Exact Mass: 332.23513219999995

Exact Mass Matches: 332.23513219999995

Found 500 metabolites which its exact mass value is equals to given mass value 332.23513219999995, within given mass tolerance error 0.05 dalton. Try search metabolite list with more accurate mass tolerance error 0.01 dalton.

Carnosic_acid

4a(2H)-Phenanthrenecarboxylic acid, 1,3,4,9,10,10a-hexahydro-5,6-dihydroxy-1,1-dimethyl-7-(1-methylethyl)-, (4aR,10aS)-rel-

C20H28O4 (332.19874880000003)


Carnosic acid is an abietane diterpenoid that is abieta-8,11,13-triene substituted by hydroxy groups at positions 11 and 12 and a carboxy group at position 20. It is isolated from rosemary (Rosmarinus officinalis) and common sage (Salvia officinalis) and exhibits anti-angiogenic, antineoplastic, antioxidant and anti-HIV activity. It has a role as an antineoplastic agent, an antioxidant, a HIV protease inhibitor, an angiogenesis modulating agent, an apoptosis inducer, a plant metabolite, an anti-inflammatory agent and a food preservative. It is an abietane diterpenoid, a carbotricyclic compound, a member of catechols and a monocarboxylic acid. It is a conjugate acid of a carnosate. Carnosic acid is a natural product found in Salvia tomentosa, Illicium verum, and other organisms with data available. See also: Rosemary (part of). An abietane diterpenoid that is abieta-8,11,13-triene substituted by hydroxy groups at positions 11 and 12 and a carboxy group at position 20. It is isolated from rosemary (Rosmarinus officinalis) and common sage (Salvia officinalis) and exhibits anti-angiogenic, antineoplastic, antioxidant and anti-HIV activity. D020011 - Protective Agents > D000975 - Antioxidants D000890 - Anti-Infective Agents

   

Marrubiin

2H-Naphtho(1,8-bc)furan-2-one, 6-(2-(3-furanyl)ethyl)decahydro-6-hydroxy-2a,5a,7-trimethyl-, (2aS-(2aalpha,5abeta,6alpha,7alpha,8aalpha,8balpha))-

C20H28O4 (332.19874880000003)


Marrubiin is a gamma-lactone. Marrubiin is a natural product found in Marrubium globosum, Marrubium anisodon, and other organisms with data available. Marrubiin, isolated from Marrubium vulgare, exhibits vasorelaxant and antioedematogenic activity. Marrubiin alleviates diabetic symptoms in animals[1][2][3].

   

Ipratropium bromide

(endo,Syn)-(+-)-3-(3-hydroxy-1-oxo-2-phenylpropoxy)-8-methyl-8-(1-methylethyl)-8-azoniabicyclo[3.2.1]octane bromide

C20H30NO3+ (332.22255700000005)


Ipratropium bromide is only found in individuals that have used or taken this drug. It is a muscarinic antagonist structurally related to atropine but often considered safer and more effective for inhalation use. It is used for various bronchial disorders, in rhinitis, and as an antiarrhythmic. [PubChem]Ipratropium bromide is an anticholinergic agent. It blocks muscarinic cholinergic receptors, without specificity for subtypes, resulting in a decrease in the formation of cyclic guanosine monophosphate (cGMP). Most likely due to actions of cGMP on intracellular calcium, this results in decreased contractility of smooth muscle. D019141 - Respiratory System Agents > D018927 - Anti-Asthmatic Agents > D001993 - Bronchodilator Agents D018377 - Neurotransmitter Agents > D018678 - Cholinergic Agents > D018680 - Cholinergic Antagonists D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents

   

Oxymetholone

17-Hydroxy-2-(hydroxymethylene)-17-methylandrostan-3-one, (2E,5alpha,17beta)-

C21H32O3 (332.23513219999995)


A - Alimentary tract and metabolism > A14 - Anabolic agents for systemic use > A14A - Anabolic steroids > A14AA - Androstan derivatives D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D045930 - Anabolic Agents D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D000728 - Androgens C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C2360 - Anabolic Steroid

   

Gibberellin A116

(1R,2S,3S,4R,8S,9S,12R)-4,8-dimethyl-13-methylidenetetracyclo[10.2.1.0¹,⁹.0³,⁸]pentadecane-2,4-dicarboxylic acid

C20H28O4 (332.19874880000003)


Gibberellin a116, also known as ga12, is a member of the class of compounds known as c20-gibberellin 6-carboxylic acids. C20-gibberellin 6-carboxylic acids are c20-gibberellins with a carboxyl group at the 6-position. Thus, gibberellin a116 is considered to be an isoprenoid lipid molecule. Gibberellin a116 is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Gibberellin a116 can be found in a number of food items such as rape, pigeon pea, chinese cabbage, and linden, which makes gibberellin a116 a potential biomarker for the consumption of these food products. D006133 - Growth Substances > D010937 - Plant Growth Regulators > D005875 - Gibberellins

   

17alpha,20alpha-Dihydroxypregn-4-en-3-one

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

C21H32O3 (332.23513219999995)


17 alpha,20alpha-Dihydroxypregn-4-en-3-one, also known as 17,20 alpha-OHP or 20alpha-dihydroxyprogesterone, is a steroid hormone that is elevated in late pregnancy. In particular, the concentration of plasma 17,20 alpha-OHP is significantly increased during the third trimester of pregnancy, and the increment continues to increase through labour and delivery (PMID:6874891). 17,20 alpha-OHP is known to be a substrate for the enzyme 20alpha-hydroxysteroid dehydrogenase or 20alpha-HSD (EC 1.1.1.149). This enzyme catalyzes the following chemical reaction: 17alpha,20alpha-dihydroxypregn-4-en-3-one + NAD(P)+ = 17alpha-hydroxyprogesterone + NAD(P)H + H+. This enzyme is actively involved in the control of progesterone homeostasis in the pregnancy of mammals. While 20alpha-HSD expression and activity is downregulated in the corpus luteum of pregnancy, 24 hours prior to parturition, ovarian 20alpha-HSD activity is acutely stimulated. 17,20 alpha-OHP is a biologically weaker progestin. Progestin facilitates estrogen induction of the preovulatory luteinizing hormone (LH) surge. It is known that 17,20 alpha-OHP is increased at midcycle but its importance in regulating LH has not been studied. However, periovulatory levels of 17,20 alpha-OHP do not play a role in modulating the estrogen-induced bioactive LH surge (PMID:2245841). 17 alpha, 20 alpha-dihydroxy-4-pregnen-3-one (17 alpha, 20 alpha-OHP) is a steroid hormone that is elevated in late pregnancy. In particular, the concentration of plasma 17,20 alpha-OHP is significantly increased during the third trimester of pregnancy, and the increment continues to increase through labor and delivery (PMID: 6874891). 17 alpha, 20 alpha-dihydroxy-4-pregnen-3-one is known to be a substrate for the enzyme 20a-hydroxysteroid dehydrogenase or 20alpha-HSD (EC 1.1.1.149). This enzyme catalyzes the chemical reaction: 17alpha,20alpha-dihydroxypregn-4-en-3-one + NAD(P)+ = 17alpha-hydroxyprogesterone + NAD(P)H + H+. This enzyme is actively involved in the control of progesterone homeostasis in pregnancy of mammals. While 20alpha-HSD expression and activity is downregulated in the corpus luteum of pregnancy, 24 hrs prior to parturition ovarian 20alpha-HSD activity is acutely stimulated. [HMDB]

   

17a-Hydroxypregnenolone

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

C21H32O3 (332.23513219999995)


17a-Hydroxypregnenolone is a 21-carbon steroid that is converted from pregnenolone by cytochrome P450 17alpha hydroxylase/C17,20 lyase (CYP17, EC 1.14.99.9). 17a-Hydroxypregnenolone is an intermediate in the delta-5 pathway of biosynthesis of gonadal steroid hormones and the adrenal corticosteroids. The first, rate-limiting and hormonally regulated step in the biosynthesis of all steroid hormones is the conversion of cholesterol to pregnenolone. The conversion of cholesterol to pregnenolone is accomplished by the cleavage of the cholesterol side chain, catalyzed by a mitochondrial cytochrome P450 enzyme termed P450scc where scc designates Side Chain Cleavage. All steroid hormones are made from the pregnenolone produced by P450scc; thus, the presence or absence of each of the activities of CYP17 directs this pregnenolone towards its final metabolic pathway. While all cytochrome P450 enzymes can catalyze multiple reactions on a single active site, CYP17 is the only one described to date in which these multiple activities are differentially regulated by a physiologic process. 17a-Hydroxypregnenolone is converted to dehydroepiandrosterone by the 17,20 lyase activity of CYP17. The ratio of the 17,20 lyase to 17 alpha-hydroxylase activity of CYP17 determines the ratio of C21 to C19 steroids produced. This ratio is regulated post-translationally by at least three factors: the abundance of the electron-donating protein P450 oxidoreductase, the presence of cytochrome b5, and the serine phosphorylation of CYP17. (PMID: 12573809). C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones 17a-Hydroxypregnenolone is a pregnane steroid. 17a-Hydroxypregnenolone is a prohormone in the formation of dehydroepiandrosterone (DHEA).

   

21-hydroxypregnenolone disulfate

2-hydroxy-1-[(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

C21H32O3 (332.23513219999995)


21-hydroxypregnenolone is an essential intermediate in corticosterone synthesis. The hydrolysis of 21-hydroxypregnenolone of fetal origin by steryl-sulfatase (SOS, EC 3.1.6.2), may be important in the biosynthesis of deoxycorticosterone, which is present in the plasma of pregnant women in high concentration. 21-hydroxypregnenolone has been identified in follicular fluid from follicles of women. Pregnenolone is transformed to 21-hydroxypregnenolone by human adrenal microsomal preparations, suggesting the involvement of alternative paths via 17a,21-dihydroxypregnenolone in human. (PMID 974176, 3347051, 3495701, 7382480, 6247575) [HMDB] 21-hydroxypregnenolone is an essential intermediate in corticosterone synthesis. The hydrolysis of 21-hydroxypregnenolone of fetal origin by steryl-sulfatase (SOS, EC 3.1.6.2), may be important in the biosynthesis of deoxycorticosterone, which is present in the plasma of pregnant women in high concentration. 21-hydroxypregnenolone has been identified in follicular fluid from follicles of women. Pregnenolone is transformed to 21-hydroxypregnenolone by human adrenal microsomal preparations, suggesting the involvement of alternative paths via 17a,21-dihydroxypregnenolone in human. (PMID 974176, 3347051, 3495701, 7382480, 6247575). D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones 21-Hydroxypregnenolone. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=1164-98-3 (retrieved 2024-07-16) (CAS RN: 1164-98-3). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). 21-Hydroxypregnenolone is an essential intermediate in corticosterone synthesis.

   

16-a-Hydroxypregnenolone

1-[(1S,2R,5S,10S,11S,13R,14R,15S)-5,13-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl]ethan-1-one

C21H32O3 (332.23513219999995)


16-alpha-hydroxypregnenolone, also known as 16A OH-Preg or (3beta,16alpha)-3,16-dihydroxypregn-5-en-20-one, is classified as a gluco/mineralocorticoid, a progestogin or aprogestogin derivative. Gluco/mineralocorticoids are steroids with a structure based on a hydroxylated prostane moiety. Thus, 16-alpha-hydroxypregnenolone is a steroid or more correctly a 16alpha-hydroxy steroid. 16-alpha-hydroxypregnenolone is also classified as a hydroxypregnenolone. A hydroxypregnenolone is a pregnenolone substituted by an alpha-hydroxy group at position 16. It is a steroid molecule that is produced by all vertebrates. In humans, 16-alpha-hydroxypregnenolone can be found primarily in blood, urine and in human umbilical cord tissue. 16-alpha-Hydroxypregnenolone is a normal urinary metabolite with increased total excretion in newborn infants with congenital adrenal hyperplasia due to 21-hydroxylase deficiency (PMID 6980322). It is therefore an important urinary marker for the occurrence of an adrenal 21-hydroxylase-deficiency. Its levels are an indication for the effectiveness of medication (cortisol supplement) against this disease. (PMID: 10399855). 16-a-Hydroxypregnenolone is a normal urinary metabolite with increased total excretion in newborn infants with congenital adrenal hyperplasia due to 21-hydroxylase deficiency. (PMID 6980322) [HMDB] D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones

   

callicarpone

Phenanthro[3,2-b]oxirene-6,9-dione,1,2,3,4,4a,5,7,7a,8a,9b-decahydro-7a-(1-hydroxy-1-methylethyl)-4,4,9b-trimethyl-,(4aS,7aS,8aS,9bS)-

C20H28O4 (332.19874880000003)


   

ent-7alpha,12beta-Dihydroxy-16-kauren-19,6beta-olide

4,9-dihydroxy-1,13-dimethyl-6-methylidene-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one

C20H28O4 (332.19874880000003)


ent-7alpha,12beta-Dihydroxy-16-kauren-19,6beta-olide is found in fruits. ent-7alpha,12beta-Dihydroxy-16-kauren-19,6beta-olide is a constituent of the seeds of Cucurbita pepo and Cucurbita maxima. Constituent of the seeds of Cucurbita pepo and Cucurbita maxima. ent-7alpha,12beta-Dihydroxy-16-kauren-19,6beta-olide is found in fruits and japanese pumpkin.

