-Dihydroxyoctadecanoic acid

C18H36O4 (316.2613456)


Prepared from Camelina sativa (false flax). (+)-15,16-Dihydroxyoctadecanoic acid is found in fats and oils. (+)-15,16-Dihydroxyoctadecanoic acid is found in fats and oils. Prepared from Camelina sativa (false flax

   

1-Phenyl-1,3-pentadecanedione

1-phenylpentadecane-1,3-dione

C21H32O2 (316.24021719999996)


1-Phenyl-1,3-pentadecanedione is found in fats and oils. 1-Phenyl-1,3-pentadecanedione is a constituent of the pollen of Helianthus annuus (sunflower) Constituent of the pollen of Helianthus annuus (sunflower). 1-Phenyl-1,3-pentadecanedione is found in fats and oils.

   

5-alpha-Pregnan-3,20-dione

(1S,2S,10R,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-one

C21H32O2 (316.24021719999996)


5-alpha-pregnan-3,20-dione is part of the Protein modification, Steroid hormone biosynthesis, and Prostate cancer pathways. It is a substrate for: Probable polyprenol reductase, 3-oxo-5-alpha-steroid 4-dehydrogenase 1, and 3-oxo-5-alpha-steroid 4-dehydrogenase 2.

   

MG(0:0/i-15:0/0:0)

1,3-dihydroxypropan-2-yl 13-methyltetradecanoate

C18H36O4 (316.2613456)


MG(0:0/i-15:0/0:0) belongs to the family of monoradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at one fatty acyl group is attached. Their general formula is [R1]OCC(CO[R2])O[R3]. MG(0:0/i-15:0/0:0) is made up of one 13-methyltetradecanoyl(R2).

   

MG(0:0/a-15:0/0:0)[rac]

1,3-dihydroxypropan-2-yl 12-methyltetradecanoate

C18H36O4 (316.2613456)


MG(0:0/a-15:0/0:0) belongs to the family of monoradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at one fatty acyl group is attached. Their general formula is [R1]OCC(CO[R2])O[R3]. MG(0:0/a-15:0/0:0) is made up of one 12-methyltetradecanoyl(R2).

   

MG(a-15:0/0:0/0:0)[rac]

(2R)-2,3-dihydroxypropyl 12-methyltetradecanoate

C18H36O4 (316.2613456)


MG(a-15:0/0:0/0:0) belongs to the family of monoradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at one fatty acyl group is attached. Their general formula is [R1]OCC(CO[R2])O[R3]. MG(a-15:0/0:0/0:0) is made up of one 12-methyltetradecanoyl(R1).

   

1,3-Benzenediol, 2-(3,7-dimethyl-2,6-octadienyl)-5-pentyl-, (E)-

1,3-Benzenediol, 2-(3,7-dimethyl-2,6-octadienyl)-5-pentyl-, (E)-

C21H32O2 (316.24021719999996)


   

3-Hydroxypregn-5-en-20-one

1-{5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-yl}ethan-1-one

C21H32O2 (316.24021719999996)


   

20-Hydroxypregn-4-en-3-one

14-(1-hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

C21H32O2 (316.24021719999996)


   

3-Hydroxypregn-4-en-20-one

1-{5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-14-yl}ethan-1-one

C21H32O2 (316.24021719999996)


   

5beta-Pregnane-3,20-dione

14-acetyl-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-one

C21H32O2 (316.24021719999996)


   

hydroxypregn-4-en-3-one

17-(2-Hydroxyethyl)-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one

C21H32O2 (316.24021719999996)


   

Dihydroxystearic acid

2,2-dihydroxyoctadecanoic acid

C18H36O4 (316.2613456)


Dihydroxystearic acid, also known as dihydroxystearate, is a member of the class of compounds known as long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Dihydroxystearic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Dihydroxystearic acid can be found in peanut, which makes dihydroxystearic acid a potential biomarker for the consumption of this food product.

   
   
   

(3E,5E,10E)-7-Ethoxy-3,7,11,15-tetramethylhexadeca-1,3,5,10,14-pentaene

(3E,5E,10E)-7-Ethoxy-3,7,11,15-tetramethylhexadeca-1,3,5,10,14-pentaene

C22H36O (316.2766006)


   
   
   

Benzastatin A

(Z)-4-Amino-3-[3-(methoxymethyl)-6,7-dimethyl-2,6-octadienyl]-benzamide

C19H28N2O2 (316.2150668)


   
   

(+)-threo-9,10-Dihydroxystearic acid

(+)-threo-9,10-Dihydroxystearic acid

C18H36O4 (316.2613456)


   
   

Sandaracopimaric acid, methyl ester

Sandaracopimaric acid, methyl ester

C21H32O2 (316.24021719999996)


   

(3Z,5E,10E)-7-Ethoxy-3,7,11,15-tetramethylhexadeca-1,3,5,10,14-pentaene

(3Z,5E,10E)-7-Ethoxy-3,7,11,15-tetramethylhexadeca-1,3,5,10,14-pentaene

C22H36O (316.2766006)


   
   

5-[(2Z,8Z)-2,8-Pentadecadien-1-yl]-1,3-benzenediol

5-[(2Z,8Z)-2,8-Pentadecadien-1-yl]-1,3-benzenediol

C21H32O2 (316.24021719999996)


   

2,4-bis(3-methylbut-2-enyl)-5-pentylbenzene-1,3-diol

2,4-bis(3-methylbut-2-enyl)-5-pentylbenzene-1,3-diol

C21H32O2 (316.24021719999996)


   

2,3-Dihydroxyoctadecanoic acid

2,3-Dihydroxyoctadecanoic acid

C18H36O4 (316.2613456)


   

9-hydroperoxyoctadecanoic acid

9-hydroperoxyoctadecanoic acid

C18H36O4 (316.2613456)


   
   

niphatesine H|O-methyl-N-(14-(pyridin-3-yl)tetradec-11-ynyl)hydroxylamine

niphatesine H|O-methyl-N-(14-(pyridin-3-yl)tetradec-11-ynyl)hydroxylamine

C20H32N2O (316.25145019999997)


   

ent-18-formyloxy-9-epi-isopimarol

ent-18-formyloxy-9-epi-isopimarol

C21H32O2 (316.24021719999996)


   

Methyl-labda-8(17),13(16),14-trien-19-oat

Methyl-labda-8(17),13(16),14-trien-19-oat

C21H32O2 (316.24021719999996)


   
   

13-Isopropyliden-podocarp-7-en-15-saeure-methylester

13-Isopropyliden-podocarp-7-en-15-saeure-methylester

C21H32O2 (316.24021719999996)


   

SCHEMBL21344910

SCHEMBL21344910

C22H36O (316.2766006)


   

sandaracopimara-8(14),15-dien-18-yl formate

sandaracopimara-8(14),15-dien-18-yl formate

C21H32O2 (316.24021719999996)


   
   

(-)-Pinar-9,11(15)-dien-19-saeuremethylester

(-)-Pinar-9,11(15)-dien-19-saeuremethylester

C21H32O2 (316.24021719999996)


   
   

(+)-Methyl cembra-1,3,7,11-tetraene-16-carboxylate

(+)-Methyl cembra-1,3,7,11-tetraene-16-carboxylate

C21H32O2 (316.24021719999996)


   

17-(furan-2-yl)heptadeca-3,7,9-trien-6-ol

17-(furan-2-yl)heptadeca-3,7,9-trien-6-ol

C21H32O2 (316.24021719999996)


   

9,14-dihydroxyoctadecanoic acid

9,14-dihydroxyoctadecanoic acid

C18H36O4 (316.2613456)


   
   

methyl (5E,7E,9E,14Z,17Z)-eicosapentaenoate

methyl (5E,7E,9E,14Z,17Z)-eicosapentaenoate

C21H32O2 (316.24021719999996)


   
   
   
   

Methyl-3,13(16),14-Clerodatrien-18-oic acid

Methyl-3,13(16),14-Clerodatrien-18-oic acid

C21H32O2 (316.24021719999996)


   

Methyl abieta-7,13-dien-18-oate

Methyl abieta-7,13-dien-18-oate

C21H32O2 (316.24021719999996)


   

14-methoxyabieta-8,11,13-trien-3alpha-ol

14-methoxyabieta-8,11,13-trien-3alpha-ol

C21H32O2 (316.24021719999996)


   
   

methyl erythroxa-3,15-dien-18-oate

methyl erythroxa-3,15-dien-18-oate

C21H32O2 (316.24021719999996)


   
   

Kaur-15-en-19-oicsaeuremethylester

Kaur-15-en-19-oicsaeuremethylester

C21H32O2 (316.24021719999996)


   

11-Hydroxy-12-methoxyabieta-8,11,13-trien|11-hydroxy-12-methoxyabieta-8,11,13-triene|12-methoxyabieta-8,11,13-trien-11-ol

11-Hydroxy-12-methoxyabieta-8,11,13-trien|11-hydroxy-12-methoxyabieta-8,11,13-triene|12-methoxyabieta-8,11,13-trien-11-ol

C21H32O2 (316.24021719999996)


   
   

Methyl pimara-8(14),15-dien-18-oate #

Methyl pimara-8(14),15-dien-18-oate #

C21H32O2 (316.24021719999996)


   
   

trans-Communic acid methyl ester

trans-Communic acid methyl ester

C21H32O2 (316.24021719999996)


   

7??-Hydroxypimara-8,15-dien-14-one

7??-Hydroxypimara-8,15-dien-14-one

C21H32O2 (316.24021719999996)


   
   
   

(3Z,9Z,12Z)-6,7:15,16-bisepoxyhenicosa-3,9,12,20-tetraene

(3Z,9Z,12Z)-6,7:15,16-bisepoxyhenicosa-3,9,12,20-tetraene

C21H32O2 (316.24021719999996)


   

12-Methoxyabieta-8,11,13-trien-3-ol #

12-Methoxyabieta-8,11,13-trien-3-ol #

C21H32O2 (316.24021719999996)


   

3beta-Hydroxy-20-oxo-5alpha-pregnen-14|3beta-Hydroxy-5alpha,17beta-pregn-14-en-20-one|3beta-Hydroxy-5alpha-Delta14-pregnenon-(20)|3beta-Hydroxy-5alpha-pregn-14-en-20-on|3beta-hydroxy-5alpha-pregn-14-en-20-one

3beta-Hydroxy-20-oxo-5alpha-pregnen-14|3beta-Hydroxy-5alpha,17beta-pregn-14-en-20-one|3beta-Hydroxy-5alpha-Delta14-pregnenon-(20)|3beta-Hydroxy-5alpha-pregn-14-en-20-on|3beta-hydroxy-5alpha-pregn-14-en-20-one

C21H32O2 (316.24021719999996)


   

(-)-methyl trachyloban-19-oate|methyl trachyloban-19-oate|Methyl-trachyloban-19-oat|Trachylobanin-saeure-methylester

(-)-methyl trachyloban-19-oate|methyl trachyloban-19-oate|Methyl-trachyloban-19-oat|Trachylobanin-saeure-methylester

C21H32O2 (316.24021719999996)


   

Helifulvan-19-saeuremethylester

Helifulvan-19-saeuremethylester

C21H32O2 (316.24021719999996)


   

Podocarpa-8(14),12-dien-15-oic acid, 13-isopropyl-, methyl ester

Podocarpa-8(14),12-dien-15-oic acid, 13-isopropyl-, methyl ester

C21H32O2 (316.24021719999996)


   

6,9,12,15,18-heneicosapentaenoic acid

6,9,12,15,18-heneicosapentaenoic acid

C21H32O2 (316.24021719999996)


   

2-Hexadecanone, 16-phenyl-

2-Hexadecanone, 16-phenyl-

C22H36O (316.2766006)


   

(3beta)-15-methoxyabieta-8,11,13-trien-3-ol|isolophanthin B

(3beta)-15-methoxyabieta-8,11,13-trien-3-ol|isolophanthin B

C21H32O2 (316.24021719999996)


