Chemical Formula: C27H42O

Chemical Formula C27H42O

Found 50 metabolite its formula value is C27H42O

7-Dehydrodesmosterol

(1S,2R,5S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-7,9-dien-5-ol

C27H42O (382.3235482)


7-dehydrodesmosterol, also known as cholesta-5,7,24-trien-3beta-ol or 24-dehydroprovitamin d3, belongs to cholesterols and derivatives class of compounds. Those are compounds containing a 3-hydroxylated cholestane core. Thus, 7-dehydrodesmosterol is considered to be a sterol lipid molecule. 7-dehydrodesmosterol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 7-dehydrodesmosterol can be found in a number of food items such as nectarine, orange bell pepper, cinnamon, and carrot, which makes 7-dehydrodesmosterol a potential biomarker for the consumption of these food products. In humans, 7-dehydrodesmosterol is involved in several metabolic pathways, some of which include atorvastatin action pathway, simvastatin action pathway, pamidronate action pathway, and steroid biosynthesis. 7-dehydrodesmosterol is also involved in several metabolic disorders, some of which include mevalonic aciduria, wolman disease, chondrodysplasia punctata II, X linked dominant (CDPX2), and hyper-igd syndrome. 7-Dehydrodesmosterol is a sterol intermediate in the biosynthesis of steroids. 7-Dehydrodesmosterol is a substrate of the enzyme 24-dehydrocholesterol reductase (EC:1.3.1.72), an important enzyme in the biosynthesis of Cholesterol. Cholesterol is synthesized from either Lathosterol, 7-Dehydrocholesterol, Desmosterol or Cholestenol by the enzyme 3beta-hydroxysterol delta7 reductase (EC 1.3.1.21, Dhcr7). The Smith-Lemli-Opitz syndrome (SLOS, OMIM 270400) is caused by a genetic defect in cholesterol biosynthesis; mutations in the enzyme 3beta-hydroxysterol delta7 reductase lead to a failure of cholesterol synthesis, with an accumulation of precursor sterols, such as 7-Dehydrodesmosterol. SLOS results in craniofacial, limb as well as major organ defects, including the brain. In individuals with this syndrome, mental retardation, as well as other CNS dysfunction, is almost 100\\% prevalent. (PMID: 15862627, 17197219).

   

CHOLESTA-3,5-DIEN-7-ONE

CHOLESTA-3,5-DIEN-7-ONE

C27H42O (382.3235482)


   

5alpha-cholesta-8,24-dien-3-one

5alpha-cholesta-8,24-dien-3-one

C27H42O (382.3235482)


   

Cholesta-4,6-dien-3-one

(1S,2R,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-6,8-dien-5-one

C27H42O (382.3235482)


Cholesta-4,6-dien-3-one is a product of the oxidation of cholesteral. It may be metabolized to 4-cholesten-3-one and cholestanol by liver, adrenals and brain. An accumulation of cholesta-4,6-dien-3-one is found in serum of patients with cerebrotendinous xanthomatosis, and it is possible that accumulation of cholesterol in these patients is secondary to accumulation of cholesta-4,6-dien-3-one (PMID: 3557306; 16757819; 3676336) [HMDB] Cholesta-4,6-dien-3-one is a product of the oxidation of cholesteral. It may be metabolized to 4-cholesten-3-one and cholestanol by liver, adrenals and brain. An accumulation of cholesta-4,6-dien-3-one is found in serum of patients with cerebrotendinous xanthomatosis, and it is possible that accumulation of cholesterol in these patients is secondary to accumulation of cholesta-4,6-dien-3-one (PMID: 3557306; 16757819; 3676336).

   

5a-Cholesta-8,24-dien-3-one

(2S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-one

C27H42O (382.3235482)


5a-Cholesta-8,24-dien-3-one is an intermediate in the cholesterol synthesis pathway, the by-product of the Sterol-4-alpha-carboxylate 3-dehydrogenase enzyme [EC 1.1.1.70], and the substrate of the 3-keto-steroid reductase enzyme [EC 1.1.1.270]. (BioCyc, ExPASy) [HMDB] 5a-Cholesta-8,24-dien-3-one is an intermediate in the cholesterol synthesis pathway, the by-product of the Sterol-4-alpha-carboxylate 3-dehydrogenase enzyme [EC 1.1.1.70], and the substrate of the 3-keto-steroid reductase enzyme [EC 1.1.1.270]. (BioCyc, ExPASy).

   

14-Epi-19-nortachysterol

3-{2-[1-(5,6-dimethylhept-3-en-2-yl)-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-4-yl]ethenyl}cyclohex-3-en-1-ol

C27H42O (382.3235482)


   

CHOLESTA-3,5-DIEN-7-ONE

2,15-dimethyl-14-(6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-5,7-dien-9-one

C27H42O (382.3235482)


   

Cholesta-5,7,9(11)-trien-3beta-ol

10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,12,14,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-3-ol

C27H42O (382.3235482)


   

delta-5,7,22-Cholestatrienol

(2R,5S,15R)-2,15-dimethyl-14-[(2R,3E)-6-methylhept-3-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-7,9-dien-5-ol

C27H42O (382.3235482)


Delta-5,7,22-cholestatrienol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Delta-5,7,22-cholestatrienol can be found in cardamom, which makes delta-5,7,22-cholestatrienol a potential biomarker for the consumption of this food product.