   
   
   
   

alfaxalone

3-Hydroxypregnane-11,20-dione

C21H32O3 (332.23513219999995)


D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants > D000777 - Anesthetics N - Nervous system > N01 - Anesthetics > N01A - Anesthetics, general C78272 - Agent Affecting Nervous System > C245 - Anesthetic Agent D018377 - Neurotransmitter Agents > D000081227 - Neurosteroids

   

21-Fluoroprogesterone

21-Fluoroprogesterone; 21-Fluoropregn-4-ene-3,20-dione

C21H29FO2 (332.21514659999997)


   

11beta,17beta-Dihydroxy-6alpha,17-dimethylandrost-4-en-3-one

11beta,17beta-Dihydroxy-6alpha,17-dimethylandrost-4-en-3-one

C21H32O3 (332.23513219999995)


   

11alpha,17beta-Dihydroxy-2alpha,17-dimethylandrost-4-en-3-one

11alpha,17beta-Dihydroxy-2alpha,17-dimethylandrost-4-en-3-one

C21H32O3 (332.23513219999995)


   

17beta-Hydroxy-4-oxa-5alpha-androst-1-en-3-one acetate

17beta-Hydroxy-4-oxa-5alpha-androst-1-en-3-one acetate

C20H28O4 (332.19874880000003)


   

6alpha-Fluoroprogesterone

6alpha-Fluoropregn-4-ene-3,20-dione

C21H29FO2 (332.21514659999997)


   

MLS002638103

11alpha-Hydroxy-5beta-pregnane-3,20-dione

C21H32O3 (332.23513219999995)


   

12-hydroxypregnane-3,20-dione

12alpha-Hydroxy-5beta-pregnane-3,20-dione

C21H32O3 (332.23513219999995)


   

11beta-Hydroxy-4,17-dimethyltestosterone

11beta,17beta-Dihydroxy-4,17-dimethylandrost-4-en-3-one; 11beta-Hydroxy-4,17-dimethyltestosterone

C21H32O3 (332.23513219999995)


   

Enamine_001001

3beta-Hydroxyandrost-5-ene-17beta-carboxylic acid methyl ester

C21H32O3 (332.23513219999995)


   

13-Hydroxy-2-(hydroxymethylene)-3-oxo-13,17-seco-5alpha-androstan-17-oic acid, delta-lactone

13-Hydroxy-2-(hydroxymethylene)-3-oxo-13,17-seco-5alpha-androstan-17-oic acid, delta-lactone

C20H28O4 (332.19874880000003)


   

7alpha-Hydroxypregnenolone

1-[(1S,2R,5S,9S,10S,11S,14S,15S)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-yl]ethan-1-one

C21H32O3 (332.23513219999995)


This compound belongs to the family of Gluco/mineralocorticoids, Progestogins and Derivatives. These are steroids whose structure is based on an hydroxylated prostane moiety. D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones

   

5alpha-Dihydrodeoxycorticosterone

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

C21H32O3 (332.23513219999995)


This compound belongs to the family of Gluco/mineralocorticoids, Progestogins and Derivatives. These are steroids whose structure is based on an hydroxylated prostane moiety.

   

5,6-epoxy,18R-HEPE

4-{3-[(1E,3E,5E,8Z,10E,12R)-12-hydroxytetradeca-1,3,5,8,10-pentaen-1-yl]oxiran-2-yl}butanoic acid

C20H28O4 (332.19874880000003)


5,6-epoxy,18R-HEPE is considered to be practically insoluble (in water) and acidic

   

Floionolic acid

9,10,18-trihydroxy-octadecanoic acid

C18H36O5 (332.2562606)


Floionolic acid, also known as 9,10,18-trihydroxy-octadecanoic acid or 9,10,18-trihydroxystearate, 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, floionolic acid is considered to be an octadecanoid lipid molecule. Floionolic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Floionolic acid can be found in fruits, green vegetables, and pomes, which makes floionolic acid a potential biomarker for the consumption of these food products. Floionolic acid is found in fruits. Floionolic acid is a constituent of cork and other plants, e.g. olive (Olea europaea), apple wax, the famine food Agave americana and also cutins

   

11,20-Dihydroxysugiol

11,20-Dihydroxysugiol

C20H28O4 (332.19874880000003)


An abietane diterpenoid that is 11-hydroxysugiol in which one of the hydrogens of the methyl group attached to a ring junction has been replaced by a hydroxy group.

   

(1R,4R,5R,8R,9S)-9-formyl-2-(hydroxymethyl)-5-methyl-13-propan-2-yltetracyclo[7.4.0.02,11.04,8]tridec-12-ene-1-carboxylic acid

(1R,4R,5R,8R,9S)-9-formyl-2-(hydroxymethyl)-5-methyl-13-propan-2-yltetracyclo[7.4.0.02,11.04,8]tridec-12-ene-1-carboxylic acid

C20H28O4 (332.19874880000003)


   

[10]-Shogaol

4-Tetradecen-3-one, 1-(4-hydroxy-3-methoxyphenyl)-, (4E)-

C21H32O3 (332.23513219999995)


[10]-Shogaol is found in ginger. [10]-Shogaol is isolated from ginger (Zingiber officinale) [DFC] (Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC. [10]-Shogaol is a monomethoxybenzene, a member of phenols and an enone. [10]-Shogaol is a natural product found in Zingiber officinale with data available. See also: Ginger (part of). Isolated from ginger (Zingiber officinale) [DFC]. [10]-Shogaol is found in ginger. [10]-Shogaol is an antioxidant from Zingiber officinale for human skin cell growth and a migration enhancer. [10]-Shogaol inhibits COX-2 with an IC50 of 7.5 μM and has antiproliferation activity[1][2][3]. [10]-Shogaol is an antioxidant from Zingiber officinale for human skin cell growth and a migration enhancer. [10]-Shogaol inhibits COX-2 with an IC50 of 7.5 μM and has antiproliferation activity[1][2][3].

   

Carnosic acid

(4aR)-5,6-dihydroxy-1,1-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carboxylic acid

C20H28O4 (332.19874880000003)


Carnosic acid is the major rosemary polyphenol. Carnosic acid appears to enhance the anti-cancer activity of vitamin D(3) and its analogs. Carnosic acid enhances monocytic differentiation of HL60 cells when combined not only with 1alpha,25-dihydroxyvitamin D3 (1,25D3) or 12-O-tetradecanoyl phorbol 13-acetate (TPA) but also with the classic granulocytic inducer all-trans retinoic acid (ATRA). Carnosic acid alone increases the expression of vitamin D receptor (VDR) and retinoid X receptor (RXR) alpha, which was greatly enhanced in the presence of 1alpha,25-dihydroxyvitamin D3 and all-trans retinoic acid. (PMID: 15265684). Isolated from Salvia officinalis (sage) and Rosamarinus officinalis (rosemary). Carnosic acid is found in many foods, some of which are ginger, nutmeg, star anise, and caraway.

   

(1(10)E,4E,6a,9b)-9-(2-Methylbutanoyloxy)-1(10),4,11(13)-germacratrien-12,6-olide

6,10-Dimethyl-3-methylidene-2-oxo-2H,3H,3ah,4H,5H,8H,9H,11ah-cyclodeca[b]furan-5-yl 2-methylbutanoic acid

C20H28O4 (332.19874880000003)


(1(10)E,4E,6a,9b)-9-(2-Methylbutanoyloxy)-1(10),4,11(13)-germacratrien-12,6-olide is found in herbs and spices. (1(10)E,4E,6a,9b)-9-(2-Methylbutanoyloxy)-1(10),4,11(13)-germacratrien-12,6-olide is a constituent of Inula helenium (elecampane) Constituent of Inula helenium (elecampane). (1(10)E,4E,6a,9b)-9-(2-Methylbutanoyloxy)-1(10),4,11(13)-germacratrien-12,6-olide is found in herbs and spices.

   

9,10,13-Trihydroxystearic acid

9,10,13-trihydroxyoctadecanoic acid

C18H36O5 (332.2562606)


Constituent of Phaseolus vulgaris (kidney bean) roots. 9,10,13-Trihydroxystearic acid is found in yellow wax bean and green bean. 9,10,13-Trihydroxystearic acid is a constituent of Phaseolus vulgaris (kidney bean) roots

   

(9Z,11S,16S)-1-Acetoxy-9,17-octadecadiene-12,14-diyne-11,16-diol

(9E)-11,16-Dihydroxyoctadeca-9,17-dien-12,14-diyn-1-yl acetic acid

C20H28O4 (332.19874880000003)


(9Z,11S,16S)-1-Acetoxy-9,17-octadecadiene-12,14-diyne-11,16-diol is found in green vegetables. (9Z,11S,16S)-1-Acetoxy-9,17-octadecadiene-12,14-diyne-11,16-diol is a constituent of Smyrnium olusatrum (alexanders). Constituent of Smyrnium olusatrum (alexanders). (9Z,11S,16S)-1-Acetoxy-9,17-octadecadiene-12,14-diyne-11,16-diol is found in green vegetables.

   

(15alpha,20R)-15,20-Dihydroxypregn-4-en-3-one

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

C21H32O3 (332.23513219999995)


(15alpha,20R)-15,20-Dihydroxypregn-4-en-3-one is found in fats and oils. (15alpha,20R)-15,20-Dihydroxypregn-4-en-3-one is a constituent of the aglycone from Carthamus tinctorius (safflower).

   

Petasitin

7-(2-Hydroxypropan-2-yl)-1,8a-dimethyl-6-oxo-1,2,3,4,6,8a-hexahydronaphthalen-2-yl (2E)-2-methylbut-2-enoic acid

C20H28O4 (332.19874880000003)


Constituent of Petasites japonicus (sweet coltsfoot). Petasitin is found in giant butterbur and green vegetables. Petasitin is found in giant butterbur. Petasitin is a constituent of Petasites japonicus (sweet coltsfoot)

   

6-Angeloylfuranofukinol

6-Hydroxy-3,4a,5-trimethyl-4H,4ah,5H,6H,7H,8H,8ah,9H-naphtho[2,3-b]furan-4-yl (2E)-2-methylbut-2-enoic acid

C20H28O4 (332.19874880000003)


6-Angeloylfuranofukinol is found in green vegetables. 6-Angeloylfuranofukinol is a constituent of Petasites japonicus (sweet coltsfoot) Constituent of Petasites japonicus (sweet coltsfoot). 6-Angeloylfuranofukinol is found in green vegetables.

   

4-Deoxycohumulone

2,4-Bis(3-methyl-2-butenyl)-6-(2-methyl-1-oxopropyl)-1,3,5-cyclohexanetrione, 9ci

C20H28O4 (332.19874880000003)


4-Deoxycohumulone is found in alcoholic beverages. 4-Deoxycohumulone is a bitter principle from hops (Humulus lupulus). Bitter principle from hops (Humulus lupulus). 4-Deoxycohumulone is found in alcoholic beverages.

   

(1(10)E,4E,6a,9b)-9-(3-Methylbutanoyloxy)-1(10),4,11(13)-germacratrien-12,6-olide

6,10-Dimethyl-3-methylidene-2-oxo-2H,3H,3ah,4H,5H,8H,9H,11ah-cyclodeca[b]furan-5-yl 3-methylbutanoic acid

C20H28O4 (332.19874880000003)


(1(10)E,4E,6a,9b)-9-(3-Methylbutanoyloxy)-1(10),4,11(13)-germacratrien-12,6-olide is found in herbs and spices. (1(10)E,4E,6a,9b)-9-(3-Methylbutanoyloxy)-1(10),4,11(13)-germacratrien-12,6-olide is a constituent of Inula helenium (elecampane) Constituent of Inula helenium (elecampane). (1(10)E,4E,6a,9b)-9-(3-Methylbutanoyloxy)-1(10),4,11(13)-germacratrien-12,6-olide is found in herbs and spices.

   

ent-15-Kaurene-17,19-dioic acid

5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-14-ene-5,14-dicarboxylic acid

C20H28O4 (332.19874880000003)


ent-15-Kaurene-17,19-dioic acid is isolated from Helianthus species. Isolated from Helianthus subspecies

   

7,18-Dihydroxykaurenolide

9-hydroxy-13-(hydroxymethyl)-1-methyl-6-methylidene-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one

C20H28O4 (332.19874880000003)


7,18-Dihydroxykaurenolide is found in cereals and cereal products. 7,18-Dihydroxykaurenolide is produced by Gibberella fujikuroi, present in barley during germination. Production by Gibberella fujikuroi, present in barley during germination. 7,18-Dihydroxykaurenolide is found in cereals and cereal products.