   

methyl icosa-5,8,11,14,17-pentaenoate

methyl icosa-5,8,11,14,17-pentaenoate

C21H32O2 (316.24021719999996)


   
   
   

methyl 10(9?11)abeo-ent-halima-5(10),9(11),13E-triene-15-oate|scopariusin A

methyl 10(9?11)abeo-ent-halima-5(10),9(11),13E-triene-15-oate|scopariusin A

C21H32O2 (316.24021719999996)


   
   
   

(1R,2E,4S,6E,10E,14S)-4-hydroxy-3,7,11,15,15-pentamethylbicyclo[12.1.0]pentadeca-2,6,10-trien-5-one|(2E,5betab,6E,12E)-5-Hydroxycasba-2,6,12-trien-4-one

(1R,2E,4S,6E,10E,14S)-4-hydroxy-3,7,11,15,15-pentamethylbicyclo[12.1.0]pentadeca-2,6,10-trien-5-one|(2E,5betab,6E,12E)-5-Hydroxycasba-2,6,12-trien-4-one

C21H32O2 (316.24021719999996)


   

2(9-decenyl) phenanthrene

2(9-decenyl) phenanthrene

C24H28 (316.2190888)


   

12-deoxy-11,12-dihydro-seco-hinokiol methyl ester|methyl 3-[(1S,2S)-6-isopropyl-1-methyl-2-(prop-1-en-2-yl)-1,2,3,4,7,8-hexahydronaphthalen-1-yl]propanoate

12-deoxy-11,12-dihydro-seco-hinokiol methyl ester|methyl 3-[(1S,2S)-6-isopropyl-1-methyl-2-(prop-1-en-2-yl)-1,2,3,4,7,8-hexahydronaphthalen-1-yl]propanoate

C21H32O2 (316.24021719999996)


   

15,16-dihydroxy-ent-labda-7,13-diene-15-oic acid lactone

15,16-dihydroxy-ent-labda-7,13-diene-15-oic acid lactone

C21H32O2 (316.24021719999996)


   

Dehydrokolavensaeure-methylester

Dehydrokolavensaeure-methylester

C21H32O2 (316.24021719999996)


   

5.beta.-Androst-16-en-3-ol, acetate

5.beta.-Androst-16-en-3-ol, acetate

C21H32O2 (316.24021719999996)


   
   

Podocarp-8-en-15-oic acid, 13.beta.-methyl-13-vinyl-, methyl ester

Podocarp-8-en-15-oic acid, 13.beta.-methyl-13-vinyl-, methyl ester

C21H32O2 (316.24021719999996)


   
   

(+)-pentacycloanammoxic acid methyl ester

(+)-pentacycloanammoxic acid methyl ester

C21H32O2 (316.24021719999996)


   

9,18-Dihydroxyoctadecanoic acid

9,18-Dihydroxyoctadecanoic acid

C18H36O4 (316.2613456)


   
   
   

(5alpha)-20-hydroxypregn-1-en-3-one|krempene C

(5alpha)-20-hydroxypregn-1-en-3-one|krempene C

C21H32O2 (316.24021719999996)


   

9-Hydroxy-heptadecandisaeure|9-hydroxy-heptadecanedioic acid|9-hydroxyheptadecane-1,17-dioic acid

9-Hydroxy-heptadecandisaeure|9-hydroxy-heptadecanedioic acid|9-hydroxyheptadecane-1,17-dioic acid

C17H32O5 (316.2249622)


   
   

10,18-Dihydroxyoctadecanoic acid

10,18-Dihydroxyoctadecanoic acid

C18H36O4 (316.2613456)


   

Me ester-Abeoanticopalic acid|methyl abeoanticopalate

Me ester-Abeoanticopalic acid|methyl abeoanticopalate

C21H32O2 (316.24021719999996)


   

Labda-7,12(E),14-triene-17-oic acid methyl ester

Labda-7,12(E),14-triene-17-oic acid methyl ester

C21H32O2 (316.24021719999996)


   
   

(3Z,9Z,15Z)-6,7:12,13-bisepoxyhenicosa-3,9,15,20-tetraene|9,10:15,16-Diepoxide-(all-Z)-1,6,9,12,15,18-Heneicosahexaene

(3Z,9Z,15Z)-6,7:12,13-bisepoxyhenicosa-3,9,15,20-tetraene|9,10:15,16-Diepoxide-(all-Z)-1,6,9,12,15,18-Heneicosahexaene

C21H32O2 (316.24021719999996)


   
   

FA 21:5

5,8,11,14,17-Eicosapentaenoic acid, methyl ester, (5Z,8Z,11Z,14Z,17Z)-

C21H32O2 (316.24021719999996)


Cis-5,8,11,14,17-eicosapentaenoic acid methyl ester is a fatty acid methyl ester. cis-5,8,11,14,17-Eicosapentaenoic acid methyl ester is a natural product found in Murrayella periclados and Marchantia polymorpha with data available. Eicosapentaenoic acid methyl ester is a degradant of a monogalactosyl diacylglycerol (an anticancer compound by inducing apoptosis)[1]. Eicosapentaenoic acid methyl ester is a degradant of a monogalactosyl diacylglycerol (an anticancer compound by inducing apoptosis)[1].

   

Pregnenolone

3beta-hydroxypregn-5-en-20-one

C21H32O2 (316.24021719999996)


A 20-oxo steroid that is pregn-5-ene substituted by a beta-hydroxy group at position 3 and an oxo group at position 20. C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Pregnenolone is a derivative of cholesterol, the product of Cytochrome P450 side-chain cleavage (EC 1.14.15.6, CYP11A1); this reaction consists of three consecutive monooxygenations; a 22-hydroxylation, 20-hydroxylation and the cleavage of the C20-C22 bond, yielding pregnenolone. Pregnenolone is the precursor to gonadal steroid hormones and the adrenal corticosteroids. This reaction occurs in steroid hormone-producing tissues such as the adrenal cortex, corpus luteum and placenta. The most notable difference between the placenta and other steroidogenic tissues is that electron supply to CYP11A1 limits the rate at which cholesterol is converted to pregnenolone in the placenta. The limiting component for electron delivery to CYP11A1 is the concentration of adrenodoxin reductase in the mitochondrial matrix which is insufficient to maintain the adrenodoxin pool in a fully reduced state. Pregnenolone is also a neurosteroid, and is produced in the spinal cord; CYP11A1 is the key enzyme catalyzing the conversion of cholesterol into pregnenolone, the rate-limiting step in the biosynthesis of all classes of steroids, and has been localized in sensory networks of the spinal cord dorsal horn. In the adrenal glomerulosa cell angiotensin II, one of the major physiological regulators of mineralocorticoid synthesis, appears to affect most of the cholesterol transfer to the mitochondrial outer membrane and transport to the inner membrane steps and thus to exerts a powerful control over the use of cholesterol for aldosterone production. (PMID: 17222962, 15823613, 16632873, 15134809) [HMDB]. Pregnenolone is found in many foods, some of which are common wheat, yellow bell pepper, oval-leaf huckleberry, and fenugreek. Pregnenolone (3β-Hydroxy-5-pregnen-20-one) is a powerful neurosteroid, the main precursor of various steroid hormones including steroid ketones. Pregnenolone acts as a signaling-specific inhibitor of cannabinoid CB1 receptor, inhibits the effects of tetrahydrocannabinol (THC) that are mediated by the CB1 receptors. Pregnenolone can protect the brain from cannabis intoxication[1][2]. Pregnenolone is also a TRPM3 channel activator, and also can weakly activate TRPM1 channels[3]. Pregnenolone (3β-Hydroxy-5-pregnen-20-one) is a powerful neurosteroid, the main precursor of various steroid hormones including steroid ketones. Pregnenolone acts as a signaling-specific inhibitor of cannabinoid CB1 receptor, inhibits the effects of tetrahydrocannabinol (THC) that are mediated by the CB1 receptors. Pregnenolone can protect the brain from cannabis intoxication[1][2]. Pregnenolone is also a TRPM3 channel activator, and also can weakly activate TRPM1 channels[3].

   

MLS000028860-01!4-PREGNEN-20ALPHA-OL-3-ONE

MLS000028860-01!4-PREGNEN-20ALPHA-OL-3-ONE

C21H32O2 (316.24021719999996)


   

2,3-dihydroxypropyl 13-methyltetradecanoate

NCGC00347859-02!2,3-dihydroxypropyl 13-methyltetradecanoate

C18H36O4 (316.2613456)


   

5-{8(Z),11(Z)-pentadecadienyl}resorcinol

5-{8(Z),11(Z)-pentadecadienyl}resorcinol

C21H32O2 (316.24021719999996)


   

methyl (1S,5R,9S,13R)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate

methyl (1S,5R,9S,13R)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate

C21H32O2 (316.24021719999996)


   

Butalamine

Butalamine

C18H28N4O (316.2262998)


C - Cardiovascular system > C04 - Peripheral vasodilators > C04A - Peripheral vasodilators C78274 - Agent Affecting Cardiovascular System > C29707 - Vasodilating Agent D002317 - Cardiovascular Agents > D014665 - Vasodilator Agents

   

3-Hydroxypregn-16-en-20-one

3-Hydroxypregn-16-en-20-one

C21H32O2 (316.24021719999996)


Origin: Animal, Pregnanes

   
   

h_268_isomere_de_oxymetholone_m2

h_268_isomere_de_oxymetholone_m2

C21H32O2 (316.24021719999996)


   

h_267_Isomere_de_oxymetholone_m2

h_267_Isomere_de_oxymetholone_m2

C21H32O2 (316.24021719999996)


   
   
   

2-mercapto-octadecanoic acid

2-mercapto-octadecanoic acid

C18H36O2S (316.2435876)


   

2,3-dihydroxy stearic acid

2,3-dihydroxy-octadecanoic acid

C18H36O4 (316.2613456)


   

5,6-dihydroxy stearic acid

5,6-dihydroxy-octadecanoic acid

C18H36O4 (316.2613456)


   

6,7-dihydroxy stearic acid

6,7-dihydroxy-octadecanoic acid

C18H36O4 (316.2613456)


   

7,8-dihydroxy stearic acid

7,8-dihydroxy-octadecanoic acid

C18H36O4 (316.2613456)


   

8,9-dihydroxy stearic acid

8,9-dihydroxy-octadecanoic acid

C18H36O4 (316.2613456)


   

9,12-dihydroxy stearic acid

9,12-dihydroxy-octadecanoic acid

C18H36O4 (316.2613456)


   

10,11-dihydroxy stearic acid

10,11-dihydroxy-octadecanoic acid

C18H36O4 (316.2613456)


   

11,12-dihydroxy stearic acid

11,12-dihydroxy-octadecanoic acid

C18H36O4 (316.2613456)


   

12,13-dihydroxy stearic acid

12,13-dihydroxy-octadecanoic acid

C18H36O4 (316.2613456)


   

9R,10S-dihydroxy-stearic acid

9R,10S-dihydroxy-octadecanoic acid

C18H36O4 (316.2613456)


   

9S,10R-dihydroxy-stearic acid

9S,10R-dihydroxy-octadecanoic acid

C18H36O4 (316.2613456)


   

20-dihydroprogesterone

20-hydroxypregn-4-en-3-one

C21H32O2 (316.24021719999996)


   

20beta-dihydroprogesterone

(20R)-20-hydroxypregn-4-en-3-one

C21H32O2 (316.24021719999996)


   
   

Methosarb

17-beta-Hydroxy-7-beta,17-alpha-dimethylandrost-4-ene-3-one

C21H32O2 (316.24021719999996)


   

Genabol

(17a)-(+/-)-13-ethyl-17-hydroxy-18,19-dinorpregn-4-en-3-one

C21H32O2 (316.24021719999996)


C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C2360 - Anabolic Steroid

   

MG(15:0)

1-pentadecanoyl-rac-glycerol

C18H36O4 (316.2613456)


   

C21:5n-3,6,9,12,15

6Z,9Z,12Z,15Z,18Z-heneicosapentaenoic acid

C21H32O2 (316.24021719999996)


