Chemical Formula: C21H32O3

Chemical Formula C21H32O3

Found 213 metabolite its formula value is C21H32O3

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

   

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

   

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

   

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)


   

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)


   

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.

   

[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].

   

(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).

   

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)


   

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)


   

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)


   

oxymetholone

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

C21H32O3 (332.23513219999995)


   

(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)


   
   
   
   

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

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

C21H32O3 (332.23513219999995)


   

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)


   
   
   
   

(-)-7-Hydroxycannabichromane

(-)-(-)-7-Hydroxycannabichromane

C21H32O3 (332.23513219999995)


   

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)


   
   
   

Tessmannic acid methyl ester

(+)-Tessmannic acid methyl ester

C21H32O3 (332.23513219999995)


   

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

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

C21H32O3 (332.23513219999995)


   

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

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

C21H32O3 (332.23513219999995)


   
   

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)


   

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)


   
   
   

methyl 12beta-hydroxysandaracopimarate

methyl 12beta-hydroxysandaracopimarate

C21H32O3 (332.23513219999995)


   

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)


   
   

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

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

C21H32O3 (332.23513219999995)


   
   

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)


   

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)


   

(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)


   

5(6)-EpETE methyl ester

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

C21H32O3 (332.23513219999995)


   
   

(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).

   

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)


   

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)


   

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

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

C21H32O3 (332.23513219999995)


   

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)


   

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)


   
   
   

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

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

C21H32O3 (332.23513219999995)


   

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)


   

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)


   

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)


   

(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)


   
   

(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)


   

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)


   

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.

   

(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)


   

(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)


   

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)


   

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)


   

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

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

C21H32O3 (332.23513219999995)


   

(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)


   

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.

   

(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.

   

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

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

C21H32O3 (332.23513219999995)


   

Hydroxyheneicosapentaenoic acid

Hydroxyheneicosapentaenoic acid

C21H32O3 (332.23513219999995)