   

7'-Carboxy-gamma-tocotrienol

(4E)-7-[(2R)-6-hydroxy-2,7,8-trimethyl-3,4-dihydro-2H-1-benzopyran-2-yl]-4-methylhept-4-enoic acid

C20H28O4 (332.19874880000003)


7-carboxy-r-tocotrienol is a dehydrogenation carboxylate product of 7-hydroxy-r-tocotrienol by an unidentified microsomal enzyme(s) probably via an aldehyde intermediate. Gamma-tocotrienol targets cancer cells by inhibiting Id1, a key cancer-promoting protein. Gamma-tocotrienol was shown to trigger cell apoptosis and well as anti-proliferation of cancer cells. This mechanism was also observed in separate prostate cancer and melanoma cell line studies. 7-carboxy-r-tocotrienol is a dehydrogenation carboxylate product of 7-hydroxy-r-tocotrienol by an unidentified microsomal enzyme(s) probably via an aldehyde intermediate

   

Hulupone

4-hydroxy-2,2-bis(3-methylbut-2-en-1-yl)-5-(3-methylbutanoyl)cyclopent-4-ene-1,3-dione

C20H28O4 (332.19874880000003)


Hulupone is found in alcoholic beverages. Hulupone is a constituent of hops Constituent of hops. Hulupone is found in alcoholic beverages.

   

Adhulupone

3,3-bis(3-methylbut-2-en-1-yl)-5-(2-methylbutanoyl)cyclopentane-1,2,4-trione

C20H28O4 (332.19874880000003)


Adhulupone is found in alcoholic beverages. Adhulupone is a minor constituent of hop Minor constituent of hops. Adhulupone is found in alcoholic beverages.

   

5beta-dihydrodeoxycorticosterone

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

C21H32O3 (332.23513219999995)


5beta-dihydrodeoxycorticosterone, also known as Hydroxydione or 21-Hydroxy-5beta-pregnane-3,20-dione, is classified as a member of the 21-hydroxysteroids. 21-hydroxysteroids are steroids carrying a hydroxyl group at the 21-position of the steroid backbone. 5beta-dihydrodeoxycorticosterone is considered to be practically insoluble (in water) and relatively neutral D018377 - Neurotransmitter Agents > D000081227 - Neurosteroids

   

(20R)-17,20-Dihydroxypregn-4-en-3-one

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

C21H32O3 (332.23513219999995)


   

1-Cyclohexyl-N-{[1-(4-Methylphenyl)-1h-Indol-3-Yl]methyl}methanamine

1-Cyclohexyl-N-{[1-(4-Methylphenyl)-1h-Indol-3-Yl]methyl}methanamine

C23H28N2 (332.2252368)


   

14-Deoxy-11,12-didehydroandrographolide

3-{2-[6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-decahydronaphthalen-1-yl]ethenyl}-2,5-dihydrofuran-2-one

C20H28O4 (332.19874880000003)


   

16-Hydroxypregnenolone

1-{5,13-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-yl}ethan-1-one

C21H32O3 (332.23513219999995)


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

   

3,17-Dihydroxypregn-5-en-20-one

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

C21H32O3 (332.23513219999995)


D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones 17a-Hydroxypregnenolone is a pregnane steroid. 17a-Hydroxypregnenolone is a prohormone in the formation of dehydroepiandrosterone (DHEA).

   

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

C21H32O3 (332.23513219999995)


   

(Z)-7-[(1S,4R,6R)-4-[(E)-Oct-6-enyl]-2,3-diazabicyclo[2.2.1]hept-2-en-6-yl]hept-5-enoic acid

(Z)-7-[(1S,4R,6R)-4-[(E)-Oct-6-enyl]-2,3-diazabicyclo[2.2.1]hept-2-en-6-yl]hept-5-enoic acid

C20H32N2O2 (332.24636519999996)


   

Alfaxalone

14-acetyl-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-17-one

C21H32O3 (332.23513219999995)


   

Dihydroxy-4-pregnen-3-one

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

C21H32O3 (332.23513219999995)


   

Glaucocalyxin A

2,16-dihydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-6,15-dione

C20H28O4 (332.19874880000003)


   

oxymetholone

14-hydroxy-4-(hydroxymethylidene)-2,14,15-trimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-one

C21H32O3 (332.23513219999995)


   

Dehydroandrographolide

3-{2-[6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-decahydronaphthalen-1-yl]ethylidene}-2,3-dihydrofuran-2-one

C20H28O4 (332.19874880000003)


   

Ethanol, 2-(pentyl(5-(1-piperidinyl)(1,2,4)triazolo(1,5-a)pyrimidin-7-yl)amino)-

2-{pentyl[5-(piperidin-1-yl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-yl]amino}ethan-1-ol

C17H28N6O (332.2324478)


   

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

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

C21H32O3 (332.23513219999995)


   

Trihydroxystearic acid

2,2,3-trihydroxyoctadecanoic acid

C18H36O5 (332.2562606)


Trihydroxystearic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Trihydroxystearic acid can be found in peanut, which makes trihydroxystearic acid a potential biomarker for the consumption of this food product.

   

Horminone

(4bS,10R)-3,10-dihydroxy-4b,8,8-trimethyl-2-(propan-2-yl)-1,4,4b,5,6,7,8,8a,9,10-decahydrophenanthrene-1,4-dione

C20H28O4 (332.19874880000003)


Horminone is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Horminone can be found in common sage, which makes horminone a potential biomarker for the consumption of this food product.

   

19-Hydroxyroyleanone

(4bS,8S,8aR)-3-hydroxy-8-(hydroxymethyl)-4b,8-dimethyl-2-(propan-2-yl)-1,4,4b,5,6,7,8,8a,9,10-decahydrophenanthrene-1,4-dione

C20H28O4 (332.19874880000003)


19-hydroxyroyleanone is a member of the class of compounds known as diterpenoids. Diterpenoids are terpene compounds formed by four isoprene units. 19-hydroxyroyleanone is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 19-hydroxyroyleanone can be found in common sage, which makes 19-hydroxyroyleanone a potential biomarker for the consumption of this food product.

   

Gibberellin A12

4,8-dimethyl-13-methylidenetetracyclo[10.2.1.0¹,⁹.0³,⁸]pentadecane-2,4-dicarboxylic acid

C20H28O4 (332.19874880000003)


Gibberellin a12 is a member of the class of compounds known as c20-gibberellin 6-carboxylic acids. C20-gibberellin 6-carboxylic acids are c20-gibberellins with a carboxyl group at the 6-position. Gibberellin a12 is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Gibberellin a12 can be found in a number of food items such as common salsify, tartary buckwheat, rubus (blackberry, raspberry), and winter squash, which makes gibberellin a12 a potential biomarker for the consumption of these food products.

   

11b-Hydroxyprogesterone

(1S,2R,10S,11S,14S,15S,17R)-17-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-14-carboxylic acid

C20H28O4 (332.19874880000003)


   

Dehydroandrographolide

(3E)-3-[2-[(1S,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]furan-2-one

C20H28O4 (332.19874880000003)


2(3H)-Furanone, 3-(2-((1S,4aS,5R,6R,8aS)-decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenyl)ethylidene)-, (3E)- is a natural product found in Andrographis paniculata with data available. Dehydroandrographolide can be extracted from herbal medicine Andrographis paniculata Nees. Dehydroandrographolide reduces oxidative stress in LPS-induced acute lung injury by inactivating iNOS. Dehydroandrographolide has anti-infective activity[1][2][3]. Dehydroandrographolide can be extracted from herbal medicine Andrographis paniculata Nees. Dehydroandrographolide reduces oxidative stress in LPS-induced acute lung injury by inactivating iNOS. Dehydroandrographolide has anti-infective activity[1][2][3].

   

20-deoxyingenol

(1S,4S,5S,6R,9S,10R,12R,14R)-4,5,6-trihydroxy-3,7,11,11,14-pentamethyltetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dien-15-one

C20H28O4 (332.19874880000003)


20-Deoxyingenol is a natural product found in Euphorbia peplus and Euphorbia segetalis with data available. 20-Deoxyingenol, a diterpene, is isolated from the roots of Euphorbia kansui. 20-Deoxyingenol can promote autophagy and lysosomal biogenesis by promoting the nuclear translocation of transcription factor EB (TFEB) in vitro. 20-Deoxyingenol can be used for the research of osteoarthritis (OA)[1][2]. 20-Deoxyingenol, a diterpene, is isolated from the roots of Euphorbia kansui. 20-Deoxyingenol can promote autophagy and lysosomal biogenesis by promoting the nuclear translocation of transcription factor EB (TFEB) in vitro. 20-Deoxyingenol can be used for the research of osteoarthritis (OA)[1][2].

   

Wangzaozin B

(1R,2R,4S,9R,10S,13S,16R)-2,16-dihydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-6,15-dione

C20H28O4 (332.19874880000003)


Glaucocalyxin A is a natural product found in Isodon pharicus, Isodon japonicus, and other organisms with data available. Glaucocalyxin A, an ent-kauranoid diterpene from Rabdosia japonica var., induces apoptosis in osteosarcoma by inhibiting nuclear translocation of Five-zinc finger Glis 1 (GLI1) via regulating PI3K/Akt signaling pathway. Glaucocalyxin A has antitumor effect[1]. Glaucocalyxin A, an ent-kauranoid diterpene from Rabdosia japonica var., induces apoptosis in osteosarcoma by inhibiting nuclear translocation of Five-zinc finger Glis 1 (GLI1) via regulating PI3K/Akt signaling pathway. Glaucocalyxin A has antitumor effect[1].

   

AP-10

4-[(E)-2-[(1R,4aS,5R,6R,8aR)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethenyl]-2H-furan-5-one

C20H28O4 (332.19874880000003)


14-Deoxy-11,12-didehydroandrographolide is a diterpene lactone. It has a role as a metabolite. 14-Deoxy-11,12-didehydroandrographolide is a natural product found in Andrographis paniculata, Andrographis affinis, and other organisms with data available. A natural product found in Andrographis paniculata. 14-Deoxy-11,12-didehydroandrographolide is an analogue of Andrographolide. 14-Deoxy-11,12-didehydroandrographolide inhibits NF-κB activation. 14-Deoxy-11,12-didehydroandrographolide is an analogue of Andrographolide. 14-Deoxy-11,12-didehydroandrographolide inhibits NF-κB activation.

   
   
   
   
   
   

[4S-(4alpha,4aalpha,5alpha,8abeta)]-4,4a,5,6,7,8,8a,9-Octahydro-3,4a,5-trimethyl-9-oxonaphtho[2,3-b]furan-4-yl ester 3-methylbutanoic acid

[4S-(4alpha,4aalpha,5alpha,8abeta)]-4,4a,5,6,7,8,8a,9-Octahydro-3,4a,5-trimethyl-9-oxonaphtho[2,3-b]furan-4-yl ester 3-methylbutanoic acid

C20H28O4 (332.19874880000003)


   
   

3,8-Dihydroxyserrulatic acid

(+)-3,8-Dihydroxyserrulatic acid

C20H28O4 (332.19874880000003)


   
   
   

Horminone

1,4-Phenanthrenedione, 4b,5,6,7,8,8a,9,10-octahydro-3,10-dihydroxy-4b,8,8-trimethyl-2-(1-methylethyl)-, (4bS-(4balpha,8abeta,10beta))-

C20H28O4 (332.19874880000003)


Horminone is an abietane diterpenoid that is abieta-8,12-diene substituted by hydroxy groups at positions 7 and 12 and oxo groups at positions 11 and 14 (the 7alpha stereoisomer). It has a role as an antibacterial agent, an antineoplastic agent and a metabolite. It is an abietane diterpenoid, a secondary alcohol, a hydroxyquinone and a member of p-quinones. Horminone is a natural product found in Salvia tomentosa, Salvia virgata, and other organisms with data available. An abietane diterpenoid that is abieta-8,12-diene substituted by hydroxy groups at positions 7 and 12 and oxo groups at positions 11 and 14 (the 7alpha stereoisomer) .

   
   
   
   
   
   
   
   
   
   

Sinularolide D

Sinularolide D

C20H28O4 (332.19874880000003)


A cembrane diterpenoid isolated from Sinularia gibberosa and has been shown to exhibit antineoplastic activity.