   

15,16-dihydroxy-octadecanoic acid

15,16-dihydroxy-octadecanoic acid

C18H36O4 (316.2613456)


   

4,14-dihydroxy-octadecanoic acid

4,14-dihydroxy-octadecanoic acid

C18H36O4 (316.2613456)


   

9,14-dihydroxy-octadecanoic acid

9,14-dihydroxy-octadecanoic acid

C18H36O4 (316.2613456)


   

alpha-Mercaptostearic acid

Octadecanoic acid, 2-mercapto-

C18H36O2S (316.2435876)


   

1,2,4-Nonadecanetriol

nonadecane-1,2,4-triol

C19H40O3 (316.297729)


   

16-Pregnolone

1-{5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-13-en-14-yl}ethan-1-one

C21H32O2 (316.24021719999996)


D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones

   

1-Benzoyl-2-tetradecanone

1-phenylpentadecane-1,3-dione

C21H32O2 (316.24021719999996)


   

Kaurenoic Acid Methyl Ester

methyl 5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5-carboxylate

C21H32O2 (316.24021719999996)


   

Cardoldiene

5-[(8Z,11Z)-pentadeca-8,11-dien-1-yl]benzene-1,3-diol

C21H32O2 (316.24021719999996)


   

5-alpha-Pregnan-3,20-dione

(1S,2S,10R,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-one

C21H32O2 (316.24021719999996)


   

Eicosapentaenoic acid methyl ester

Eicosapentaenoic acid methyl ester

C21H32O2 (316.24021719999996)


Eicosapentaenoic acid methyl ester is a degradant of a monogalactosyl diacylglycerol (an anticancer compound by inducing apoptosis)[1]. Eicosapentaenoic acid methyl ester is a degradant of a monogalactosyl diacylglycerol (an anticancer compound by inducing apoptosis)[1].

   

D8539_SIGMA

(9R,10R)-9,10-dihydroxyoctadecanoic acid

C18H36O4 (316.2613456)


   

FA 18:0;O2

(9S,10S)-9,10-dihydroxyoctadecanoic acid

C18H36O4 (316.2613456)


The (9S,10S)-9,10-dihydroxy derivative of stearic acid.

   

18-Fluoro-9,10-epoxystearic acid

18-Fluoro-9,10-Epoxyoctadecanoic acid

C18H33O3F (316.24136)


   

FOH 19:0;O2

nonadecane-1,2,4-triol

C19H40O3 (316.297729)


   

Docos-(4E,15Z)-dien-1-yn-3-one

Docos-(4E,15Z)-dien-1-yn-3-one

C22H36O (316.2766006)


   

MG O-15:1;O

1-O-(2R-hydroxy-4Z-pentadecenyl)-sn-glycerol

C18H36O4 (316.2613456)


   

MG 15:0

1-(2,12-dimethyltridecanoyl)-sn-glycerol

C18H36O4 (316.2613456)


   

Calusterone

17beta-hydroxy-7beta,17-dimethylandrost-4-en-3-one

C21H32O2 (316.24021719999996)


C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C2360 - Anabolic Steroid

   

ST 21:2;O2

Pregn-4-en-3-one,20-hydroxy-, (20S)-

C21H32O2 (316.24021719999996)


D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D011372 - Progestins 5a-Pregnane-3,20-dione is the endogenous progesterone metabolite.

   

3-((8Z,11Z)-pentadeca-8,11-dien-1-yl)catechol

3-((8Z,11Z)-pentadeca-8,11-dien-1-yl)benzene-1,2-diol

C21H32O2 (316.24021719999996)


   

6-isononyl-1,1,3,3-tetramethylindan-5-ol

6-isononyl-1,1,3,3-tetramethylindan-5-ol

C22H36O (316.2766006)


   
   

dicyclohexyl-(2,4,6-trimethylphenyl)pho&

dicyclohexyl-(2,4,6-trimethylphenyl)pho&

C21H33P (316.23197480000005)


   

1-Boc-6-benzyloctahydropyrrolo[3,4-b]pyridine

1-Boc-6-benzyloctahydropyrrolo[3,4-b]pyridine

C19H28N2O2 (316.2150668)


   

3-o-hexadecyl-sn-glycerol

3-o-hexadecyl-sn-glycerol

C19H40O3 (316.297729)


   

4,4,5,5-tetramethyl-2-(4-octylphenyl)-1,3,2-dioxaborolane

4,4,5,5-tetramethyl-2-(4-octylphenyl)-1,3,2-dioxaborolane

C20H33BO2 (316.2573468)


   

4-(4-Ethylpiperazin-1-yl)phenylboronic acid pinacol ester

4-(4-Ethylpiperazin-1-yl)phenylboronic acid pinacol ester

C18H29BN2O2 (316.23219639999996)


   

1-Hexadecanone,1-phenyl-

1-Hexadecanone,1-phenyl-

C22H36O (316.2766006)


   

6-(Cyclohexyl-methylamino)pyridine-3-boronic acid pinacol ester

6-(Cyclohexyl-methylamino)pyridine-3-boronic acid pinacol ester

C18H29BN2O2 (316.23219639999996)


   

TRANS-4-BUTYL-4-(4-FLUOROPHENYL)-1,1-BI(CYCLOHEXANE)

TRANS-4-BUTYL-4-(4-FLUOROPHENYL)-1,1-BI(CYCLOHEXANE)

C22H33F (316.256615)


   

1-(TRANS-4-(2-(TRANS-4-ETHYLCYCLOHEXYL)ETHYL)CYCLOHEXYL)-4-FLUOROBENZENE

1-(TRANS-4-(2-(TRANS-4-ETHYLCYCLOHEXYL)ETHYL)CYCLOHEXYL)-4-FLUOROBENZENE

C22H33F (316.256615)


   

Dicyclohexyl(4-isopropylphenyl)phosphine

Dicyclohexyl(4-isopropylphenyl)phosphine

C21H33P (316.23197480000005)


   

(+)-b-methoxydiisopinocampheylborane

(+)-b-methoxydiisopinocampheylborane

C21H37BO (316.29373019999997)


   

3-(2,2-DIETHOXY-ETHYLAMINO)-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

3-(2,2-DIETHOXY-ETHYLAMINO)-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

C16H32N2O4 (316.2361952)


   

1,1-Bis(t-hexylperoxy) cyclohexane

1,1-Bis(t-hexylperoxy) cyclohexane

C18H36O4 (316.2613456)


   

1,3-bis(4-methylphenyl)adamantane

1,3-bis(4-methylphenyl)adamantane

C24H28 (316.2190888)


   

tert-Butyl 7-benzyl-2,7-diazaspiro[3.5]nonane-2-carboxylate

tert-Butyl 7-benzyl-2,7-diazaspiro[3.5]nonane-2-carboxylate

C19H28N2O2 (316.2150668)


   
   

tert-butyl 7-benzyl-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate

tert-butyl 7-benzyl-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate

C19H28N2O2 (316.2150668)


   

trans-4-Pentylcyclohexanecarboxylic acid 4-propylphenyl ester

trans-4-Pentylcyclohexanecarboxylic acid 4-propylphenyl ester

C21H32O2 (316.24021719999996)


   

METHYL ABIETATE

1-Phenanthrenecarboxylicacid, 1,2,3,4,4a,4b,5,6,10,10a-decahydro-1,4a-dimethyl-7-(1-methylethyl)-,methyl ester, (1R,4aR,4bR,10aR)-

C21H32O2 (316.24021719999996)


   

1-Benzyl-1,7-diaza-spiro[4.4]nonane-7-carboxylic acid tert-butyl ester

1-Benzyl-1,7-diaza-spiro[4.4]nonane-7-carboxylic acid tert-butyl ester

C19H28N2O2 (316.2150668)


   

2-Methyl-2-propanyl 5-benzyl-2,5-diazaspiro[3.5]nonane-2-carboxyl ate

2-Methyl-2-propanyl 5-benzyl-2,5-diazaspiro[3.5]nonane-2-carboxyl ate

C19H28N2O2 (316.2150668)


   

nonadecanoyl chloride

nonadecanoyl chloride

C19H37ClO (316.2532782)


   

1-Methyl-4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]piperazine

1-Methyl-4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]piperazine

C18H29BN2O2 (316.23219639999996)


   

4-Pregnene-3beta-ol-20-one

(3beta)-3-Hydroxypregn-4-en-20-one

C21H32O2 (316.24021719999996)


D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones

   

4-Pentylphenyl trans-4-propylcyclohexanecarboxylate

4-Pentylphenyl trans-4-propylcyclohexanecarboxylate

C21H32O2 (316.24021719999996)


   

1-METHYL-4-(3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZYL)PIPERAZINE

1-METHYL-4-(3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZYL)PIPERAZINE

C18H29BN2O2 (316.23219639999996)


   

(5alpha,17beta)-17-Methylspiro[androstane-3,3-[3H]diazirin]-17-ol

(5alpha,17beta)-17-Methylspiro[androstane-3,3-[3H]diazirin]-17-ol

C20H32N2O (316.25145019999997)


   

(5beta,17beta)-17-Methyl-spiro[androstane-3,3-[3H]diazirin]-17-ol

(5beta,17beta)-17-Methyl-spiro[androstane-3,3-[3H]diazirin]-17-ol

C20H32N2O (316.25145019999997)


   

3,5-bis(tert-butyl)phenyl-pinacolatoboronate

3,5-bis(tert-butyl)phenyl-pinacolatoboronate

C20H33BO2 (316.2573468)


   

endo-3-{[(1,1-dimethylethoxy)carbonyl]amino}-8-benzyl-8-azabicyclo[3.2.1]octane

endo-3-{[(1,1-dimethylethoxy)carbonyl]amino}-8-benzyl-8-azabicyclo[3.2.1]octane

C19H28N2O2 (316.2150668)


   

N-ethyl-N-[tris(diethylamino)silyl]ethanamine

N-ethyl-N-[tris(diethylamino)silyl]ethanamine

C16H40N4Si (316.302208)


   
   

Apoptone

Apoptone

C21H32O2 (316.24021719999996)


C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone

   

1,2-di-O-octylglycerol

1,2-di-O-octylglycerol

C19H40O3 (316.297729)


   

Glyceryl 2-pentadecanoate

Glyceryl 2-pentadecanoate

C18H36O4 (316.2613456)


   

Dihydroxyoctadecanoic acid

Dihydroxyoctadecanoic acid

C18H36O4 (316.2613456)


   

3-[(8Z,11Z)-Pentadeca-8,11-dien-1-YL]benzene-1,2-diol

3-[(8Z,11Z)-Pentadeca-8,11-dien-1-YL]benzene-1,2-diol

C21H32O2 (316.24021719999996)


   

1-[(3S,10R,13S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

1-[(3S,10R,13S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

C21H32O2 (316.24021719999996)


   
   

10,13-Dihydroxyoctadecanoic acid

10,13-Dihydroxyoctadecanoic acid

C18H36O4 (316.2613456)


   

3-Acetyl-5alpha-androstan-17beta-ol

3-Acetyl-5alpha-androstan-17beta-ol

C21H32O2 (316.24021719999996)


   

3-Ethynylandrostane-3,17-diol, (3beta,5alpha,17beta)-

3-Ethynylandrostane-3,17-diol, (3beta,5alpha,17beta)-

C21H32O2 (316.24021719999996)


   

2alpha,17-Dimethyl testosterone

2alpha,17-Dimethyl testosterone

C21H32O2 (316.24021719999996)


   

17-Propyl-5alpha-androst-2-en-17beta-ol

17-Propyl-5alpha-androst-2-en-17beta-ol

C22H36O (316.2766006)


   

Bolasterone

17beta-hydroxy-7alpha,17-dimethylandrost-4-en-3-one

C21H32O2 (316.24021719999996)


D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D045930 - Anabolic Agents C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C2360 - Anabolic Steroid Same as: D03144

   

CMC_13393

1-[(3S,8S,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

C21H32O2 (316.24021719999996)


C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Pregnenolone (3β-Hydroxy-5-pregnen-20-one) is a powerful neurosteroid, the main precursor of various steroid hormones including steroid ketones. Pregnenolone acts as a signaling-specific inhibitor of cannabinoid CB1 receptor, inhibits the effects of tetrahydrocannabinol (THC) that are mediated by the CB1 receptors. Pregnenolone can protect the brain from cannabis intoxication[1][2]. Pregnenolone is also a TRPM3 channel activator, and also can weakly activate TRPM1 channels[3]. Pregnenolone (3β-Hydroxy-5-pregnen-20-one) is a powerful neurosteroid, the main precursor of various steroid hormones including steroid ketones. Pregnenolone acts as a signaling-specific inhibitor of cannabinoid CB1 receptor, inhibits the effects of tetrahydrocannabinol (THC) that are mediated by the CB1 receptors. Pregnenolone can protect the brain from cannabis intoxication[1][2]. Pregnenolone is also a TRPM3 channel activator, and also can weakly activate TRPM1 channels[3].