   
   
   
   
   

(+)-3,13-Clerodadien-16,15-olid-18-oic acid

(+)-3,13-Clerodadien-16,15-olid-18-oic acid

C20H28O4 (332.19874880000003)


   
   

Nb-Desmethyl-meso-chimonanthine

(+)-Nb-Desmethyl-meso-chimonanthine

C21H24N4 (332.2000864)


   
   

7,13-Labdadien-15,16-olid-19-oic acid

7,13-Labdadien-15,16-olid-19-oic acid

C20H28O4 (332.19874880000003)


   

ent-Labda-8(17),13-dien-19-oic acid-15,16-olide

ent-Labda-8(17),13-dien-19-oic acid-15,16-olide

C20H28O4 (332.19874880000003)


   
   

Agardhilactone

6S-{(1R,2R,3S,5S)-2-[8S-Hydroxy-1E,4Z,6E-decatrien-1-yl]-6-oxabicyclo[3.1.0]hex-3-yl}tetrahydro-2H-pyran-2-one

C20H28O4 (332.19874880000003)


   

2beta,3beta-Dihydroxy-5alpha-pregn-17(E)-en-16-one

(-)-2beta,3beta-Dihydroxy-5alpha-pregn-17(E)-en-16-one

C21H32O3 (332.23513219999995)


   
   
   

4,4a,5,6,7,9-Hexahydro-5-hydroxy-3,4a,5-trimethylnaphtho[2,3-b]furan-4-yl ester 2-methylbutanoic acid

4,4a,5,6,7,9-Hexahydro-5-hydroxy-3,4a,5-trimethylnaphtho[2,3-b]furan-4-yl ester 2-methylbutanoic acid

C20H28O4 (332.19874880000003)


   

Methyl ent-16-hydroxy-6,8(17),13E-labdatrien-15-oate

Methyl ent-16-hydroxy-6,8(17),13E-labdatrien-15-oate

C21H32O3 (332.23513219999995)


   
   

4alpha-Hydroxy-6beta-(isovaleryloxy)euryopsin

4alpha-Hydroxy-6beta-(isovaleryloxy)euryopsin

C20H28O4 (332.19874880000003)


   
   
   

5alpha-Angeloyloxy-11beta-hydroxysilphinen-3-one

5alpha-Angeloyloxy-11beta-hydroxysilphinen-3-one

C20H28O4 (332.19874880000003)


   
   
   
   
   

clerodermic acid

(5S,8R,9S,10S)-cleroda-3,13-dien-16,15-olide-18-oic-acid

C20H28O4 (332.19874880000003)


   
   
   

3,10-Dihydroxydielmentha-5,11-diene-4,9-dione

3,10-Dihydroxy-5,11-dielementhadiene-4,9-dione

C20H28O4 (332.19874880000003)


   
   
   
   
   
   
   
   
   
   
   

ent-16,16-Dihydroxy-6-oxo-7,13-labdadien-15-oic acid lactone

ent-16,16-Dihydroxy-6-oxo-7,13-labdadien-15-oic acid lactone

C20H28O4 (332.19874880000003)


   
   
   
   
   
   
   
   

15-epi-(4E)-jatrogrossidentadione

15-epi-(4E)-jatrogrossidentadione

C20H28O4 (332.19874880000003)


   

[4S-(4alpha,4aalpha,5alpha,8aalpha)]-4,4a,5,6,7,8,8a,9-Octahydro-8a-hydroxy-3,4a,5-trimethylnaphtho[2,3-b]furan-4-yl ester 3-methyl-2-butenoic acid

[4S-(4alpha,4aalpha,5alpha,8aalpha)]-4,4a,5,6,7,8,8a,9-Octahydro-8a-hydroxy-3,4a,5-trimethylnaphtho[2,3-b]furan-4-yl ester 3-methyl-2-butenoic acid

C20H28O4 (332.19874880000003)


   

(R*,R*)-[4-(1-hydroxy-1,5-dimethyl-4-hexenyl)-1-cyclohexen-1-yl]methyl ester 2-Furancarboxylic acid

(R*,R*)-[4-(1-hydroxy-1,5-dimethyl-4-hexenyl)-1-cyclohexen-1-yl]methyl ester 2-Furancarboxylic acid

C20H28O4 (332.19874880000003)


   

[4aR-[4aalpha,5alpha,7alpha,8aalpha(Z)]]-4,5,6,7,8,9-Hexahydro-7-hydroxy-3,4a,5-trimethylnaphtho[2,3-b]furan-8a(4aH)-yl ester 2-methyl-2-butenoic acid

[4aR-[4aalpha,5alpha,7alpha,8aalpha(Z)]]-4,5,6,7,8,9-Hexahydro-7-hydroxy-3,4a,5-trimethylnaphtho[2,3-b]furan-8a(4aH)-yl ester 2-methyl-2-butenoic acid

C20H28O4 (332.19874880000003)


   

[4S-[4alpha(Z),4aalpha,5alpha,8aalpha]]-4,4a,5,6,7,8,8a,9-Octahydro-8a-hydroxy-3,4a,5-trimethylnaphtho[2,3-b]furan-4-yl ester 2-methyl-2-butenoic acid

[4S-[4alpha(Z),4aalpha,5alpha,8aalpha]]-4,4a,5,6,7,8,8a,9-Octahydro-8a-hydroxy-3,4a,5-trimethylnaphtho[2,3-b]furan-4-yl ester 2-methyl-2-butenoic acid

C20H28O4 (332.19874880000003)


   
   
   

11,12,14-Trihydroxyabieta-8,11,13-trien-7-one

11,12,14-Trihydroxyabieta-8,11,13-trien-7-one

C20H28O4 (332.19874880000003)


   
   
   
   
   

(-)-7-Hydroxycannabichromane

(-)-(-)-7-Hydroxycannabichromane

C21H32O3 (332.23513219999995)


   
   

[4aR-[4aalpha,5alpha,6alpha(Z),8abeta]]-4,4a,5,6,7,8,8a,9-Octahydro-5-hydroxy-3,5,8a-trimethylnaphtho[2,3-b]furan-6-yl ester 2-methyl-2-butenoic acid

[4aR-[4aalpha,5alpha,6alpha(Z),8abeta]]-4,4a,5,6,7,8,8a,9-Octahydro-5-hydroxy-3,5,8a-trimethylnaphtho[2,3-b]furan-6-yl ester 2-methyl-2-butenoic acid

C20H28O4 (332.19874880000003)


   
   
   
   

[2R-[2alpha,4aalpha,5beta(Z),8abeta]]-Decahydro-4a-methyl-alpha,8-bis(methylene)-5-[(2-methyl-1-oxo-2-butenyl)oxy]-2-naphthaleneacetic acid

[2R-[2alpha,4aalpha,5beta(Z),8abeta]]-Decahydro-4a-methyl-alpha,8-bis(methylene)-5-[(2-methyl-1-oxo-2-butenyl)oxy]-2-naphthaleneacetic acid

C20H28O4 (332.19874880000003)


   
   

[4aR-[4aalpha,5alpha,6alpha(Z),8aalpha,9alpha]]-4,4a,5,6,7,8,8a,9-Octahydro-9-hydroxy-3,4a,5-trimethylnaphtho[2,3-b]furan-6-yl ester 2-methyl-2-butenoic acid

[4aR-[4aalpha,5alpha,6alpha(Z),8aalpha,9alpha]]-4,4a,5,6,7,8,8a,9-Octahydro-9-hydroxy-3,4a,5-trimethylnaphtho[2,3-b]furan-6-yl ester 2-methyl-2-butenoic acid

C20H28O4 (332.19874880000003)


   

2alpha-Angeloyloxy-9-oxoisoanhydrooplopanone

2alpha-Angeloyloxy-9-oxoisoanhydrooplopanone

C20H28O4 (332.19874880000003)


   

12-Deoxotrixikingolide 2-methylbutanoate

12-Deoxotrixikingolide 2-methylbutanoate

C20H28O4 (332.19874880000003)


   

2alpha-Methoxy-3alpha,4alpha-epoxy-ent-cleroda-13(16),14-diene-15,16-oxide

2alpha-Methoxy-3alpha,4alpha-epoxy-ent-cleroda-13(16),14-diene-15,16-oxide

C21H32O3 (332.23513219999995)


   
   
   
   
   

12,15-Dihydroxyabieta-8,11,13-trien-18-oic acid

12,15-Dihydroxyabieta-8,11,13-trien-18-oic acid

C20H28O4 (332.19874880000003)


   
   
   
   
   
   

ent-8(17),13-Labdadien-15,16-olid-18-oic acid

ent-8(17),13-Labdadien-15,16-olid-18-oic acid

C20H28O4 (332.19874880000003)


   
   

Tessmannic acid methyl ester

(+)-Tessmannic acid methyl ester

C21H32O3 (332.23513219999995)


   
   
   

12,15-dihydroxydehydroabietic acid

12,15-dihydroxydehydroabietic acid

C20H28O4 (332.19874880000003)


   

2beta,3beta-Dihydroxy-5alpha-pregn-17(Z)-en-16-one

2beta,3beta-Dihydroxy-5alpha-pregn-17(Z)-en-16-one

C21H32O3 (332.23513219999995)


   

14-Deoxy-11,12-didehydroandrographolide

NCGC00163645-02_C20H28O4_3-{(E)-2-[(1R,4aS,5R,6R,8aR)-6-Hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylenedecahydro-1-naphthalenyl]vinyl}-2(5H)-furanone

C20H28O4 (332.19874880000003)


14-Deoxy-11,12-didehydroandrographolide is an analogue of Andrographolide. 14-Deoxy-11,12-didehydroandrographolide inhibits NF-κB activation. 14-Deoxy-11,12-didehydroandrographolide is an analogue of Andrographolide. 14-Deoxy-11,12-didehydroandrographolide inhibits NF-κB activation.

   

1-(Dimethylarsinoyl)pentadecane

1-(Dimethylarsinoyl)pentadecane

C17H37AsO (332.2060212)


   
   
   

12-Methoxy-8,11,13-abietatriene-7beta,11-diol

12-Methoxy-8,11,13-abietatriene-7beta,11-diol

C21H32O3 (332.23513219999995)


   
   
   
   
   

2-(2-(2-Hydroxyethoxy)ethoxy)ethyl laurate

2-(2-(2-Hydroxyethoxy)ethoxy)ethyl laurate

C18H36O5 (332.2562606)


   

7|A,15-Dihydroxydehydroabietic acid

7|A,15-Dihydroxydehydroabietic acid

C20H28O4 (332.19874880000003)


   
   

(9S)-9,10,12-Trihydroxyoctadecanoic acid

(9S)-9,10,12-Trihydroxyoctadecanoic acid

C18H36O5 (332.2562606)


   

16-Hydroxy-2-oxocleroda-3,13-dien-15,16-olide

16-Hydroxy-2-oxocleroda-3,13-dien-15,16-olide

C20H28O4 (332.19874880000003)


   

7beta,15alpha-dihydroxykaurenolide|ent-7beta,15alpha-dihydroxy-kaurenolide

7beta,15alpha-dihydroxykaurenolide|ent-7beta,15alpha-dihydroxy-kaurenolide

C20H28O4 (332.19874880000003)


   

6-(3-Methylbutanoyl)---Furanoeremophil-1(10)-ene-6,9-diol

6-(3-Methylbutanoyl)---Furanoeremophil-1(10)-ene-6,9-diol

C20H28O4 (332.19874880000003)


   
   

(1R*,5S*,6S*,7R*,9S*,1OE,12R*,13S*)-5,6-epoxy-7,13-dihydroxy-2-methylene-12-(2-methylprop-1-enyl)-6-methylbicyclo<7,4,0>tridec-10-ene-10-carbaldehyde|(1R*,5S*,6S*,7R*,9S*,1OE,12R*,13S*)-5,6-epoxy-7,13-dihydroxy-2-methylene-12-(2-methylprop-1-enyl)-6-methylbicyclo[7,4,0]tridec-10-ene-10-carbaldehyde|5,6-Epoxy-7,13-dihydroxy-2-methylene-12-(2-methyl-1-propenyl)-6-methylbicyclo[7.4.0]tridec-10-ene-10-carboxaldehyde

(1R*,5S*,6S*,7R*,9S*,1OE,12R*,13S*)-5,6-epoxy-7,13-dihydroxy-2-methylene-12-(2-methylprop-1-enyl)-6-methylbicyclo<7,4,0>tridec-10-ene-10-carbaldehyde|(1R*,5S*,6S*,7R*,9S*,1OE,12R*,13S*)-5,6-epoxy-7,13-dihydroxy-2-methylene-12-(2-methylprop-1-enyl)-6-methylbicyclo[7,4,0]tridec-10-ene-10-carbaldehyde|5,6-Epoxy-7,13-dihydroxy-2-methylene-12-(2-methyl-1-propenyl)-6-methylbicyclo[7.4.0]tridec-10-ene-10-carboxaldehyde

C20H28O4 (332.19874880000003)


   

5alpha-Methoxy-5,10-dihydroprintzianic acid

5alpha-Methoxy-5,10-dihydroprintzianic acid

C20H28O4 (332.19874880000003)


   

(8R)-vallartanone|Vallartanone B

(8R)-vallartanone|Vallartanone B

C20H28O4 (332.19874880000003)


   

ent-8,9-seco-7alpha,11beta-dihydroxykaura-8(14),16-dien-9,15-dione

ent-8,9-seco-7alpha,11beta-dihydroxykaura-8(14),16-dien-9,15-dione

C20H28O4 (332.19874880000003)


   

3,14-Dihydroxy-1(6),3,15-bifloratriene-2,5-dione

3,14-Dihydroxy-1(6),3,15-bifloratriene-2,5-dione

C20H28O4 (332.19874880000003)


   

euryopsonol isovalerate|Euryopsonol-isovalerat

euryopsonol isovalerate|Euryopsonol-isovalerat

C20H28O4 (332.19874880000003)


   
   

ent-2beta-hydroxy-15,16-epoxy-3,13(16),14-clerodatrien-18-oic acid|hardwickiic acid

ent-2beta-hydroxy-15,16-epoxy-3,13(16),14-clerodatrien-18-oic acid|hardwickiic acid

C20H28O4 (332.19874880000003)


   

4(18),13-Clerodadien-3-oxo-15-oic acid methyl ester

4(18),13-Clerodadien-3-oxo-15-oic acid methyl ester

C21H32O3 (332.23513219999995)


   

methyl-16alpha,17-epoxy-ent-kaurenoate

methyl-16alpha,17-epoxy-ent-kaurenoate

C21H32O3 (332.23513219999995)


   