   

C15988

(9S,10S)-9,10-dihydroxyoctadecanoic acid

C18H36O4 (316.2613456)


   

E2012_SIGMA

(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoic acid methyl ester

C21H32O2 (316.24021719999996)


Eicosapentaenoic acid methyl ester is a degradant of a monogalactosyl diacylglycerol (an anticancer compound by inducing apoptosis)[1]. Eicosapentaenoic acid methyl ester is a degradant of a monogalactosyl diacylglycerol (an anticancer compound by inducing apoptosis)[1].

   

5beta-Pregnane-3,20-dione

14-acetyl-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-one

C21H32O2 (316.24021719999996)


D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones

   

2,3-Dihydroxypropyl 13-methyltetradecanoate

2,3-Dihydroxypropyl 13-methyltetradecanoate

C18H36O4 (316.2613456)


   

(9S,10R)-dihydroxyoctadecanoic acid

(9S,10R)-dihydroxyoctadecanoic acid

C18H36O4 (316.2613456)


A hydroxy fatty acid that is octadecanoic acid carrying two hydroxy substituents at positions 9 and 10.

   

MG(15:0/0:0/0:0)

(2S)-2,3-dihydroxypropyl pentadecanoate

C18H36O4 (316.2613456)


MG(15:0/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed alpha-monoacylglycerols, while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(15:0/0:0/0:0) belongs to the family of monoradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at one fatty acyl group is attached. Their general formula is [R1]OCC(CO[R2])O[R3]. MG(15:0/0:0/0:0) is made up of one pentadecanoyl(R1).

   

Decanoyl-DL-carnitine

Decanoyl-DL-carnitine

C17H34NO4+ (316.2487704)


   

(2r)-N-[3-(Heptylamino)-3-Oxopropyl]-2,4-Dihydroxy-3,3-Dimethylbutanamide

(2r)-N-[3-(Heptylamino)-3-Oxopropyl]-2,4-Dihydroxy-3,3-Dimethylbutanamide

C16H32N2O4 (316.2361952)


   

4-Hydroxysphing-8-enine(1+)

4-Hydroxysphing-8-enine(1+)

C18H38NO3+ (316.2851538)


   
   
   

6-Hydroxysphingosine(1+)

6-Hydroxysphingosine(1+)

C18H38NO3+ (316.2851538)


   
   

[3-Carboxy-2-(6-methylnonanoyloxy)propyl]-trimethylazanium

[3-Carboxy-2-(6-methylnonanoyloxy)propyl]-trimethylazanium

C17H34NO4+ (316.2487704)


   

[3-Carboxy-2-(5-methylnonanoyloxy)propyl]-trimethylazanium

[3-Carboxy-2-(5-methylnonanoyloxy)propyl]-trimethylazanium

C17H34NO4+ (316.2487704)


   

[3-Carboxy-2-(8-methylnonanoyloxy)propyl]-trimethylazanium

[3-Carboxy-2-(8-methylnonanoyloxy)propyl]-trimethylazanium

C17H34NO4+ (316.2487704)


   

[3-Carboxy-2-(7-methylnonanoyloxy)propyl]-trimethylazanium

[3-Carboxy-2-(7-methylnonanoyloxy)propyl]-trimethylazanium

C17H34NO4+ (316.2487704)


   

[3-Carboxy-2-(4-methylnonanoyloxy)propyl]-trimethylazanium

[3-Carboxy-2-(4-methylnonanoyloxy)propyl]-trimethylazanium

C17H34NO4+ (316.2487704)


   

[3-Carboxy-2-(3-methylnonanoyloxy)propyl]-trimethylazanium

[3-Carboxy-2-(3-methylnonanoyloxy)propyl]-trimethylazanium

C17H34NO4+ (316.2487704)


   

[3-carboxy-2-[(E)-6-hydroxynon-2-enoyl]oxypropyl]-trimethylazanium

[3-carboxy-2-[(E)-6-hydroxynon-2-enoyl]oxypropyl]-trimethylazanium

C16H30NO5+ (316.212387)


   

[3-carboxy-2-[(E)-6-hydroxynon-7-enoyl]oxypropyl]-trimethylazanium

[3-carboxy-2-[(E)-6-hydroxynon-7-enoyl]oxypropyl]-trimethylazanium

C16H30NO5+ (316.212387)


   

[3-carboxy-2-[(E)-6-hydroxynon-3-enoyl]oxypropyl]-trimethylazanium

[3-carboxy-2-[(E)-6-hydroxynon-3-enoyl]oxypropyl]-trimethylazanium

C16H30NO5+ (316.212387)


   

[3-carboxy-2-[(E)-6-hydroxynon-4-enoyl]oxypropyl]-trimethylazanium

[3-carboxy-2-[(E)-6-hydroxynon-4-enoyl]oxypropyl]-trimethylazanium

C16H30NO5+ (316.212387)


   

[3-carboxy-2-[(Z)-6-hydroxynon-5-enoyl]oxypropyl]-trimethylazanium

[3-carboxy-2-[(Z)-6-hydroxynon-5-enoyl]oxypropyl]-trimethylazanium

C16H30NO5+ (316.212387)


   

[3-carboxy-2-[(Z)-6-hydroxynon-6-enoyl]oxypropyl]-trimethylazanium

[3-carboxy-2-[(Z)-6-hydroxynon-6-enoyl]oxypropyl]-trimethylazanium

C16H30NO5+ (316.212387)


   

[3-Carboxy-2-(7-oxononanoyloxy)propyl]-trimethylazanium

[3-Carboxy-2-(7-oxononanoyloxy)propyl]-trimethylazanium

C16H30NO5+ (316.212387)


   

[3-Carboxy-2-(5-oxononanoyloxy)propyl]-trimethylazanium

[3-Carboxy-2-(5-oxononanoyloxy)propyl]-trimethylazanium

C16H30NO5+ (316.212387)


   

[3-Carboxy-2-(8-oxononanoyloxy)propyl]-trimethylazanium

[3-Carboxy-2-(8-oxononanoyloxy)propyl]-trimethylazanium

C16H30NO5+ (316.212387)


   

[3-Carboxy-2-(3-oxononanoyloxy)propyl]-trimethylazanium

[3-Carboxy-2-(3-oxononanoyloxy)propyl]-trimethylazanium

C16H30NO5+ (316.212387)


   

[3-Carboxy-2-(6-oxononanoyloxy)propyl]-trimethylazanium

[3-Carboxy-2-(6-oxononanoyloxy)propyl]-trimethylazanium

C16H30NO5+ (316.212387)


   

[3-Carboxy-2-(4-oxononanoyloxy)propyl]-trimethylazanium

[3-Carboxy-2-(4-oxononanoyloxy)propyl]-trimethylazanium

C16H30NO5+ (316.212387)


   

[3-Carboxy-2-(9-oxononanoyloxy)propyl]-trimethylazanium

[3-Carboxy-2-(9-oxononanoyloxy)propyl]-trimethylazanium

C16H30NO5+ (316.212387)


   

17-Hydroxy-5alpha,17alpha-pregn-1-en-3-one

17-Hydroxy-5alpha,17alpha-pregn-1-en-3-one

C21H32O2 (316.24021719999996)


   

3,18-Dihydroxystearic acid

3,18-Dihydroxystearic acid

C18H36O4 (316.2613456)


A dihydroxy monocarboxylic acid that consists of stearic (octadecanoic) acid bearing two hydroxy substituents at positions 3 and 18.

   

2-(Hexylamino)-1-[4-(phenylmethyl)-1-piperidinyl]ethanone

2-(Hexylamino)-1-[4-(phenylmethyl)-1-piperidinyl]ethanone

C20H32N2O (316.25145019999997)


   

12,18-Dihydroxyoctadecanoic acid

12,18-Dihydroxyoctadecanoic acid

C18H36O4 (316.2613456)


A long-chain fatty acid that is octadecanoic (stearic) acid substituted at positions 12 and 18 by hydroxy groups.

   

Methyl 8-(pentacyclo[6.4.0.0(2,7).0(3,6).0(9,12)]dodec-4-yl)octanoate

Methyl 8-(pentacyclo[6.4.0.0(2,7).0(3,6).0(9,12)]dodec-4-yl)octanoate

C21H32O2 (316.24021719999996)


   

(3R)-3,18-dihydroxystearic acid

(3R)-3,18-dihydroxystearic acid

C18H36O4 (316.2613456)


A dihydroxy monocarboxylic acid that is 18-hydroxystearic acid (18-hydroxyoctadecanoic acid) in which the pro-R hydrogen beta to the carboxy group is replaced by a hydroxy group.

   

(3R,17R)-3,17-dihydroxystearic acid

(3R,17R)-3,17-dihydroxystearic acid

C18H36O4 (316.2613456)


An (omega-1)-hydroxy fatty acid that is (17R)-17-hydroxystearic acid ((17R)-17-hydroxyoctadecanoic acid) in which the 3-pro-R hydrogen is replaced by a hydroxy group.

   

1-[(3S,8R,9R,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

1-[(3S,8R,9R,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

C21H32O2 (316.24021719999996)


   

(5R,8R,9S,10S,13S,14S)-17-acetyl-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one

(5R,8R,9S,10S,13S,14S)-17-acetyl-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one

C21H32O2 (316.24021719999996)


   

(2R)-2-hydroperoxyoctadecanoic acid

(2R)-2-hydroperoxyoctadecanoic acid

C18H36O4 (316.2613456)


   

[(2R)-3-carboxy-2-decanoyloxypropyl]-dimethyl-(trideuteriomethyl)azanium

[(2R)-3-carboxy-2-decanoyloxypropyl]-dimethyl-(trideuteriomethyl)azanium

C17H34NO4+ (316.2487704)


   

(4R)-4,11bbeta-Dimethyl-8-methylene-tetradecahydro-6abeta,9beta-methano-6aH-cyclohepta[a]naphthalene-4beta-carboxylic acid methyl ester

(4R)-4,11bbeta-Dimethyl-8-methylene-tetradecahydro-6abeta,9beta-methano-6aH-cyclohepta[a]naphthalene-4beta-carboxylic acid methyl ester

C21H32O2 (316.24021719999996)


   

(1-Acetyloxy-3-hydroxypropan-2-yl) dodecanoate

(1-Acetyloxy-3-hydroxypropan-2-yl) dodecanoate

C17H32O5 (316.2249622)


   

(1-Hexanoyloxy-3-hydroxypropan-2-yl) octanoate

(1-Hexanoyloxy-3-hydroxypropan-2-yl) octanoate

C17H32O5 (316.2249622)


   

Diheptanoic acid 3-hydroxy-1,2-propanediyl ester

Diheptanoic acid 3-hydroxy-1,2-propanediyl ester

C17H32O5 (316.2249622)


   

(9E,11E,13E,15E,17E)-henicosa-9,11,13,15,17-pentaenoic acid

(9E,11E,13E,15E,17E)-henicosa-9,11,13,15,17-pentaenoic acid

C21H32O2 (316.24021719999996)


   