(ent-1??)-form-1-Hydroxy-15-oxo-16-kauren-19-oic acid

(ent-1??)-form-1-Hydroxy-15-oxo-16-kauren-19-oic acid

C20H28O4 (332.19874880000003)


   
   

3-Oxo-21-nor-5alpha-pregnansaeure-(20)-methylester|3-Oxo-5alpha-androstan-17beta-carbonsaeure-methylester|3-oxo-5alpha-androstane-17beta-carboxylic acid methyl ester|methyl 3-oxo-5alpha-androstane-17beta-carboxylate

3-Oxo-21-nor-5alpha-pregnansaeure-(20)-methylester|3-Oxo-5alpha-androstan-17beta-carbonsaeure-methylester|3-oxo-5alpha-androstane-17beta-carboxylic acid methyl ester|methyl 3-oxo-5alpha-androstane-17beta-carboxylate

C21H32O3 (332.23513219999995)


   
   

11,12-dihydroxy-6,7-secoabieta-8,11,13-trien-6,7-dial-11,6-hemiacetal

11,12-dihydroxy-6,7-secoabieta-8,11,13-trien-6,7-dial-11,6-hemiacetal

C20H28O4 (332.19874880000003)


   

2beta,17-dihydroxyspongia-13(16),14-dien-3-one

2beta,17-dihydroxyspongia-13(16),14-dien-3-one

C20H28O4 (332.19874880000003)


   
   
   
   

methyl 12beta-hydroxysandaracopimarate

methyl 12beta-hydroxysandaracopimarate

C21H32O3 (332.23513219999995)


   

17beta-Acetoxy-10beta-hydroxy-19-nor-testosteron

17beta-Acetoxy-10beta-hydroxy-19-nor-testosteron

C20H28O4 (332.19874880000003)


   

ent-cleroda-3,13-diene-17-oic acid-15,16-olide

ent-cleroda-3,13-diene-17-oic acid-15,16-olide

C20H28O4 (332.19874880000003)


   
   
   
   

(7S)-7,13-dihydroxy-14-isopropyl-8,11,13-podocarpatrien-19-oic acid|inumakiol D

(7S)-7,13-dihydroxy-14-isopropyl-8,11,13-podocarpatrien-19-oic acid|inumakiol D

C20H28O4 (332.19874880000003)


   

3alpha,17-dihydroxyspongia-13(16),14-dien-2-one

3alpha,17-dihydroxyspongia-13(16),14-dien-2-one

C20H28O4 (332.19874880000003)


   

methyl (E)-14xi,15-epoxylabd-8(17),12-dien-16-oate

methyl (E)-14xi,15-epoxylabd-8(17),12-dien-16-oate

C21H32O3 (332.23513219999995)


   
   

carbomethoxyfuscol|methyl (1R*,2R*,4S*)-18-hydroxyloba-8,10,13(Z),16(E)-tetraen-13-carboxylate

carbomethoxyfuscol|methyl (1R*,2R*,4S*)-18-hydroxyloba-8,10,13(Z),16(E)-tetraen-13-carboxylate

C21H32O3 (332.23513219999995)


   
   
   

(5beta,16alpha)-16-Hydroxypregnane-3,20-dione

(5beta,16alpha)-16-Hydroxypregnane-3,20-dione

C21H32O3 (332.23513219999995)


   

15-<2-methylbutyryloxy>-custunolide

15-<2-methylbutyryloxy>-custunolide

C20H28O4 (332.19874880000003)


   

ent-(13S)-hydroxy-4,5-oxy-4,5-seco-atis-16-en-3,14-dione

ent-(13S)-hydroxy-4,5-oxy-4,5-seco-atis-16-en-3,14-dione

C20H28O4 (332.19874880000003)


   

6beta-isovaleryloxysenberginone

6beta-isovaleryloxysenberginone

C20H28O4 (332.19874880000003)


   
   
   

(3bR,5aR,6S,7R,9aR,9bR)-7-hydroxy-6-hydroxymethyl-3b,6,9a-trimethyl-3b,5,5a,6,7,9,9a,9b,10,11-decahydrophenanthro-[1,2-c]furan-8(4H)-one|3beta,19-Dihydroxyspongia-13(16),14-dien-2-on|Epispongiadiol

(3bR,5aR,6S,7R,9aR,9bR)-7-hydroxy-6-hydroxymethyl-3b,6,9a-trimethyl-3b,5,5a,6,7,9,9a,9b,10,11-decahydrophenanthro-[1,2-c]furan-8(4H)-one|3beta,19-Dihydroxyspongia-13(16),14-dien-2-on|Epispongiadiol

C20H28O4 (332.19874880000003)


   
   

(3beta,14beta)-form-3,14-Dihydroxypregn-5-en-20-one

(3beta,14beta)-form-3,14-Dihydroxypregn-5-en-20-one

C21H32O3 (332.23513219999995)


   

7-seco-7(20),11(20)-diepoxy-7,14-dihydroxyabieta-8,11,13-triene

7-seco-7(20),11(20)-diepoxy-7,14-dihydroxyabieta-8,11,13-triene

C20H28O4 (332.19874880000003)


   
   
   

ent-(13S)-hydroxy-14-oxo-3,4-seco-atis-16-en-3,4-olide

ent-(13S)-hydroxy-14-oxo-3,4-seco-atis-16-en-3,4-olide

C20H28O4 (332.19874880000003)


   

6beta-angeloyloxy-7alpha-hydroxyoplapa-3(14)Z,8(10)-dien-2-one

6beta-angeloyloxy-7alpha-hydroxyoplapa-3(14)Z,8(10)-dien-2-one

C20H28O4 (332.19874880000003)


   

methyl ester of the 7-ketodehydroabietic acid

methyl ester of the 7-ketodehydroabietic acid

C21H32O3 (332.23513219999995)


   

17-Hydroxyandrost-5-en-3-yl acetate

17-Hydroxyandrost-5-en-3-yl acetate

C21H32O3 (332.23513219999995)


   

methyl 3beta-hydroxysandaracopimarate

methyl 3beta-hydroxysandaracopimarate

C21H32O3 (332.23513219999995)


   

6beta,11alpha-Dihydroxy-3alpha,5alpha-cyclopregnan-20-on

6beta,11alpha-Dihydroxy-3alpha,5alpha-cyclopregnan-20-on

C21H32O3 (332.23513219999995)


   

3alpha-3,21-Dihydroxypregn-4-en-20-one

3alpha-3,21-Dihydroxypregn-4-en-20-one

C21H32O3 (332.23513219999995)


   
   

methyl 15-hydroxyabietate|monomethyl 15-hydroxyabietate

methyl 15-hydroxyabietate|monomethyl 15-hydroxyabietate

C21H32O3 (332.23513219999995)


   

2alpha,3beta-dihydroxy-16-oxopregn-5(6)-ene|dyscusin B

2alpha,3beta-dihydroxy-16-oxopregn-5(6)-ene|dyscusin B

C21H32O3 (332.23513219999995)


   
   
   

Me ester-2-[(2,3,3a,4,5,7a-Hexahydro-3,6-dimethyl-2-benzofuranyl)ethylidene]-6-methyl-5-heptenoic acid

Me ester-2-[(2,3,3a,4,5,7a-Hexahydro-3,6-dimethyl-2-benzofuranyl)ethylidene]-6-methyl-5-heptenoic acid

C21H32O3 (332.23513219999995)


   
   

14-(3-Furanyl)-3, 7, 11-trimethyl-7, 11-tetradecadienoic acid

14-(3-Furanyl)-3, 7, 11-trimethyl-7, 11-tetradecadienoic acid

C21H32O3 (332.23513219999995)


   
   
   
   

methyl ent-7beta-hydroxyatis-16-en-19-oate

methyl ent-7beta-hydroxyatis-16-en-19-oate

C21H32O3 (332.23513219999995)


   
   
   

grandiflorolic acid methyl ester|Grandiflorolsaeure-methylester (15alpha-Hydroxy-(-)-Delta16-kauren-19-saeure-methylester)|methyl 15alpha-hydroxykaur-16-en-19-oate|methyl ent-15beta-hydroxy-16-kauren-19-oate|methyl ent-15beta-hydroxy-kaur-16-en-19-oate|methyl ent-15beta-hydroxykaur-16-en-19-oate|methyl grandiflolate

grandiflorolic acid methyl ester|Grandiflorolsaeure-methylester (15alpha-Hydroxy-(-)-Delta16-kauren-19-saeure-methylester)|methyl 15alpha-hydroxykaur-16-en-19-oate|methyl ent-15beta-hydroxy-16-kauren-19-oate|methyl ent-15beta-hydroxy-kaur-16-en-19-oate|methyl ent-15beta-hydroxykaur-16-en-19-oate|methyl grandiflolate

C21H32O3 (332.23513219999995)


   

(3R,2E)-2-(hexadec-15-ynyliedene)-3-hydroxy-4-methylenebutanolide|3E-Isomer-Mahubynolide|??|isomahubynolide

(3R,2E)-2-(hexadec-15-ynyliedene)-3-hydroxy-4-methylenebutanolide|3E-Isomer-Mahubynolide|??|isomahubynolide

C21H32O3 (332.23513219999995)


   

ent-12beta-hydroxykaurenoic acid methyl ester|methyl ent-12beta-hydroxykaur-16-en-19-oate

ent-12beta-hydroxykaurenoic acid methyl ester|methyl ent-12beta-hydroxykaur-16-en-19-oate

C21H32O3 (332.23513219999995)


   

Asterosapogenin I|Asterosapogenin I.

Asterosapogenin I|Asterosapogenin I.

C21H32O3 (332.23513219999995)


   

16-oxocleroda-3,13(14)E-dien-15-oic acid methyl ester

16-oxocleroda-3,13(14)E-dien-15-oic acid methyl ester

C21H32O3 (332.23513219999995)


   

3-(7,10-hexadecadienylidene)dihydro-4-hydroxy-5-methylene-2(3h)-furanone

3-(7,10-hexadecadienylidene)dihydro-4-hydroxy-5-methylene-2(3h)-furanone

C21H32O3 (332.23513219999995)


   
   

12-methoxy-7alpha,11-dihydroxy-dehydroabietane

12-methoxy-7alpha,11-dihydroxy-dehydroabietane

C21H32O3 (332.23513219999995)


   

3alpha-Hydroxy-ent-kaurensaeuremethylester|methyl 3alpha-hydroxy-ent-kaur-16-en-19-oate|methyl ent-3beta-hydroxy-kaur-16-en-19-oate

3alpha-Hydroxy-ent-kaurensaeuremethylester|methyl 3alpha-hydroxy-ent-kaur-16-en-19-oate|methyl ent-3beta-hydroxy-kaur-16-en-19-oate

C21H32O3 (332.23513219999995)


   
   
   
   

14-Deoxy, 17-Me ether-17, 18-Epoxy-1(19), 7, 10, 12-xenicatetraene-6, 14, 17-triol

14-Deoxy, 17-Me ether-17, 18-Epoxy-1(19), 7, 10, 12-xenicatetraene-6, 14, 17-triol

C21H32O3 (332.23513219999995)


   

(2R*,3R*,6E,9E,10R*,18S*)-7,18-18,19-bisepoxyxenic-19-methoxy-6,9,13-triene

(2R*,3R*,6E,9E,10R*,18S*)-7,18-18,19-bisepoxyxenic-19-methoxy-6,9,13-triene

C21H32O3 (332.23513219999995)


   
   

(13E)-2-oxoneocleroda-3,13-dien-15-oate|2-oxokolavenic acid methyl ester|Altissimsaeure-methylester|methyl (2E)-3-methyl-5-[(1S,2R,4aR,8aR)-1,2,3,4,4a,7,8,8a-octahydro-1,2,4a,5-tetramethyl-7-oxonaphthalen-1-yl]pent-2-enoate|methyl 2-oxo-kolavenoate|methyl 2-oxokolavenoate|methyl-2-oxo-kolavenoate

(13E)-2-oxoneocleroda-3,13-dien-15-oate|2-oxokolavenic acid methyl ester|Altissimsaeure-methylester|methyl (2E)-3-methyl-5-[(1S,2R,4aR,8aR)-1,2,3,4,4a,7,8,8a-octahydro-1,2,4a,5-tetramethyl-7-oxonaphthalen-1-yl]pent-2-enoate|methyl 2-oxo-kolavenoate|methyl 2-oxokolavenoate|methyl-2-oxo-kolavenoate

C21H32O3 (332.23513219999995)


   
   

Preclavulone A methyl ester 12-isomer

Preclavulone A methyl ester 12-isomer

C21H32O3 (332.23513219999995)


   

cryptotrienolic acid methyl ester

cryptotrienolic acid methyl ester

C21H32O3 (332.23513219999995)


   

Methyl 7alpha-hydroxy-ent-pimara-8,15-dien-19-oate

Methyl 7alpha-hydroxy-ent-pimara-8,15-dien-19-oate

C21H32O3 (332.23513219999995)


   

methyl-ent-7-oxopimara-8,15-dien-19-oate

methyl-ent-7-oxopimara-8,15-dien-19-oate

C21H32O3 (332.23513219999995)


   

agallochin O|agallocin O|methyl ent-17-hydroxy-3,4-secokaura-4(19),15-dien-3-oate

agallochin O|agallocin O|methyl ent-17-hydroxy-3,4-secokaura-4(19),15-dien-3-oate