(1-Hydroxy-3-nonoxypropan-2-yl) hexanoate

(1-Hydroxy-3-nonoxypropan-2-yl) hexanoate

C18H36O4 (316.2613456)


   

(1-Hydroxy-3-octoxypropan-2-yl) heptanoate

(1-Hydroxy-3-octoxypropan-2-yl) heptanoate

C18H36O4 (316.2613456)


   

(1-Decoxy-3-hydroxypropan-2-yl) pentanoate

(1-Decoxy-3-hydroxypropan-2-yl) pentanoate

C18H36O4 (316.2613456)


   

(1-Dodecoxy-3-hydroxypropan-2-yl) propanoate

(1-Dodecoxy-3-hydroxypropan-2-yl) propanoate

C18H36O4 (316.2613456)


   

(1-Hydroxy-3-undecoxypropan-2-yl) butanoate

(1-Hydroxy-3-undecoxypropan-2-yl) butanoate

C18H36O4 (316.2613456)


   

(1-Hydroxy-3-tridecoxypropan-2-yl) acetate

(1-Hydroxy-3-tridecoxypropan-2-yl) acetate

C18H36O4 (316.2613456)


   

1-[(3R,5S,10S,13S)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

1-[(3R,5S,10S,13S)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

C21H32O2 (316.24021719999996)


   

Decanoyl-L-carnitine D3

Decanoyl-L-carnitine D3

C17H34NO4+ (316.2487704)


   

1-[(3S,8S,9R,10R,13S,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

1-[(3S,8S,9R,10R,13S,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

C21H32O2 (316.24021719999996)


   

(1-Hydroxy-3-pentanoyloxypropan-2-yl) nonanoate

(1-Hydroxy-3-pentanoyloxypropan-2-yl) nonanoate

C17H32O5 (316.2249622)


   

(1-Hydroxy-3-propanoyloxypropan-2-yl) undecanoate

(1-Hydroxy-3-propanoyloxypropan-2-yl) undecanoate

C17H32O5 (316.2249622)


   

(1-Butanoyloxy-3-hydroxypropan-2-yl) decanoate

(1-Butanoyloxy-3-hydroxypropan-2-yl) decanoate

C17H32O5 (316.2249622)


   

DHSA

Calcium (9 or 10)-hydroxy-(10 or 9)-oxidooctadecanoate

C18H36O4 (316.2613456)


9,10-dihydroxyoctadecanoic acid is a hydroxy-fatty acid formally derived from octacecanoic (stearic) acid by hydroxy substitution at positions 9 and 10. It is a dihydroxy monocarboxylic acid and a hydroxyoctadecanoic acid. It is a conjugate acid of a 9,10-dihydroxystearate. 9,10-Dihydroxystearic acid is a natural product found in Trypanosoma brucei and Apis cerana with data available. A hydroxy-fatty acid formally derived from stearic acid by hydroxy substitution at positions 9 and 10.

   

5α-Dihydroprogesterone

5alpha-pregnane-3,20-dione

C21H32O2 (316.24021719999996)


A C21-steroid hormone that is 5alpha-pregnane substituted by oxo groups at positions 3 and 20. It is a metabolite of progestrone. D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones 5a-Pregnane-3,20-dione is the endogenous progesterone metabolite.

   

(20R)-20-hydroxypregn-4-en-3-one

Pregn-4-en-3-one,20-hydroxy-, (20S)-

C21H32O2 (316.24021719999996)


D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D011372 - Progestins

   

5beta-pregnane-3,20-dione

5beta-pregnane-3,20-dione

C21H32O2 (316.24021719999996)


A C21-steroid that is 5beta-pregnane with oxo groups at positions 3 and 20.

   

(9R,10S)-dihydroxyoctadecanoic acid

(9R,10S)-dihydroxyoctadecanoic acid

C18H36O4 (316.2613456)


A dihydroxy monocarboxylic acid that is octadecanoic acid in which the two hydroxy groups are located at positions 9R and 10S.

   

1-pentadecanoyl-glycerol

1-pentadecanoyl-glycerol

C18H36O4 (316.2613456)


   

(+)-15,16-Dihydroxyoctadecanoic acid

(+)-15,16-Dihydroxyoctadecanoic acid

C18H36O4 (316.2613456)


   

20-hydroxypregn-4-en-3-one

20-hydroxypregn-4-en-3-one

C21H32O2 (316.24021719999996)


D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones

   

13,14-dihydroxy-octadecanoic acid

13,14-dihydroxy-octadecanoic acid

C18H36O4 (316.2613456)


   

5-Pentadeca-8,11-dienylbenzene-1,3-diol

5-Pentadeca-8,11-dienylbenzene-1,3-diol

C21H32O2 (316.24021719999996)


   

17beta-Hydroxy-2,17-dimethyl-5alpha-androst-1-en-3-one

17beta-Hydroxy-2,17-dimethyl-5alpha-androst-1-en-3-one

C21H32O2 (316.24021719999996)


   

1-O-(2R-hydroxy-4Z-pentadecenyl)-sn-glycerol

1-O-(2R-hydroxy-4Z-pentadecenyl)-sn-glycerol

C18H36O4 (316.2613456)


   

1-O-(2R-methoxy-4Z-tetradecenyl)-sn-glycerol

1-O-(2R-methoxy-4Z-tetradecenyl)-sn-glycerol

C18H36O4 (316.2613456)


   

9S,10R-Dihydroxystearic acid

9S,10R-Dihydroxystearic acid

C18H36O4 (316.2613456)


   
   
   
   

JNJ-5207852

JNJ-5207852

C20H32N2O (316.25145019999997)


JNJ-5207852 is a selective and potent histamine H3 receptor (H3R) antagonist, with pKis of 8.9, 9.24 for rat and human H3R, respectively.

   

Heneicosapentaenoate (21:5n3)

heneicosapentaenoate (21:5n3)

C21H32O2 (316.24021719999996)


Heneicosapentaenoic Acid (HPEA) is a polyunsaturated omega-3 fatty acid. Its chemical structure features a 21-carbon long chain with five double bonds located at the 9th, 12th, 15th, 18th, and 21st carbon atoms. This arrangement of double bonds makes it an important component in various biological processes, such as inflammation regulation and cell signaling. However, it’s important to note that HPEA is not as well-known or extensively studied as other omega-3 fatty acids like EPA (eicosapentaenoic acid) and DHA (docosahexaenoic acid).

   

(3z,5e,7s,10e)-7-ethoxy-3,7,11,15-tetramethylhexadeca-1,3,5,10,14-pentaene

(3z,5e,7s,10e)-7-ethoxy-3,7,11,15-tetramethylhexadeca-1,3,5,10,14-pentaene

C22H36O (316.2766006)


   

(2s,4as,10ar)-7-(2-methoxypropan-2-yl)-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-2-ol

(2s,4as,10ar)-7-(2-methoxypropan-2-yl)-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-2-ol

C21H32O2 (316.24021719999996)


   

3-(pentadeca-8,11-dien-1-yl)benzene-1,2-diol

3-(pentadeca-8,11-dien-1-yl)benzene-1,2-diol

C21H32O2 (316.24021719999996)


   

1-{7-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,4h,5h,5ah,6h,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl}ethanone

1-{7-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,4h,5h,5ah,6h,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl}ethanone

C21H32O2 (316.24021719999996)


   

cetyl glyceryl ether

cetyl glyceryl ether

C19H40O3 (316.297729)


   
   

methyl (1s,2r,6r,7s,10s,12r,13r,14s)-2,6,12-trimethylpentacyclo[11.2.1.0¹,¹⁰.0²,⁷.0¹²,¹⁴]hexadecane-6-carboxylate

methyl (1s,2r,6r,7s,10s,12r,13r,14s)-2,6,12-trimethylpentacyclo[11.2.1.0¹,¹⁰.0²,⁷.0¹²,¹⁴]hexadecane-6-carboxylate

C21H32O2 (316.24021719999996)


   

(1s,3as,3br,5ar,9as,9bs,11as)-1-acetyl-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-2-one

(1s,3as,3br,5ar,9as,9bs,11as)-1-acetyl-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-2-one

C21H32O2 (316.24021719999996)


   

methyl 2-(4,8,12-trimethylcyclotetradeca-1,3,7,11-tetraen-1-yl)propanoate

methyl 2-(4,8,12-trimethylcyclotetradeca-1,3,7,11-tetraen-1-yl)propanoate

C21H32O2 (316.24021719999996)


   

1-[(3ar,3bs,5as,7s,9as,9br,11as)-7-hydroxy-9a,11a-dimethyl-3h,3ah,3bh,4h,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]ethanone

1-[(3ar,3bs,5as,7s,9as,9br,11as)-7-hydroxy-9a,11a-dimethyl-3h,3ah,3bh,4h,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]ethanone

C21H32O2 (316.24021719999996)


   

16-phenylhexadecan-2-one

16-phenylhexadecan-2-one

C22H36O (316.2766006)


   

methyl (1s,4as,4bs,10as)-7-isopropyl-1,4a-dimethyl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylate

methyl (1s,4as,4bs,10as)-7-isopropyl-1,4a-dimethyl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylate

C21H32O2 (316.24021719999996)


   

1-[(3as,3br,5as,7s,9as,9bs,11as)-7-hydroxy-9a,11a-dimethyl-3h,3ah,3bh,4h,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]ethanone

1-[(3as,3br,5as,7s,9as,9bs,11as)-7-hydroxy-9a,11a-dimethyl-3h,3ah,3bh,4h,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]ethanone

C21H32O2 (316.24021719999996)


   

2-isopropyl-3-methoxy-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-4-ol

2-isopropyl-3-methoxy-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-4-ol

C21H32O2 (316.24021719999996)


   

8-isopropyl-7-methoxy-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-ol

8-isopropyl-7-methoxy-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-ol

C21H32O2 (316.24021719999996)


   

3-(hexadeca-8,11-dien-1-yl)-5-methylidenefuran-2-one

3-(hexadeca-8,11-dien-1-yl)-5-methylidenefuran-2-one

C21H32O2 (316.24021719999996)


   

(2r)-2-methyl-2-(4-methylpent-3-en-1-yl)-7-pentyl-3,4-dihydro-1-benzopyran-5-ol

(2r)-2-methyl-2-(4-methylpent-3-en-1-yl)-7-pentyl-3,4-dihydro-1-benzopyran-5-ol

C21H32O2 (316.24021719999996)


   

(2s,4s)-nonadecane-1,2,4-triol

(2s,4s)-nonadecane-1,2,4-triol

C19H40O3 (316.297729)


   

1-[(1s,3ar,5as,7s,9as,11as)-7-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,4h,5h,5ah,6h,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]ethanone

1-[(1s,3ar,5as,7s,9as,11as)-7-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,4h,5h,5ah,6h,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]ethanone

C21H32O2 (316.24021719999996)


   
   

methyl 7-ethenyl-1,4a,7-trimethyl-3,4,6,8,8a,9,10,10a-octahydro-2h-phenanthrene-1-carboxylate

methyl 7-ethenyl-1,4a,7-trimethyl-3,4,6,8,8a,9,10,10a-octahydro-2h-phenanthrene-1-carboxylate

C21H32O2 (316.24021719999996)


   

methyl 5-{3a,7b-dimethyl-5-methylidene-octahydrocyclopropa[a]naphthalen-4-yl}-3-methylpent-2-enoate

methyl 5-{3a,7b-dimethyl-5-methylidene-octahydrocyclopropa[a]naphthalen-4-yl}-3-methylpent-2-enoate

C21H32O2 (316.24021719999996)


   

methyl (1s,4ar,5s,8ar)-1,4a-dimethyl-6-methylidene-5-[(2e)-3-methylpenta-2,4-dien-1-yl]-hexahydro-2h-naphthalene-1-carboxylate

methyl (1s,4ar,5s,8ar)-1,4a-dimethyl-6-methylidene-5-[(2e)-3-methylpenta-2,4-dien-1-yl]-hexahydro-2h-naphthalene-1-carboxylate