C21H32O3 (332.23513219999995)


   
   

methyl 6,8(17)-diene grindelate

methyl 6,8(17)-diene grindelate

C21H32O3 (332.23513219999995)


   

methyl 16alpha-hydroxy-ent-kaur-11-en-19-oate

methyl 16alpha-hydroxy-ent-kaur-11-en-19-oate

C21H32O3 (332.23513219999995)


   

(3Z,12Z)-6,7:9,10:15,16-trisepoxyhenicosa-3,12,20-triene|6,7;12,13:15,16-Triepoxide-(all-Z)-1,6,9,12,15,18-Heneicosahexaene

(3Z,12Z)-6,7:9,10:15,16-trisepoxyhenicosa-3,12,20-triene|6,7;12,13:15,16-Triepoxide-(all-Z)-1,6,9,12,15,18-Heneicosahexaene

C21H32O3 (332.23513219999995)


   

(-)-(8S)-8-phenyl-1,5,9,13-tetraazacycloheptadecan-6-one|(-)-(S)-8-phenyl-1,5,9,13-tetraazacycloheptadecan-6-one|(-)-(S)-protoverbine|(-)-protoverbine|protoverbine

(-)-(8S)-8-phenyl-1,5,9,13-tetraazacycloheptadecan-6-one|(-)-(S)-8-phenyl-1,5,9,13-tetraazacycloheptadecan-6-one|(-)-(S)-protoverbine|(-)-protoverbine|protoverbine

C19H32N4O (332.25759819999996)


   

11-deoxy-7-epi-taxodistine A|taxodistine B

11-deoxy-7-epi-taxodistine A|taxodistine B

C21H32O3 (332.23513219999995)


   

2-Tetradecanone, 14-(1,3-benzodioxol-5-yl)-

2-Tetradecanone, 14-(1,3-benzodioxol-5-yl)-

C21H32O3 (332.23513219999995)


   

methyl 9-hydroxyl-eicosa-2(Z),5(Z),7(E),11(Z),14(Z)-pentaenoate

methyl 9-hydroxyl-eicosa-2(Z),5(Z),7(E),11(Z),14(Z)-pentaenoate

C21H32O3 (332.23513219999995)


   

5alpha-methoxy-1betaH,2alphaH-casba-3Z,7E,11E-trien-18-oic acid|pekinenin B

5alpha-methoxy-1betaH,2alphaH-casba-3Z,7E,11E-trien-18-oic acid|pekinenin B

C21H32O3 (332.23513219999995)


   
   

(6R)-6-hydroxydichotoma-4,14-diene-1,17-dial

(6R)-6-hydroxydichotoma-4,14-diene-1,17-dial

C21H32O3 (332.23513219999995)


   

(-)-(1R*,4R*,10R*)-4-methoxycembra-2E,7E,11Z-trien-20,10-olide

(-)-(1R*,4R*,10R*)-4-methoxycembra-2E,7E,11Z-trien-20,10-olide

C21H32O3 (332.23513219999995)


   

15-methoxylabda-8(17),13-dien-15,15-olide|coronarin G

15-methoxylabda-8(17),13-dien-15,15-olide|coronarin G

C21H32O3 (332.23513219999995)


   

7S,8S-epoxy-1,3,11-cembratriene-16-oic methyl ester

7S,8S-epoxy-1,3,11-cembratriene-16-oic methyl ester

C21H32O3 (332.23513219999995)


   
   
   
   
   

16(R&S)-methoxycleroda-4(18),13-dien-15,16-olide

16(R&S)-methoxycleroda-4(18),13-dien-15,16-olide

C21H32O3 (332.23513219999995)


   

methyl 15-oxopimara-8(14)-en-18-oate|Methyl-15-oxo-8(14)-pimaren-18-oat

methyl 15-oxopimara-8(14)-en-18-oate|Methyl-15-oxo-8(14)-pimaren-18-oat

C21H32O3 (332.23513219999995)


   

3beta,12beta-dihydroxy-5alpha-pregnane-16-en-20-one

3beta,12beta-dihydroxy-5alpha-pregnane-16-en-20-one

C21H32O3 (332.23513219999995)


   
   

methyl 12R-hydroxymethyl-8(17),11Z,13(16)-trien-19-oate

methyl 12R-hydroxymethyl-8(17),11Z,13(16)-trien-19-oate

C21H32O3 (332.23513219999995)


   
   

ent-11alpha-acetoxykaur-16-en-18-oic acid

ent-11alpha-acetoxykaur-16-en-18-oic acid

C21H32O3 (332.23513219999995)


   

6,7,8,9-Tetrahydro-2-methoxy-3-isopropyl-8-[3-[2-(hydroxymethyl)oxirane-2-yl]propyl]-5H-benzocycloheptene

6,7,8,9-Tetrahydro-2-methoxy-3-isopropyl-8-[3-[2-(hydroxymethyl)oxirane-2-yl]propyl]-5H-benzocycloheptene

C21H32O3 (332.23513219999995)


   

Me ester-(5Z,7E,9E,14Z,11S,12S)-11,12-Epoxy-5,7,9,14-eicosatetraenoic acid

Me ester-(5Z,7E,9E,14Z,11S,12S)-11,12-Epoxy-5,7,9,14-eicosatetraenoic acid

C21H32O3 (332.23513219999995)


   
   

6alpha-15,16-Epoxy-6-hydroxy-7,13(16),14-labdatrien-17-oic acid

6alpha-15,16-Epoxy-6-hydroxy-7,13(16),14-labdatrien-17-oic acid

C21H32O3 (332.23513219999995)


   

3beta,14beta-dihydroxy-17betaH-pregn-5-en-15-one|stemmin C

3beta,14beta-dihydroxy-17betaH-pregn-5-en-15-one|stemmin C

C21H32O3 (332.23513219999995)


   

1-dimethylarsinoyl-pentadecane

1-dimethylarsinoyl-pentadecane

C17H37AsO (332.2060212)


   

(5beta,15beta)-15-Hydorxypregnane-3,20-dione

(5beta,15beta)-15-Hydorxypregnane-3,20-dione

C21H32O3 (332.23513219999995)


   

17alpha-Hydroxy-pregnenolon|3-beta,17-alpha-dihydroxypregn-4-en-20-one

17alpha-Hydroxy-pregnenolon|3-beta,17-alpha-dihydroxypregn-4-en-20-one

C21H32O3 (332.23513219999995)


   
   

chrisolic acid methyl ester|Me ester-Chrysolic acid|methyl chrysolate

chrisolic acid methyl ester|Me ester-Chrysolic acid|methyl chrysolate

C21H32O3 (332.23513219999995)


   
   

2alpha-hydroxy-12,13Z-ozic acid methylester|Me ester-(ent-2beta,12Z)-2-Hydroxy-8(17)-,12,14-labdatrien-18-oic acid

2alpha-hydroxy-12,13Z-ozic acid methylester|Me ester-(ent-2beta,12Z)-2-Hydroxy-8(17)-,12,14-labdatrien-18-oic acid

C21H32O3 (332.23513219999995)


   
   

19-Aldehydo-8(17),E-13-labdadien-15-oat|methyl agathalate|Methyl-19-aldehydo-8(17)-(E)-13-labdadien-15-oat

19-Aldehydo-8(17),E-13-labdadien-15-oat|methyl agathalate|Methyl-19-aldehydo-8(17)-(E)-13-labdadien-15-oat

C21H32O3 (332.23513219999995)


   

Et ester-(5Z,8R,9E,11Z,14Z,17Z)-8-Hydroxy-5,9,11,14,17-eicosapentaenoic acid

Et ester-(5Z,8R,9E,11Z,14Z,17Z)-8-Hydroxy-5,9,11,14,17-eicosapentaenoic acid

C21H32O3 (332.23513219999995)


   

Me ester-(2Z,5Z,7E,11Z,14Z)-9-Hydroxy-2,5,7,11,14-eicosapentaenoic acid

Me ester-(2Z,5Z,7E,11Z,14Z)-9-Hydroxy-2,5,7,11,14-eicosapentaenoic acid

C21H32O3 (332.23513219999995)


   
   

methyl 8,14-epoxyabiet-12-en-18-oate

methyl 8,14-epoxyabiet-12-en-18-oate

C21H32O3 (332.23513219999995)


   

Me ester-(ent-15beta)-15-Hydroxy-19-trachylobanoic acid

Me ester-(ent-15beta)-15-Hydroxy-19-trachylobanoic acid

C21H32O3 (332.23513219999995)


   

2-Methyl-2-(4-methyl-3-pentenyl)-7-pentyl-3,4-dihydro-2H-1-benzopyran-3,5-diol

2-Methyl-2-(4-methyl-3-pentenyl)-7-pentyl-3,4-dihydro-2H-1-benzopyran-3,5-diol

C21H32O3 (332.23513219999995)


   

(12S)-hydroxyeicosapentaenoic acid|12-(S)-HEPE methyl ester

(12S)-hydroxyeicosapentaenoic acid|12-(S)-HEPE methyl ester

C21H32O3 (332.23513219999995)


   
   

Me ester-3beta-3-Hydroxy-7,15-isopimaradien-18-oic acid

Me ester-3beta-3-Hydroxy-7,15-isopimaradien-18-oic acid

C21H32O3 (332.23513219999995)


   

methyl (15S)-16-hydroxyserrulatan-19-oate

methyl (15S)-16-hydroxyserrulatan-19-oate

C21H32O3 (332.23513219999995)


   

Me ester-(ent-13E)-15-Oxo-1(10),13-halimadien-18-oic acid|methyl 15-al-1(10),13Z-ent-halimadien-18-oate

Me ester-(ent-13E)-15-Oxo-1(10),13-halimadien-18-oic acid|methyl 15-al-1(10),13Z-ent-halimadien-18-oate

C21H32O3 (332.23513219999995)


   
   
   

2beta-methoxy-ent-labda-8(17),13-dien-15,16-olide

2beta-methoxy-ent-labda-8(17),13-dien-15,16-olide

C21H32O3 (332.23513219999995)


   

Me ester-2-[(3,4,4a,5,6,8a-Hexahydro-4,7-dimethyl-2H-1-benzofuran-2-yl)methylene]-6-methyl-5-heptenoic acid

Me ester-2-[(3,4,4a,5,6,8a-Hexahydro-4,7-dimethyl-2H-1-benzofuran-2-yl)methylene]-6-methyl-5-heptenoic acid

C21H32O3 (332.23513219999995)


   

Me ester-(5Z,8Z,10E,12E,14S,15S)-14,15-Epoxy-5,8,10,12-eicosatetraenoic acid

Me ester-(5Z,8Z,10E,12E,14S,15S)-14,15-Epoxy-5,8,10,12-eicosatetraenoic acid

C21H32O3 (332.23513219999995)


   

(+/-)-6,7-cis-epoxycannabigerol

(+/-)-6,7-cis-epoxycannabigerol

C21H32O3 (332.23513219999995)


   

[(3S,8R,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] acetate

[(3S,8R,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] acetate

C21H32O3 (332.23513219999995)


   
   

Leukotriene A4 methyl ester

5S-trans-5,6-oxido-7E,9E,11Z,14Z-eicosatetraenoic acid, methyl ester

C21H32O3 (332.23513219999995)


   
   

U-51605

9α,11α-azoprosta-5Z,13E-dien-1-oic acid

C20H32N2O2 (332.24636519999996)


   
   
   
   

5(6)-EpETE methyl ester

(±)5(6)-epoxy-8Z,11Z,14Z,17Z-eicosatetraenoic acid, methyl ester

C21H32O3 (332.23513219999995)


   
   
   

2,3-dihydroxypropyl 3-hydroxy-13-methyltetradecanoate

NCGC00385410-01!2,3-dihydroxypropyl 3-hydroxy-13-methyltetradecanoate

C18H36O5 (332.2562606)


   

(E)-1-(4-hydroxy-3-methoxyphenyl)tetradec-4-en-3-one

NCGC00169717-02!(E)-1-(4-hydroxy-3-methoxyphenyl)tetradec-4-en-3-one

C21H32O3 (332.23513219999995)


   

C21H32O3_(3R,4R,5R)-3-[(11E)-11,15-Hexadecadien-9-yn-1-yl]-4-hydroxy-5-methyldihydro-2(3H)-furanone

NCGC00381032-01_C21H32O3_(3R,4R,5R)-3-[(11E)-11,15-Hexadecadien-9-yn-1-yl]-4-hydroxy-5-methyldihydro-2(3H)-furanone

C21H32O3 (332.23513219999995)


   

17a-Hydroxypregnenolone

Pregn-5-ene-3alpha,17alpha-diol-20-one

C21H32O3 (332.23513219999995)


C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones A hydroxypregnenolone carrying an alpha-hydroxy group at position 17. 17-α-hydroxypregnenolone, also known as (3beta)-3,17-dihydroxypregn-5-en-20-one or 5-pregnen-3b,17a-diol-20-one, belongs to gluco/mineralocorticoids, progestogins and derivatives class of compounds. Those are steroids with a structure based on a hydroxylated prostane moiety. Thus, 17-α-hydroxypregnenolone is considered to be a steroid lipid molecule. 17-α-hydroxypregnenolone is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 17-α-hydroxypregnenolone can be found in a number of food items such as strawberry guava, java plum, conch, and chives, which makes 17-α-hydroxypregnenolone a potential biomarker for the consumption of these food products. 17-α-hydroxypregnenolone can be found primarily in blood, as well as in human adrenal cortex and testes tissues. In humans, 17-α-hydroxypregnenolone is involved in a couple of metabolic pathways, which include androgen and estrogen metabolism and steroidogenesis. 17-α-hydroxypregnenolone is also involved in several metabolic disorders, some of which include aromatase deficiency, adrenal hyperplasia type 3 or congenital adrenal hyperplasia due to 21-hydroxylase deficiency, adrenal hyperplasia type 5 or congenital adrenal hyperplasia due to 17 alpha-hydroxylase deficiency, and apparent mineralocorticoid excess syndrome. 17a-Hydroxypregnenolone is a pregnane steroid. 17a-Hydroxypregnenolone is a prohormone in the formation of dehydroepiandrosterone (DHEA).