C21H32O2 (316.24021719999996)


   

12-o-methylpisiferanol

NA

C21H32O2 (316.24021719999996)


{"Ingredient_id": "HBIN000949","Ingredient_name": "12-o-methylpisiferanol","Alias": "NA","Ingredient_formula": "C21H32O2","Ingredient_Smile": "CC(C)C1=C(C=C2CC3(CCCC(C3CCC2=C1)(C)C)O)OC","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "14671","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}

   

1-(3,4-methylenedioxyphenyl)-1e-tetradecene

NA

C21H32O2 (316.24021719999996)


{"Ingredient_id": "HBIN001032","Ingredient_name": "1-(3,4-methylenedioxyphenyl)-1e-tetradecene","Alias": "NA","Ingredient_formula": "C21H32O2","Ingredient_Smile": "CCCCCCCCCCCCC=CC1=CC2=C(C=C1)OCO2","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "14375","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}

   

2-{7-[3-(pent-2-en-1-yl)oxiran-2-yl]hepta-2,5-dien-1-yl}-3-(pent-4-en-1-yl)oxirane

2-{7-[3-(pent-2-en-1-yl)oxiran-2-yl]hepta-2,5-dien-1-yl}-3-(pent-4-en-1-yl)oxirane

C21H32O2 (316.24021719999996)


   

1-[(5as)-7-hydroxy-9a,11a-dimethyl-3h,3ah,3bh,4h,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]ethanone

1-[(5as)-7-hydroxy-9a,11a-dimethyl-3h,3ah,3bh,4h,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]ethanone

C21H32O2 (316.24021719999996)


   

(1z,3as,3br,5as,7r,9as,9bs,11as)-1-ethylidene-7-hydroxy-9a,11a-dimethyl-dodecahydro-3h-cyclopenta[a]phenanthren-2-one

(1z,3as,3br,5as,7r,9as,9bs,11as)-1-ethylidene-7-hydroxy-9a,11a-dimethyl-dodecahydro-3h-cyclopenta[a]phenanthren-2-one

C21H32O2 (316.24021719999996)


   

methyl (5e,7e,9e,14z,17z)-icosa-5,7,9,14,17-pentaenoate

methyl (5e,7e,9e,14z,17z)-icosa-5,7,9,14,17-pentaenoate

C21H32O2 (316.24021719999996)


   

methyl (1r,4as,5r,8as)-1,4a-dimethyl-6-methylidene-5-[(2e)-3-methylpenta-2,4-dien-1-yl]-hexahydro-2h-naphthalene-1-carboxylate

methyl (1r,4as,5r,8as)-1,4a-dimethyl-6-methylidene-5-[(2e)-3-methylpenta-2,4-dien-1-yl]-hexahydro-2h-naphthalene-1-carboxylate

C21H32O2 (316.24021719999996)


   

(9s)-9,18-dihydroxyoctadecanoic acid

(9s)-9,18-dihydroxyoctadecanoic acid

C18H36O4 (316.2613456)


   

methyl 1,4a-dimethyl-6-methylidene-5-(3-methylidenepent-4-en-1-yl)-hexahydro-2h-naphthalene-1-carboxylate

methyl 1,4a-dimethyl-6-methylidene-5-(3-methylidenepent-4-en-1-yl)-hexahydro-2h-naphthalene-1-carboxylate

C21H32O2 (316.24021719999996)


   

(4bs,8as,10r)-1-isopropyl-10-methoxy-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-2-ol

(4bs,8as,10r)-1-isopropyl-10-methoxy-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-2-ol

C21H32O2 (316.24021719999996)


   

1-(1-hydroxyethyl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,5ah,6h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

1-(1-hydroxyethyl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,5ah,6h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

C21H32O2 (316.24021719999996)


   

5-(tetradec-1-en-1-yl)-2h-1,3-benzodioxole

5-(tetradec-1-en-1-yl)-2h-1,3-benzodioxole

C21H32O2 (316.24021719999996)


   

n-methyl-n-[14-(pyridin-3-yl)tetradec-9-yn-1-yl]hydroxylamine

n-methyl-n-[14-(pyridin-3-yl)tetradec-9-yn-1-yl]hydroxylamine

C20H32N2O (316.25145019999997)


   

(3ar,3br,5as,7s,9ar,9br,11ar)-3a,3b,6,6,9a-pentamethyl-3h,4h,5h,5ah,7h,8h,9h,9bh,10h,11h,11ah-cyclopenta[a]phenanthren-7-ol

(3ar,3br,5as,7s,9ar,9br,11ar)-3a,3b,6,6,9a-pentamethyl-3h,4h,5h,5ah,7h,8h,9h,9bh,10h,11h,11ah-cyclopenta[a]phenanthren-7-ol

C22H36O (316.2766006)


   

[(1r,4ar,4bs,7r,10ar)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2h-phenanthren-1-yl]methyl formate

[(1r,4ar,4bs,7r,10ar)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2h-phenanthren-1-yl]methyl formate

C21H32O2 (316.24021719999996)


   

methyl 7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2h-phenanthrene-1-carboxylate

methyl 7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2h-phenanthrene-1-carboxylate

C21H32O2 (316.24021719999996)


   

methyl (1s,4as,4br,7s,10ar)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2h-phenanthrene-1-carboxylate

methyl (1s,4as,4br,7s,10ar)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2h-phenanthrene-1-carboxylate

C21H32O2 (316.24021719999996)


   

1-isopropyl-10-methoxy-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-2-ol

1-isopropyl-10-methoxy-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-2-ol

C21H32O2 (316.24021719999996)


   

(2r)-2,3-dihydroxypropyl pentadecanoate

(2r)-2,3-dihydroxypropyl pentadecanoate

C18H36O4 (316.2613456)


   

methyl (2e)-5-[(1as,3ar,4s,7as,7br)-3a,7b-dimethyl-5-methylidene-octahydrocyclopropa[a]naphthalen-4-yl]-3-methylpent-2-enoate

methyl (2e)-5-[(1as,3ar,4s,7as,7br)-3a,7b-dimethyl-5-methylidene-octahydrocyclopropa[a]naphthalen-4-yl]-3-methylpent-2-enoate

C21H32O2 (316.24021719999996)


   

1-ethylidene-7-hydroxy-9a,11a-dimethyl-dodecahydro-3h-cyclopenta[a]phenanthren-2-one

1-ethylidene-7-hydroxy-9a,11a-dimethyl-dodecahydro-3h-cyclopenta[a]phenanthren-2-one

C21H32O2 (316.24021719999996)


   

methyl (1s,4ar,5r,8ar)-1,4a-dimethyl-6-methylidene-5-[(2e)-3-methylpenta-2,4-dien-1-yl]-hexahydro-2h-naphthalene-1-carboxylate

methyl (1s,4ar,5r,8ar)-1,4a-dimethyl-6-methylidene-5-[(2e)-3-methylpenta-2,4-dien-1-yl]-hexahydro-2h-naphthalene-1-carboxylate

C21H32O2 (316.24021719999996)


   

methyl (1r,4as,7s,10ar)-7-ethenyl-1,4a,7-trimethyl-3,4,5,6,8,9,10,10a-octahydro-2h-phenanthrene-1-carboxylate

methyl (1r,4as,7s,10ar)-7-ethenyl-1,4a,7-trimethyl-3,4,5,6,8,9,10,10a-octahydro-2h-phenanthrene-1-carboxylate

C21H32O2 (316.24021719999996)


   

methyl (1r,4ar,4bs,7r,10ar)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2h-phenanthrene-1-carboxylate

methyl (1r,4ar,4bs,7r,10ar)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2h-phenanthrene-1-carboxylate

C21H32O2 (316.24021719999996)


   

4-amino-3-[3-(methoxymethyl)-6,7-dimethylocta-2,6-dien-1-yl]benzamide

4-amino-3-[3-(methoxymethyl)-6,7-dimethylocta-2,6-dien-1-yl]benzamide

C19H28N2O2 (316.2150668)


   

(1s,3as,3bs,5as,9ar,9bs,11as)-1-[(1s)-1-hydroxyethyl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,5ah,6h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

(1s,3as,3bs,5as,9ar,9bs,11as)-1-[(1s)-1-hydroxyethyl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,5ah,6h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

C21H32O2 (316.24021719999996)


   

2-[(1s,6s)-6-isopropyl-3-methylcyclohex-2-en-1-yl]-5-pentylbenzene-1,3-diol

2-[(1s,6s)-6-isopropyl-3-methylcyclohex-2-en-1-yl]-5-pentylbenzene-1,3-diol

C21H32O2 (316.24021719999996)


   

(3e,5e,7r,10e)-7-ethoxy-3,7,11,15-tetramethylhexadeca-1,3,5,10,14-pentaene

(3e,5e,7r,10e)-7-ethoxy-3,7,11,15-tetramethylhexadeca-1,3,5,10,14-pentaene

C22H36O (316.2766006)


   

(1r,2s,3s,5r,10r)-5-ethenyl-2,5,11,11-tetramethyl-12-methylidene-15-oxatetracyclo[8.4.1.0¹,¹⁰.0²,⁷]pentadecan-3-ol

(1r,2s,3s,5r,10r)-5-ethenyl-2,5,11,11-tetramethyl-12-methylidene-15-oxatetracyclo[8.4.1.0¹,¹⁰.0²,⁷]pentadecan-3-ol

C21H32O2 (316.24021719999996)


   

(1as,4s,4as,5s,8as)-1a-isopropyl-4,7-dimethyl-5-{[(3z)-3-methylpenta-1,3-dien-2-yl]oxy}-2h,3h,4h,4ah,5h,6h-naphtho[4,4a-b]oxirene

(1as,4s,4as,5s,8as)-1a-isopropyl-4,7-dimethyl-5-{[(3z)-3-methylpenta-1,3-dien-2-yl]oxy}-2h,3h,4h,4ah,5h,6h-naphtho[4,4a-b]oxirene

C21H32O2 (316.24021719999996)


   

methyl 7-isopropyl-1,4a-dimethyl-2,3,4,5,6,9,10,10a-octahydrophenanthrene-1-carboxylate

methyl 7-isopropyl-1,4a-dimethyl-2,3,4,5,6,9,10,10a-octahydrophenanthrene-1-carboxylate

C21H32O2 (316.24021719999996)


   

methyl (1s,4s,5s,9s,10r,13r)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate

methyl (1s,4s,5s,9s,10r,13r)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate

C21H32O2 (316.24021719999996)


   

methyl 2-(4,8,12-trimethylcyclotetradeca-3,7,11-trien-1-yl)prop-2-enoate

methyl 2-(4,8,12-trimethylcyclotetradeca-3,7,11-trien-1-yl)prop-2-enoate

C21H32O2 (316.24021719999996)


   

(4r)-3-{2-[(1r,4ar,8ar)-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]ethyl}-4-hydroxycyclopent-2-en-1-one

(4r)-3-{2-[(1r,4ar,8ar)-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]ethyl}-4-hydroxycyclopent-2-en-1-one

C21H32O2 (316.24021719999996)


   

methyl icosa-5,7,9,14,17-pentaenoate

methyl icosa-5,7,9,14,17-pentaenoate

C21H32O2 (316.24021719999996)


   

methyl (1r,4ar,7r,8as,10as)-7-ethenyl-1,4a,7-trimethyl-3,4,6,8,8a,9,10,10a-octahydro-2h-phenanthrene-1-carboxylate

methyl (1r,4ar,7r,8as,10as)-7-ethenyl-1,4a,7-trimethyl-3,4,6,8,8a,9,10,10a-octahydro-2h-phenanthrene-1-carboxylate

C21H32O2 (316.24021719999996)


   

methyl 2,6,12-trimethylpentacyclo[11.2.1.0¹,¹⁰.0²,⁷.0¹²,¹⁴]hexadecane-6-carboxylate

methyl 2,6,12-trimethylpentacyclo[11.2.1.0¹,¹⁰.0²,⁷.0¹²,¹⁴]hexadecane-6-carboxylate

C21H32O2 (316.24021719999996)


   

methyl 5-(6,8a-dimethyl-2,5-dimethylidene-hexahydro-1h-naphthalen-1-yl)-3-methylpent-2-enoate

methyl 5-(6,8a-dimethyl-2,5-dimethylidene-hexahydro-1h-naphthalen-1-yl)-3-methylpent-2-enoate

C21H32O2 (316.24021719999996)


   

2-(octa-2,7-dien-1-yl)-3-{4-[3-(pent-2-en-1-yl)oxiran-2-yl]but-2-en-1-yl}oxirane

2-(octa-2,7-dien-1-yl)-3-{4-[3-(pent-2-en-1-yl)oxiran-2-yl]but-2-en-1-yl}oxirane

C21H32O2 (316.24021719999996)


   

methyl (1s,4s,5r,9s,10r,13r)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate

methyl (1s,4s,5r,9s,10r,13r)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate

C21H32O2 (316.24021719999996)


   

methyl icosa-6,9,12,15,18-pentaenoate

methyl icosa-6,9,12,15,18-pentaenoate

C21H32O2 (316.24021719999996)


   

methyl (1r,4ar,7s,8as,10as)-7-ethenyl-1,4a,7-trimethyl-3,4,6,8,8a,9,10,10a-octahydro-2h-phenanthrene-1-carboxylate

methyl (1r,4ar,7s,8as,10as)-7-ethenyl-1,4a,7-trimethyl-3,4,6,8,8a,9,10,10a-octahydro-2h-phenanthrene-1-carboxylate

C21H32O2 (316.24021719999996)


   

methyl (1z,3e,7e,11e)-4-isopropyl-7,11-dimethylcyclotetradeca-1,3,7,11-tetraene-1-carboxylate

methyl (1z,3e,7e,11e)-4-isopropyl-7,11-dimethylcyclotetradeca-1,3,7,11-tetraene-1-carboxylate

C21H32O2 (316.24021719999996)


   

(2r,4as,10ar)-7-isopropyl-6-methoxy-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-2-ol

(2r,4as,10ar)-7-isopropyl-6-methoxy-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-2-ol

C21H32O2 (316.24021719999996)


   

1a-isopropyl-4,7-dimethyl-5-[(3-methylpenta-1,3-dien-2-yl)oxy]-2h,3h,4h,4ah,5h,6h-naphtho[4,4a-b]oxirene

1a-isopropyl-4,7-dimethyl-5-[(3-methylpenta-1,3-dien-2-yl)oxy]-2h,3h,4h,4ah,5h,6h-naphtho[4,4a-b]oxirene

C21H32O2 (316.24021719999996)


   
   

2-{5-[4-ethenyl-4-methyl-3-(prop-1-en-2-yl)cyclohexyl]-6-methylidene-2,3-dihydropyran-2-yl}propan-2-ol

2-{5-[4-ethenyl-4-methyl-3-(prop-1-en-2-yl)cyclohexyl]-6-methylidene-2,3-dihydropyran-2-yl}propan-2-ol

C21H32O2 (316.24021719999996)


   

methyl 7-ethenyl-1,4a,7-trimethyl-3,4,5,6,8,9,10,10a-octahydro-2h-phenanthrene-1-carboxylate

methyl 7-ethenyl-1,4a,7-trimethyl-3,4,5,6,8,9,10,10a-octahydro-2h-phenanthrene-1-carboxylate

C21H32O2 (316.24021719999996)


   

methoxy[14-(pyridin-3-yl)tetradec-11-yn-1-yl]amine

methoxy[14-(pyridin-3-yl)tetradec-11-yn-1-yl]amine

C20H32N2O (316.25145019999997)


   

methyl (4r,4ar,8s,11as,11br)-4,8,9,11b-tetramethyl-1h,2h,3h,4ah,5h,6h,8h,11h,11ah-cyclohepta[a]naphthalene-4-carboxylate

methyl (4r,4ar,8s,11as,11br)-4,8,9,11b-tetramethyl-1h,2h,3h,4ah,5h,6h,8h,11h,11ah-cyclohepta[a]naphthalene-4-carboxylate

C21H32O2 (316.24021719999996)


   

methyl 3-[(1s,2s)-6-isopropyl-1-methyl-2-(prop-1-en-2-yl)-3,4,7,8-tetrahydro-2h-naphthalen-1-yl]propanoate

methyl 3-[(1s,2s)-6-isopropyl-1-methyl-2-(prop-1-en-2-yl)-3,4,7,8-tetrahydro-2h-naphthalen-1-yl]propanoate

C21H32O2 (316.24021719999996)


   

methyl (2e)-5-[(1s,4as,6r,8ar)-6,8a-dimethyl-2,5-dimethylidene-hexahydro-1h-naphthalen-1-yl]-3-methylpent-2-enoate

methyl (2e)-5-[(1s,4as,6r,8ar)-6,8a-dimethyl-2,5-dimethylidene-hexahydro-1h-naphthalen-1-yl]-3-methylpent-2-enoate

C21H32O2 (316.24021719999996)


   

methyl (1r,4s,5r,9s,10r,12s)-5,9-dimethyl-13-methylidenetetracyclo[10.2.2.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate

methyl (1r,4s,5r,9s,10r,12s)-5,9-dimethyl-13-methylidenetetracyclo[10.2.2.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate

C21H32O2 (316.24021719999996)


   

methyl (1r,4ar,4bs,7s,10ar)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2h-phenanthrene-1-carboxylate

methyl (1r,4ar,4bs,7s,10ar)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2h-phenanthrene-1-carboxylate

C21H32O2 (316.24021719999996)


   

9-hydroxyheptadecanedioic acid

9-hydroxyheptadecanedioic acid

C17H32O5 (316.2249622)


   

7-isopropyl-5,6-dimethoxy-1,1-dimethyl-3,4,4a,9,10,10a-hexahydro-2h-phenanthrene

7-isopropyl-5,6-dimethoxy-1,1-dimethyl-3,4,4a,9,10,10a-hexahydro-2h-phenanthrene

C21H32O2 (316.24021719999996)


   

(9r,14s)-9,14-dihydroxyoctadecanoic acid

(9r,14s)-9,14-dihydroxyoctadecanoic acid

C18H36O4 (316.2613456)


   

methyl (1r,4s,5r,9s,10r,13s)-5,9,13-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-14-ene-5-carboxylate

methyl (1r,4s,5r,9s,10r,13s)-5,9,13-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-14-ene-5-carboxylate

C21H32O2 (316.24021719999996)


   
   

5-(pentadeca-8,11-dien-1-yl)benzene-1,3-diol

5-(pentadeca-8,11-dien-1-yl)benzene-1,3-diol

C21H32O2 (316.24021719999996)


   

5-[(1e)-tetradec-1-en-1-yl]-2h-1,3-benzodioxole

5-[(1e)-tetradec-1-en-1-yl]-2h-1,3-benzodioxole

C21H32O2 (316.24021719999996)


   

methyl (7e,11e)-4-isopropyl-7,11-dimethylcyclotetradeca-1,3,7,11-tetraene-1-carboxylate

methyl (7e,11e)-4-isopropyl-7,11-dimethylcyclotetradeca-1,3,7,11-tetraene-1-carboxylate

C21H32O2 (316.24021719999996)


   

2-ethenyl-10-hydroxy-2,4b,8,8,8a-pentamethyl-4,5,6,7,9,10-hexahydro-3h-phenanthren-1-one

2-ethenyl-10-hydroxy-2,4b,8,8,8a-pentamethyl-4,5,6,7,9,10-hexahydro-3h-phenanthren-1-one

C21H32O2 (316.24021719999996)


   

1-methoxy-3-[(10z)-pentadec-10-en-1-yl]benzene

1-methoxy-3-[(10z)-pentadec-10-en-1-yl]benzene

C22H36O (316.2766006)


   

1-methoxy-3-(pentadec-10-en-1-yl)benzene

1-methoxy-3-(pentadec-10-en-1-yl)benzene

C22H36O (316.2766006)


   

methyl 1,4a-dimethyl-6-methylidene-5-(3-methylpenta-2,4-dien-1-yl)-hexahydro-2h-naphthalene-1-carboxylate

methyl 1,4a-dimethyl-6-methylidene-5-(3-methylpenta-2,4-dien-1-yl)-hexahydro-2h-naphthalene-1-carboxylate

C21H32O2 (316.24021719999996)


   
   

(4bs,8as)-2-isopropyl-3-methoxy-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-4-ol

(4bs,8as)-2-isopropyl-3-methoxy-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-4-ol

C21H32O2 (316.24021719999996)


   

1-[(1s,3as,3bs,7s,9ar,9bs,11ar)-7-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]ethanone

1-[(1s,3as,3bs,7s,9ar,9bs,11ar)-7-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]ethanone

C21H32O2 (316.24021719999996)


   

(2r,4as,10as)-7-isopropyl-6-methoxy-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-2-ol

(2r,4as,10as)-7-isopropyl-6-methoxy-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-2-ol

C21H32O2 (316.24021719999996)


   

methyl (5z,7e,9e,14z,17z)-icosa-5,7,9,14,17-pentaenoate

methyl (5z,7e,9e,14z,17z)-icosa-5,7,9,14,17-pentaenoate

C21H32O2 (316.24021719999996)


   

methyl 4,8,9,11b-tetramethyl-1h,2h,3h,4ah,5h,6h,8h,11h,11ah-cyclohepta[a]naphthalene-4-carboxylate

methyl 4,8,9,11b-tetramethyl-1h,2h,3h,4ah,5h,6h,8h,11h,11ah-cyclohepta[a]naphthalene-4-carboxylate

C21H32O2 (316.24021719999996)


   

5-{2-[(1r,2r,4as,8as)-1,2,4a-trimethyl-5-methylidene-hexahydro-2h-naphthalen-1-yl]ethyl}-3,6-dihydropyran-2-one

5-{2-[(1r,2r,4as,8as)-1,2,4a-trimethyl-5-methylidene-hexahydro-2h-naphthalen-1-yl]ethyl}-3,6-dihydropyran-2-one

C21H32O2 (316.24021719999996)


   

3-[(8z,11z)-hexadeca-8,11-dien-1-yl]-5-methylidenefuran-2-one

3-[(8z,11z)-hexadeca-8,11-dien-1-yl]-5-methylidenefuran-2-one

C21H32O2 (316.24021719999996)


   

2-(dec-9-en-1-yl)phenanthrene

2-(dec-9-en-1-yl)phenanthrene

C24H28 (316.2190888)


   

methyl (1s,4as,5r,8as)-1,4a-dimethyl-6-methylidene-5-(3-methylidenepent-4-en-1-yl)-hexahydro-2h-naphthalene-1-carboxylate

methyl (1s,4as,5r,8as)-1,4a-dimethyl-6-methylidene-5-(3-methylidenepent-4-en-1-yl)-hexahydro-2h-naphthalene-1-carboxylate

C21H32O2 (316.24021719999996)


   

6-isopropyl-5-methoxy-12,12-dimethyltricyclo[9.4.0.0³,⁸]pentadeca-3(8),4,6-trien-1-ol

6-isopropyl-5-methoxy-12,12-dimethyltricyclo[9.4.0.0³,⁸]pentadeca-3(8),4,6-trien-1-ol

C21H32O2 (316.24021719999996)


   

methyl 5,9-dimethyl-13-methylidenetetracyclo[10.2.2.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate

methyl 5,9-dimethyl-13-methylidenetetracyclo[10.2.2.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate

C21H32O2 (316.24021719999996)


   

5-[2-(1,2,4a-trimethyl-5-methylidene-hexahydro-2h-naphthalen-1-yl)ethyl]-3,6-dihydropyran-2-one

5-[2-(1,2,4a-trimethyl-5-methylidene-hexahydro-2h-naphthalen-1-yl)ethyl]-3,6-dihydropyran-2-one

C21H32O2 (316.24021719999996)


   