   

2,3-dihydroxypropyl 3-hydroxy-13-methyltetradecanoate [IIN-based: Match]

NCGC00385410-01!2,3-dihydroxypropyl 3-hydroxy-13-methyltetradecanoate [IIN-based: Match]

C18H36O5 (332.2562606)


   

2,3-dihydroxypropyl 3-hydroxy-13-methyltetradecanoate [IIN-based on: CCMSLIB00000845596]

NCGC00385410-01!2,3-dihydroxypropyl 3-hydroxy-13-methyltetradecanoate [IIN-based on: CCMSLIB00000845596]

C18H36O5 (332.2562606)


   
   
   

18-hydroxy-9S,10R-dihydroxy-stearic acid

18-hydroxy-9S,10R-dihydroxy-octadecanoic acid

C18H36O5 (332.2562606)


   

9R,10S,18-trihydroxy-stearic acid

9R,10S,18-trihydroxy-octadecanoic acid

C18H36O5 (332.2562606)


   

5α-dihydrodeoxycorticosterone

21-hydroxy-5alpha-pregnane-3,20-dione

C21H32O3 (332.23513219999995)


   

(5Z,7E)-(1S,3R,20S)-9,10-seco-5,7,10(19)-pregnatriene-1,3,20-triol

(20S)-1α,20-dihydroxy-22,23,24,25,26,27-hexanorvitamin D3 / (20S)-1α,20-dihydroxy-22,23,24,25,26,27-hexanorcholecalciferol

C21H32O3 (332.23513219999995)


   
   

17-DHP

17alpha-hydroxy-20beta-dihydroprogesterone

C21H32O3 (332.23513219999995)


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

   

17,20-dihydroxypregn-4-en-3-one

17,20-dihydroxypregn-4-en-3-one

C21H32O3 (332.23513219999995)


   

20a-Dihydroxyprogesterone

3alpha,7alpha-Dihydroxy-5beta-cholestanate

C21H32O3 (332.23513219999995)


   

9,10,13-trihydroxystearic acid

9,10,13-trihydroxyoctadecanoic acid

C18H36O5 (332.2562606)


   

10-shogaol

(4e)-1-(4-hydroxy-3-methoxyphenyl)tetradec-4-en-3-one

C21H32O3 (332.23513219999995)


[10]-Shogaol is an antioxidant from Zingiber officinale for human skin cell growth and a migration enhancer. [10]-Shogaol inhibits COX-2 with an IC50 of 7.5 μM and has antiproliferation activity[1][2][3]. [10]-Shogaol is an antioxidant from Zingiber officinale for human skin cell growth and a migration enhancer. [10]-Shogaol inhibits COX-2 with an IC50 of 7.5 μM and has antiproliferation activity[1][2][3].

   

(15alpha,20R)-15,20-Dihydroxypregn-4-en-3-one

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

C21H32O3 (332.23513219999995)


   

FA 18:0;O3

18-hydroxy-9S,10R-dihydroxy-octadecanoic acid

C18H36O5 (332.2562606)


   

Aleutiric acid

9,10,18-trihydroxy-octadecanoic acid

C18H36O5 (332.2562606)


   

Thalassotalamide A

N-(decanoyl)-2,3-(Z)-dehydrotyrosinamide

C19H28N2O3 (332.20998180000004)


   

Thalassotalamide B

N-(8-methyl-nonanoyl)-2,3-(Z)-dehydrotyrosinamide

C19H28N2O3 (332.20998180000004)


   

1-dimethylarsinoyl-pentadecane

1-dimethylarsinoyl-pentadecane

C17H37OAs (332.2060212)


   

ascr#18

10R-(3R,5R-dihydroxy-6S-methyl-(2H)-tetrahydropyran-2-yloxy)-undecanoic acid

C17H32O6 (332.21987720000004)


   

oscr#18

11-(3R,5R-dihydroxy-6S-methyl-(2H)-tetrahydropyran-2-yloxy)-undecanoic acid

C17H32O6 (332.21987720000004)


An omega-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of 11-hydroxyundecanoic acid with ascarylopyranose (the alpha anomer). It is a metabolite of the nematode Caenorhabditis elegans.

   

ST 21:2;O3

3beta,6alpha-dihydroxy-5alpha-pregn-9(11)-en-20-one

C21H32O3 (332.23513219999995)


A hydroxypregnenolone that is pregnenolone substituted by a alpha-hydroxy group at position 16. D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone 17a-Hydroxypregnenolone is a pregnane steroid. 17a-Hydroxypregnenolone is a prohormone in the formation of dehydroepiandrosterone (DHEA). 21-Hydroxypregnenolone is an essential intermediate in corticosterone synthesis.

   

hydroxydione

21-Hydroxy-5beta-pregnan-3,20-dione

C21H32O3 (332.23513219999995)


D018377 - Neurotransmitter Agents > D000081227 - Neurosteroids

   
   

1-Bromooctadecane

1-Bromooctadecane

C18H37Br (332.2078462)


   

METHYL-(4-PYRROLIDIN-1-YLMETHYL-TETRAHYDRO-PYRAN-4-YL)-CARBAMICACIDBENZYLESTER

METHYL-(4-PYRROLIDIN-1-YLMETHYL-TETRAHYDRO-PYRAN-4-YL)-CARBAMICACIDBENZYLESTER

C19H28N2O3 (332.20998180000004)


   

Benzol, 1-[(4-methoxyphynyl)ethinyl]-, 4-4-propylcyclohexyl)-, trans-

Benzol, 1-[(4-methoxyphynyl)ethinyl]-, 4-4-propylcyclohexyl)-, trans-

C24H28O (332.2140038)


   
   

(S)-BENZYL (1-(CYCLOHEXYLAMINO)-3-METHYL-1-OXOBUTAN-2-YL)CARBAMATE

(S)-BENZYL (1-(CYCLOHEXYLAMINO)-3-METHYL-1-OXOBUTAN-2-YL)CARBAMATE

C19H28N2O3 (332.20998180000004)


   

5-Methyl-6-(methyl-pivaloylamino)pyridine-3-boronic acid pinacol ester

5-Methyl-6-(methyl-pivaloylamino)pyridine-3-boronic acid pinacol ester

C18H29BN2O3 (332.2271114)


   

4-[4-(3-Butenyl)[1,1-bicyclohexyl]-4-yl]-1,2-difluorobenzene

4-[4-(3-Butenyl)[1,1-bicyclohexyl]-4-yl]-1,2-difluorobenzene

C22H30F2 (332.23154439999996)


   

N-(3-DIMETHYLAMINOPROPYL)-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZAMIDE

N-(3-DIMETHYLAMINOPROPYL)-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZAMIDE

C18H29BN2O3 (332.2271114)


   

3-{2-[1-(2-Phenylethyl)-4-piperidinyl]ethyl}-1H-indole

3-{2-[1-(2-Phenylethyl)-4-piperidinyl]ethyl}-1H-indole

C23H28N2 (332.2252368)


   

3-(Triisopropoxysilyl)propyl methacrylate

3-(Triisopropoxysilyl)propyl methacrylate

C16H32O5Si (332.2018902)


   

TERT-BUTYL (4-(N-METHYLACETAMIDO)-4-PHENYLPIPERIDIN-1-YL)CARBAMATE

TERT-BUTYL (4-(N-METHYLACETAMIDO)-4-PHENYLPIPERIDIN-1-YL)CARBAMATE

C19H28N2O3 (332.20998180000004)


   
   

1-cyclohexyl-4,4-diethoxy-2-methyl-2-phenylbutan-1-one

1-cyclohexyl-4,4-diethoxy-2-methyl-2-phenylbutan-1-one

C21H32O3 (332.23513219999995)


   

2-(1-(TRIISOPROPYLSILYL)-1H-PYRROLO[2,3-B]PYRIDIN-5-YL)PROPAN-2-OL

2-(1-(TRIISOPROPYLSILYL)-1H-PYRROLO[2,3-B]PYRIDIN-5-YL)PROPAN-2-OL

C19H32N2OSi (332.22837819999995)


   

TRANS-1-ETHOXY-4-(2-(4-(4-ETHYLCYCLOHEXYL)PHENYL)ETHYNYL)BENZENE

TRANS-1-ETHOXY-4-(2-(4-(4-ETHYLCYCLOHEXYL)PHENYL)ETHYNYL)BENZENE

C24H28O (332.2140038)


   

Pregnane-11,20-dione,3-hydroxy-, (3a,5b)-

Pregnane-11,20-dione,3-hydroxy-, (3a,5b)-

C21H32O3 (332.23513219999995)


   

p-propoxyphenyl trans-4-pentylcyclohexanecarboxylate

p-propoxyphenyl trans-4-pentylcyclohexanecarboxylate

C21H32O3 (332.23513219999995)


   

Octadecyl carbonochloridate

Octadecyl carbonochloridate

C19H37ClO2 (332.2481932)


   

7α-Methyl-3,3-dimethoxy-5(10)-estrene-17-one

7α-Methyl-3,3-dimethoxy-5(10)-estrene-17-one

C21H32O3 (332.23513219999995)


   

3β-acetoxy-5β-androstan-17-one

3β-acetoxy-5β-androstan-17-one

C21H32O3 (332.23513219999995)


   

(1R,2R,3aS,9aS)-2,3,3a,4,9,9a-Hexahydro-1-[(3S)-3-hydroxyoctyl]-1H-benz[f]indene-2,5-diol

(1R,2R,3aS,9aS)-2,3,3a,4,9,9a-Hexahydro-1-[(3S)-3-hydroxyoctyl]-1H-benz[f]indene-2,5-diol

C21H32O3 (332.23513219999995)


   

16 Alpha,17-epoxy-3 beta-hydroxy-5 alpha-pregnan-20-one

16 Alpha,17-epoxy-3 beta-hydroxy-5 alpha-pregnan-20-one

C21H32O3 (332.23513219999995)


   
   

11-(Triethoxysilyl)undecanal

11-(Triethoxysilyl)undecanal

C17H36O4Si (332.2382736)


   

3-AMINO-2,3-DIHYDRO-6-METHOXY-1,1-DIMETHYLETHYL ESTER

3-AMINO-2,3-DIHYDRO-6-METHOXY-1,1-DIMETHYLETHYL ESTER

C19H28N2O3 (332.20998180000004)


   

1-[4-[1-(4-amino-3-methoxyphenyl)piperidin-4-yl]piperazin-1-yl]ethanone

1-[4-[1-(4-amino-3-methoxyphenyl)piperidin-4-yl]piperazin-1-yl]ethanone

C18H28N4O2 (332.2212148)


   

N-(3-(Dimethylamino)propyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

N-(3-(Dimethylamino)propyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

C18H29BN2O3 (332.2271114)


   
   

Ethanol, 2-(pentyl(5-(1-piperidinyl)(1,2,4)triazolo(1,5-a)pyrimidin-7-yl)amino)-

Ethanol, 2-(pentyl(5-(1-piperidinyl)(1,2,4)triazolo(1,5-a)pyrimidin-7-yl)amino)-

C17H28N6O (332.2324478)


   

Octadecanoic acid, trihydroxy-

Octadecanoic acid, trihydroxy-

C18H36O5 (332.2562606)


   

11-[(3,6-dideoxy-alpha-L-arabino-hexopyranosyl)oxy]undecanoic acid

11-[(3,6-dideoxy-alpha-L-arabino-hexopyranosyl)oxy]undecanoic acid

C17H32O6 (332.21987720000004)


   

11alpha-Hydroxy-5beta-pregnane-3,20-dione

11alpha-Hydroxy-5beta-pregnane-3,20-dione

C21H32O3 (332.23513219999995)


   

Isophloionolic acid

Isophloionolic acid

C18H36O5 (332.2562606)


   

17,21-Dihydroxypregn-4-en-3-one

17,21-Dihydroxypregn-4-en-3-one

C21H32O3 (332.23513219999995)


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

   

12alpha-Hydroxy-5beta-pregnane-3,20-dione

12alpha-Hydroxy-5beta-pregnane-3,20-dione

C21H32O3 (332.23513219999995)


   
   

17beta-Carbomethoxyandrost-5-en-3beta-ol

3beta-Hydroxyandrost-5-ene-17beta-carboxylic acid methyl ester

C21H32O3 (332.23513219999995)