(3as,3br,5as,7r,9as,9bs,11as)-1-ethylidene-7-hydroxy-9a,11a-dimethyl-dodecahydro-3h-cyclopenta[a]phenanthren-2-one

(3as,3br,5as,7r,9as,9bs,11as)-1-ethylidene-7-hydroxy-9a,11a-dimethyl-dodecahydro-3h-cyclopenta[a]phenanthren-2-one

C21H32O2 (316.24021719999996)


   

methyl 2-[(1s,3e,7e,11e)-4,8,12-trimethylcyclotetradeca-3,7,11-trien-1-yl]prop-2-enoate

methyl 2-[(1s,3e,7e,11e)-4,8,12-trimethylcyclotetradeca-3,7,11-trien-1-yl]prop-2-enoate

C21H32O2 (316.24021719999996)


   

methyl (2s)-2-[(1e,3e,7e,11e)-4,8,12-trimethylcyclotetradeca-1,3,7,11-tetraen-1-yl]propanoate

methyl (2s)-2-[(1e,3e,7e,11e)-4,8,12-trimethylcyclotetradeca-1,3,7,11-tetraen-1-yl]propanoate

C21H32O2 (316.24021719999996)


   

1-{7-hydroxy-9a,11a-dimethyl-3h,3ah,3bh,4h,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}ethanone

1-{7-hydroxy-9a,11a-dimethyl-3h,3ah,3bh,4h,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}ethanone

C21H32O2 (316.24021719999996)


   

methyl 5,9,13-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-14-ene-5-carboxylate

methyl 5,9,13-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-14-ene-5-carboxylate

C21H32O2 (316.24021719999996)


   

3a,3b,6,6,9a-pentamethyl-3h,4h,5h,5ah,7h,8h,9h,9bh,10h,11h,11ah-cyclopenta[a]phenanthren-7-ol

3a,3b,6,6,9a-pentamethyl-3h,4h,5h,5ah,7h,8h,9h,9bh,10h,11h,11ah-cyclopenta[a]phenanthren-7-ol

C22H36O (316.2766006)


   

(2r,3r)-2-[(2z,5z)-7-[(2r,3r)-3-[(2z)-pent-2-en-1-yl]oxiran-2-yl]hepta-2,5-dien-1-yl]-3-(pent-4-en-1-yl)oxirane

(2r,3r)-2-[(2z,5z)-7-[(2r,3r)-3-[(2z)-pent-2-en-1-yl]oxiran-2-yl]hepta-2,5-dien-1-yl]-3-(pent-4-en-1-yl)oxirane

C21H32O2 (316.24021719999996)


   

(1r,4ar,7s,10ar)-7-ethenyl-1,4a,7,10a-tetramethyl-2,3,4,5,6,8,9,10-octahydrophenanthrene-1-carboxylic acid

(1r,4ar,7s,10ar)-7-ethenyl-1,4a,7,10a-tetramethyl-2,3,4,5,6,8,9,10-octahydrophenanthrene-1-carboxylic acid

C21H32O2 (316.24021719999996)


   

methyl (6z,9z,12z,15z,18z)-icosa-6,9,12,15,18-pentaenoate

methyl (6z,9z,12z,15z,18z)-icosa-6,9,12,15,18-pentaenoate

C21H32O2 (316.24021719999996)


   

(2s,4br,8as,10s)-2-ethenyl-10-hydroxy-2,4b,8,8,8a-pentamethyl-4,5,6,7,9,10-hexahydro-3h-phenanthren-1-one

(2s,4br,8as,10s)-2-ethenyl-10-hydroxy-2,4b,8,8,8a-pentamethyl-4,5,6,7,9,10-hexahydro-3h-phenanthren-1-one

C21H32O2 (316.24021719999996)


   

2-methyl-2-(4-methylpent-3-en-1-yl)-7-pentyl-3,4-dihydro-1-benzopyran-5-ol

2-methyl-2-(4-methylpent-3-en-1-yl)-7-pentyl-3,4-dihydro-1-benzopyran-5-ol

C21H32O2 (316.24021719999996)


   

1-(1-hydroxyethyl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

1-(1-hydroxyethyl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

C21H32O2 (316.24021719999996)


   

methyl (1r,4ar,7s,8ar,10as)-7-ethenyl-1,4a,7-trimethyl-3,4,6,8,8a,9,10,10a-octahydro-2h-phenanthrene-1-carboxylate

methyl (1r,4ar,7s,8ar,10as)-7-ethenyl-1,4a,7-trimethyl-3,4,6,8,8a,9,10,10a-octahydro-2h-phenanthrene-1-carboxylate

C21H32O2 (316.24021719999996)


   

(4as,9s,10as)-8-isopropyl-7-methoxy-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-ol

(4as,9s,10as)-8-isopropyl-7-methoxy-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-ol

C21H32O2 (316.24021719999996)


   

2-[(2r)-5-[(1s,3r,4r)-4-ethenyl-4-methyl-3-(prop-1-en-2-yl)cyclohexyl]-6-methylidene-2,3-dihydropyran-2-yl]propan-2-ol

2-[(2r)-5-[(1s,3r,4r)-4-ethenyl-4-methyl-3-(prop-1-en-2-yl)cyclohexyl]-6-methylidene-2,3-dihydropyran-2-yl]propan-2-ol

C21H32O2 (316.24021719999996)


   

methyl 7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2h-phenanthrene-1-carboxylate

methyl 7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2h-phenanthrene-1-carboxylate

C21H32O2 (316.24021719999996)


   

(4bs,8as,10s)-1-isopropyl-10-methoxy-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-2-ol

(4bs,8as,10s)-1-isopropyl-10-methoxy-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-2-ol

C21H32O2 (316.24021719999996)


   

(7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2h-phenanthren-1-yl)methyl formate

(7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2h-phenanthren-1-yl)methyl formate

C21H32O2 (316.24021719999996)


   

methyl (1s,4ar,4bs,7s,10ar)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2h-phenanthrene-1-carboxylate

methyl (1s,4ar,4bs,7s,10ar)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2h-phenanthrene-1-carboxylate

C21H32O2 (316.24021719999996)


   

(1e,3as,3br,5as,7r,9as,9bs,11as)-1-ethylidene-7-hydroxy-9a,11a-dimethyl-dodecahydro-3h-cyclopenta[a]phenanthren-2-one

(1e,3as,3br,5as,7r,9as,9bs,11as)-1-ethylidene-7-hydroxy-9a,11a-dimethyl-dodecahydro-3h-cyclopenta[a]phenanthren-2-one

C21H32O2 (316.24021719999996)


   

(3e,6r,7e,9e)-17-(furan-2-yl)heptadeca-3,7,9-trien-6-ol

(3e,6r,7e,9e)-17-(furan-2-yl)heptadeca-3,7,9-trien-6-ol

C21H32O2 (316.24021719999996)


   

(3ar,3br,5ar,7s,9ar,9br,11ar)-3a,3b,6,6,9a-pentamethyl-3h,4h,5h,5ah,7h,8h,9h,9bh,10h,11h,11ah-cyclopenta[a]phenanthren-7-ol

(3ar,3br,5ar,7s,9ar,9br,11ar)-3a,3b,6,6,9a-pentamethyl-3h,4h,5h,5ah,7h,8h,9h,9bh,10h,11h,11ah-cyclopenta[a]phenanthren-7-ol

C22H36O (316.2766006)


   

(1r,3as,3bs,7s,9ar,9bs,11ar)-1-isopropyl-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

(1r,3as,3bs,7s,9ar,9bs,11ar)-1-isopropyl-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

C22H36O (316.2766006)


   

7-isopropyl-6-methoxy-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-2-ol

7-isopropyl-6-methoxy-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-2-ol

C21H32O2 (316.24021719999996)


   

(2r,3s)-2-[(2z)-octa-2,7-dien-1-yl]-3-[(2z)-4-[(2s,3r)-3-[(2z)-pent-2-en-1-yl]oxiran-2-yl]but-2-en-1-yl]oxirane

(2r,3s)-2-[(2z)-octa-2,7-dien-1-yl]-3-[(2z)-4-[(2s,3r)-3-[(2z)-pent-2-en-1-yl]oxiran-2-yl]but-2-en-1-yl]oxirane

C21H32O2 (316.24021719999996)


   

glyceryl 1-pentadecanoate

glyceryl 1-pentadecanoate

C18H36O4 (316.2613456)


   

(10r)-10,18-dihydroxyoctadecanoic acid

(10r)-10,18-dihydroxyoctadecanoic acid

C18H36O4 (316.2613456)


   

methyl (1r,4as,4br,7r,10as)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2h-phenanthrene-1-carboxylate

methyl (1r,4as,4br,7r,10as)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2h-phenanthrene-1-carboxylate

C21H32O2 (316.24021719999996)


   

(1s,11s)-6-isopropyl-5-methoxy-12,12-dimethyltricyclo[9.4.0.0³,⁸]pentadeca-3(8),4,6-trien-1-ol

(1s,11s)-6-isopropyl-5-methoxy-12,12-dimethyltricyclo[9.4.0.0³,⁸]pentadeca-3(8),4,6-trien-1-ol

C21H32O2 (316.24021719999996)


   

1-isopropyl-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

1-isopropyl-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

C22H36O (316.2766006)


   

methyl (1r,4ar,5r,8ar)-1,4a-dimethyl-6-methylidene-5-(3-methylidenepent-4-en-1-yl)-hexahydro-2h-naphthalene-1-carboxylate

methyl (1r,4ar,5r,8ar)-1,4a-dimethyl-6-methylidene-5-(3-methylidenepent-4-en-1-yl)-hexahydro-2h-naphthalene-1-carboxylate

C21H32O2 (316.24021719999996)


   

3-[2-(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)ethyl]-4-hydroxycyclopent-2-en-1-one

3-[2-(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)ethyl]-4-hydroxycyclopent-2-en-1-one

C21H32O2 (316.24021719999996)


   

methyl (1r,4as,4br,7s,10as)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2h-phenanthrene-1-carboxylate

methyl (1r,4as,4br,7s,10as)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2h-phenanthrene-1-carboxylate

C21H32O2 (316.24021719999996)


   

5-ethenyl-2,5,11,11-tetramethyl-12-methylidene-15-oxatetracyclo[8.4.1.0¹,¹⁰.0²,⁷]pentadecan-3-ol

5-ethenyl-2,5,11,11-tetramethyl-12-methylidene-15-oxatetracyclo[8.4.1.0¹,¹⁰.0²,⁷]pentadecan-3-ol

C21H32O2 (316.24021719999996)


   

(1s,3as,3br,9as,9bs,11as)-1-[(1s)-1-hydroxyethyl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

(1s,3as,3br,9as,9bs,11as)-1-[(1s)-1-hydroxyethyl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

C21H32O2 (316.24021719999996)


   

4-amino-3-[(2z)-3-(methoxymethyl)-6,7-dimethylocta-2,6-dien-1-yl]benzamide

4-amino-3-[(2z)-3-(methoxymethyl)-6,7-dimethylocta-2,6-dien-1-yl]benzamide

C19H28N2O2 (316.2150668)


   

7-ethenyl-1,4a,7,10a-tetramethyl-2,3,4,5,6,8,9,10-octahydrophenanthrene-1-carboxylic acid

7-ethenyl-1,4a,7,10a-tetramethyl-2,3,4,5,6,8,9,10-octahydrophenanthrene-1-carboxylic acid

C21H32O2 (316.24021719999996)


   

methyl 3-[6-isopropyl-1-methyl-2-(prop-1-en-2-yl)-3,4,7,8-tetrahydro-2h-naphthalen-1-yl]propanoate

methyl 3-[6-isopropyl-1-methyl-2-(prop-1-en-2-yl)-3,4,7,8-tetrahydro-2h-naphthalen-1-yl]propanoate

C21H32O2 (316.24021719999996)


   

(2s)-2,3-dihydroxypropyl 2,12-dimethyltridecanoate

(2s)-2,3-dihydroxypropyl 2,12-dimethyltridecanoate

C18H36O4 (316.2613456)