   

L-Valyl-L-seryl-L-lysine

L-Valyl-L-seryl-L-lysine

C14H28N4O5 (332.2059598)


   

4,17alpha-Dimethyl-11beta-hydroxytestosterone

4,17alpha-Dimethyl-11beta-hydroxytestosterone

C21H32O3 (332.23513219999995)


   

[(1S,5S,8S,9S,10S,13S,14S,17S)-1-Hydroxy-10,13-dimethyl-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate

[(1S,5S,8S,9S,10S,13S,14S,17S)-1-Hydroxy-10,13-dimethyl-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate

C21H32O3 (332.23513219999995)


   

(5z)-7-{(1r,4s,5r,6r)-6-[(1e)-Oct-1-En-1-Yl]-2,3-Diazabicyclo[2.2.1]hept-2-En-5-Yl}hept-5-Enoic Acid

(5z)-7-{(1r,4s,5r,6r)-6-[(1e)-Oct-1-En-1-Yl]-2,3-Diazabicyclo[2.2.1]hept-2-En-5-Yl}hept-5-Enoic Acid

C20H32N2O2 (332.24636519999996)


   

20-alfa-Dhydrodydrogesterone

(20S)-17,20-dihydroxypregn-4-en-3-one

C21H32O3 (332.23513219999995)


The (20S)-stereoisomer of 17,20-dihydroxypregn-4-en-3-one. 20 alpha-dihydroxyprogesterone is a biologically weaker progestin. Progestin facilitates estrogen induction of the preovulatory luteinizing hormone (LH) surge. It is known that 20 alpha-dihydroxyprogesterone is increased at midcycle but its importance in regulating LH has not been studied. Howevever periovulatory levels of 20 alpha-dihydroxyprogesterone do not play a role in modulating the estrogen-induced bioactive LH surge. (PMID:2245841) [HMDB]

   

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

C21H32O3 (332.23513219999995)


   

(10R)-10-[(3,6-dideoxy-alpha-L-arabino-hexopyranosyl)oxy]undecanoic acid

(10R)-10-[(3,6-dideoxy-alpha-L-arabino-hexopyranosyl)oxy]undecanoic acid

C17H32O6 (332.21987720000004)


   

(20S)-1alpha,20-dihydroxy-22,23,24,25,26,27-hexanorvitamin D3/(20S)-1alpha,20-dihydroxy-22,23,24,25,26,27-hexanorcholecalciferol

(20S)-1alpha,20-dihydroxy-22,23,24,25,26,27-hexanorvitamin D3/(20S)-1alpha,20-dihydroxy-22,23,24,25,26,27-hexanorcholecalciferol

C21H32O3 (332.23513219999995)


   
   

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

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

C17H34NO5+ (332.2436854)


   

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

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

C21H32O3 (332.23513219999995)


   

(Z)-7-[(1S,4R,6R)-4-[(E)-Oct-6-enyl]-2,3-diazabicyclo[2.2.1]hept-2-en-6-yl]hept-5-enoic acid

(Z)-7-[(1S,4R,6R)-4-[(E)-Oct-6-enyl]-2,3-diazabicyclo[2.2.1]hept-2-en-6-yl]hept-5-enoic acid

C20H32N2O2 (332.24636519999996)


   

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

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

C16H30NO6+ (332.207302)


   

[3-Carboxy-2-(7-carboxy-3-methylheptanoyl)oxypropyl]-trimethylazanium

[3-Carboxy-2-(7-carboxy-3-methylheptanoyl)oxypropyl]-trimethylazanium

C16H30NO6+ (332.207302)


   

[3-Carboxy-2-(6-carboxy-2,4-dimethylhexanoyl)oxypropyl]-trimethylazanium

[3-Carboxy-2-(6-carboxy-2,4-dimethylhexanoyl)oxypropyl]-trimethylazanium

C16H30NO6+ (332.207302)


   

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

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

C17H34NO5+ (332.2436854)


   

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

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

C17H34NO5+ (332.2436854)


   

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

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

C17H34NO5+ (332.2436854)


   

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

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

C17H34NO5+ (332.2436854)


   

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

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

C17H34NO5+ (332.2436854)


   

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

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

C17H34NO5+ (332.2436854)


   

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

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

C17H34NO5+ (332.2436854)


   

Nitropyrrolin D

Nitropyrrolin D

C19H28N2O3 (332.20998180000004)


A natural product found in Streptomyces speciesCNQ-509.

   

Nitropyrrolin B

Nitropyrrolin B

C19H28N2O3 (332.20998180000004)


A natural product found in Streptomyces speciesCNQ-509.

   

4-Pregnen-20,21-diol-3-one

4-Pregnen-20,21-diol-3-one

C21H32O3 (332.23513219999995)


A 3-oxo Delta(4)-steroid that is pregn-4-en-3-one carrying two hydroxy substituents at positions 20 and 21. D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones

   

7beta-Hydroxydeoxycryptojaponol

7beta-Hydroxydeoxycryptojaponol

C21H32O3 (332.23513219999995)


   

3-hydroxy-2-phenylpropanoic acid [(1R,5R)-8-methyl-8-propan-2-yl-8-azoniabicyclo[3.2.1]octan-3-yl] ester

3-hydroxy-2-phenylpropanoic acid [(1R,5R)-8-methyl-8-propan-2-yl-8-azoniabicyclo[3.2.1]octan-3-yl] ester

C20H30NO3+ (332.22255700000005)


   

rel-(-)-(1R,4R,10R)-4-methoxycembra-2E,7E,11Z-trien-20,10-olide

rel-(-)-(1R,4R,10R)-4-methoxycembra-2E,7E,11Z-trien-20,10-olide

C21H32O3 (332.23513219999995)


A cembrane diterpenoid that is cembra-2E,7E,11Z-trien-20,10-olide substituted by a methoxy group at position 4. It has been isolated from the leaves of Croton gratissimus.

   

3-hydroxy-2-phenylpropanoic acid [(5R)-8-methyl-8-propan-2-yl-8-azoniabicyclo[3.2.1]octan-3-yl] ester

3-hydroxy-2-phenylpropanoic acid [(5R)-8-methyl-8-propan-2-yl-8-azoniabicyclo[3.2.1]octan-3-yl] ester

C20H30NO3+ (332.22255700000005)


   

(3R,4R,5R)-3-[(11E)-hexadeca-11,15-dien-9-ynyl]-4-hydroxy-5-methyloxolan-2-one

(3R,4R,5R)-3-[(11E)-hexadeca-11,15-dien-9-ynyl]-4-hydroxy-5-methyloxolan-2-one

C21H32O3 (332.23513219999995)


   

6alpha-Fluoropregn-4-ene-3,20-dione

6alpha-Fluoropregn-4-ene-3,20-dione

C21H29FO2 (332.21514659999997)


   

(5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-10,13,17-trimethyl-3-oxo-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthrene-2-carboxaldehyde

(5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-10,13,17-trimethyl-3-oxo-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthrene-2-carboxaldehyde

C21H32O3 (332.23513219999995)


   

N-[2-(1-tert-butyl-3,4,6-trimethyl-5-pyrazolo[3,4-b]pyridinyl)ethyl]carbamic acid ethyl ester

N-[2-(1-tert-butyl-3,4,6-trimethyl-5-pyrazolo[3,4-b]pyridinyl)ethyl]carbamic acid ethyl ester

C18H28N4O2 (332.2212148)


   

5-Pregnen-3-beta,7-beta-diol-20-one

5-Pregnen-3-beta,7-beta-diol-20-one

C21H32O3 (332.23513219999995)


   
   
   
   
   

17-Hydroxy-17-methyl-3-oxoandrostane-2-carbaldehyde

17-Hydroxy-17-methyl-3-oxoandrostane-2-carbaldehyde

C21H32O3 (332.23513219999995)


   
   
   
   

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

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

C21H32O3 (332.23513219999995)


   

[3-Carboxy-1-(3-hydroxydecanoyloxy)propyl]-trimethylazanium

[3-Carboxy-1-(3-hydroxydecanoyloxy)propyl]-trimethylazanium

C17H34NO5+ (332.2436854)


   

[(2R)-3-carboxy-2-(8-carboxyoctanoyloxy)propyl]-trimethylazanium

[(2R)-3-carboxy-2-(8-carboxyoctanoyloxy)propyl]-trimethylazanium

C16H30NO6+ (332.207302)


   

Testosterone methoxymethyl ether

Testosterone methoxymethyl ether

C21H32O3 (332.23513219999995)


   

17beta-Acetoxy-1beta-hydroxy-5alpha-androst-2-ene

17beta-Acetoxy-1beta-hydroxy-5alpha-androst-2-ene

C21H32O3 (332.23513219999995)


   

4,5-Benzo-1,1,3,3-tetraethyl-2-pentyl-1,3-disilacyclopent-4-ene

4,5-Benzo-1,1,3,3-tetraethyl-2-pentyl-1,3-disilacyclopent-4-ene

C20H36Si2 (332.23554160000003)


   

(16R)-Ent-15-oxokauran-18-oic acid methylester

(16R)-Ent-15-oxokauran-18-oic acid methylester

C21H32O3 (332.23513219999995)


   

GOLA_N6_2_5-amino-5-carboxypentyl amino-2-oxoethyl lysine

GOLA_N6_2_5-amino-5-carboxypentyl amino-2-oxoethyl lysine

C14H28N4O5 (332.2059598)


   

2,3-Dihydroxypropyl 3-hydroxy-13-methyltetradecanoate

2,3-Dihydroxypropyl 3-hydroxy-13-methyltetradecanoate

C18H36O5 (332.2562606)


   

1,2,3,4-Tetrahydro-2-butyl-1,1,4,4-tetraethyl-1,4-disilanaphthalene

1,2,3,4-Tetrahydro-2-butyl-1,1,4,4-tetraethyl-1,4-disilanaphthalene

C20H36Si2 (332.23554160000003)


   

(4AS,5S,8AS)-(-)-5beta,8Abeta-dimethyl-2-ethylenedioxymethyl-5alpha-(4-methyl-3-pentenyl)-4A,5,6,7,8,8aalpha-hexahydronaphthalen-1(4H)-one

(4AS,5S,8AS)-(-)-5beta,8Abeta-dimethyl-2-ethylenedioxymethyl-5alpha-(4-methyl-3-pentenyl)-4A,5,6,7,8,8aalpha-hexahydronaphthalen-1(4H)-one

C21H32O3 (332.23513219999995)


   

ipratropium

ipratropium

C20H30NO3+ (332.22255700000005)


D019141 - Respiratory System Agents > D018927 - Anti-Asthmatic Agents > D001993 - Bronchodilator Agents D018377 - Neurotransmitter Agents > D018678 - Cholinergic Agents > D018680 - Cholinergic Antagonists D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents

   

5alpha-dihydrodeoxycorticosterone

5A-PREGNAN-21-OL-3-20-DIONE CRYSTALLINE

C21H32O3 (332.23513219999995)


   

7alpha-Hydroxypregnenolone

7alpha-Hydroxypregnenolone

C21H32O3 (332.23513219999995)


A 20-oxo steroid that is pregnenolone carrying an additional hydroxy substituent at the 7alpha-position. D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones

   

5beta-dihydrodeoxycorticosterone

5beta-dihydrodeoxycorticosterone

C21H32O3 (332.23513219999995)


A 3-oxo-5beta-steroid formed from 11-deoxycorticosterone by reduction across the C4-C5 double bond.

   

21-hydroxypregnenolone

Pregn-5-en-20-one,3,21-dihydroxy-, (3b)-

C21H32O3 (332.23513219999995)


A hydroxypregnenolone that is pregnenolone which has been substituted by a hydroxy group at position 21. D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones 21-Hydroxypregnenolone is an essential intermediate in corticosterone synthesis.

   

3-hydroxy-2-phenylpropanoic acid (8-methyl-8-propan-2-yl-8-azoniabicyclo[3.2.1]octan-3-yl) ester

3-hydroxy-2-phenylpropanoic acid (8-methyl-8-propan-2-yl-8-azoniabicyclo[3.2.1]octan-3-yl) ester

C20H30NO3 (332.22255700000005)


   

(20R)-17,20-Dihydroxypregn-4-en-3-one

(20R)-17,20-Dihydroxypregn-4-en-3-one

C21H32O3 (332.23513219999995)


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

   

7beta-hydroxypregnenolone

7beta-hydroxypregnenolone

C21H32O3 (332.23513219999995)


A 20-oxo steroid that is pregnenolone carrying an additional hydroxy substituent at the 7beta-position.

   

9,10,18-Trihydroxyoctadecanoic acid

9,10,18-Trihydroxyoctadecanoic acid

C18H36O5 (332.2562606)


An omega-hydroxy fatty acid that is 18-hydroxyoctadecanoic acid carrying two additional hydroxy substituents at positions 9 and 10.

   

5alpha-Pregnan-17alpha-ol-3,20-dione

5alpha-Pregnan-17alpha-ol-3,20-dione

C21H32O3 (332.23513219999995)


   

Hydroxyheneicosapentaenoic acid

Hydroxyheneicosapentaenoic acid

C21H32O3 (332.23513219999995)