   

5alpha-cholesta-8,24-dien-3-one

(2S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-one

C27H42O (382.3235482)


5alpha-cholesta-8,24-dien-3-one, also known as zymosterone, belongs to cholesterols and derivatives class of compounds. Those are compounds containing a 3-hydroxylated cholestane core. Thus, 5alpha-cholesta-8,24-dien-3-one is considered to be a sterol lipid molecule. 5alpha-cholesta-8,24-dien-3-one is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 5alpha-cholesta-8,24-dien-3-one can be found in a number of food items such as cloudberry, welsh onion, oil-seed camellia, and loquat, which makes 5alpha-cholesta-8,24-dien-3-one a potential biomarker for the consumption of these food products. 5alpha-cholesta-8,24-dien-3-one may be a unique S.cerevisiae (yeast) metabolite. 5α-cholesta-8,24-dien-3-one, also known as zymosterone, belongs to cholesterols and derivatives class of compounds. Those are compounds containing a 3-hydroxylated cholestane core. Thus, 5α-cholesta-8,24-dien-3-one is considered to be a sterol lipid molecule. 5α-cholesta-8,24-dien-3-one is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 5α-cholesta-8,24-dien-3-one can be found in a number of food items such as cloudberry, welsh onion, oil-seed camellia, and loquat, which makes 5α-cholesta-8,24-dien-3-one a potential biomarker for the consumption of these food products. 5α-cholesta-8,24-dien-3-one may be a unique S.cerevisiae (yeast) metabolite.

   

Phycomysterol B

Phycomysterol B

C27H42O (382.3235482)


   

Dendronesterone A

Dendronesterone A

C27H42O (382.3235482)


   
   

(10S)-3c-Hydroxy-10r.13c-dimethyl-17c-((R)-1.5-dimethyl-hexyl)-(14tH)-2.3.4.10.12.13.14.15.16.17-decahydro-1H-cyclopenta[a]phenanthren|cholesta-5,7,9(11)-trien-3-beta-ol|cholesta-5,7,9(11)-trien-3-ol|cholesta-5,7,9(11)-trien-3beta-ol|cholestatrien-(5.7.9(11))-ol-(3beta)|cholestatrienol|Delta5,7,9-cholestatrien-3beta-ol

(10S)-3c-Hydroxy-10r.13c-dimethyl-17c-((R)-1.5-dimethyl-hexyl)-(14tH)-2.3.4.10.12.13.14.15.16.17-decahydro-1H-cyclopenta[a]phenanthren|cholesta-5,7,9(11)-trien-3-beta-ol|cholesta-5,7,9(11)-trien-3-ol|cholesta-5,7,9(11)-trien-3beta-ol|cholestatrien-(5.7.9(11))-ol-(3beta)|cholestatrienol|Delta5,7,9-cholestatrien-3beta-ol

C27H42O (382.3235482)


   

(20R)-22E-cholesta-4,22-dien-3-one|(22E)-cholest-4,22-dien-3-one|(22E)-Cholesta-4, 22-dieo-3-one|4,22-cholestadien-3-one|Cholesta-4,22t-dien-3-on|cholesta-4,22t-dien-3-one

(20R)-22E-cholesta-4,22-dien-3-one|(22E)-cholest-4,22-dien-3-one|(22E)-Cholesta-4, 22-dieo-3-one|4,22-cholestadien-3-one|Cholesta-4,22t-dien-3-on|cholesta-4,22t-dien-3-one

C27H42O (382.3235482)


   

2,24-Cholestadien-3-on|4,24-cholestadien-3-one|cholesta-4,24-dien-3-one

2,24-Cholestadien-3-on|4,24-cholestadien-3-one|cholesta-4,24-dien-3-one

C27H42O (382.3235482)


   

(22E)-cholesta-5,7,22-trien-3beta-ol|cholesta-5,7,22-trien-3beta-ol|cholesta-5,7,22-trienol|cholesta-5,7,22E-trien-3beta-ol|ergosterol

(22E)-cholesta-5,7,22-trien-3beta-ol|cholesta-5,7,22-trien-3beta-ol|cholesta-5,7,22-trienol|cholesta-5,7,22E-trien-3beta-ol|ergosterol

C27H42O (382.3235482)


   

3beta-Cholest-5-en-23-yn-3-ol|Cholest-5-en-23-in-3beta-ol|cholest-5-en-23-yn-3beta-ol|cholesta-5-ene-23-yne-3beta-ol

3beta-Cholest-5-en-23-yn-3-ol|Cholest-5-en-23-in-3beta-ol|cholest-5-en-23-yn-3beta-ol|cholesta-5-ene-23-yne-3beta-ol

C27H42O (382.3235482)


   

2,4,6-Cholestatrien-25-ol

2,4,6-Cholestatrien-25-ol

C27H42O (382.3235482)


   

Cholesta-4, 6, 8(14)-trien-3-ol, 9CI

Cholesta-4, 6, 8(14)-trien-3-ol, 9CI

C27H42O (382.3235482)


   

Cholesta-5, 20, 24-trien-3-ol, 9CI

Cholesta-5, 20, 24-trien-3-ol, 9CI

C27H42O (382.3235482)


   
   

5alpha-cholesta-7,24-dien-3-one

5alpha-cholesta-7,24-dien-3-one

C27H42O (382.3235482)


   

17-(4-cyclopropylidene-1-methyl-butyl)-10,13-dimethyl-2,3,4,5,6,7,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

17-(4-cyclopropylidene-1-methyl-butyl)-10,13-dimethyl-2,3,4,5,6,7,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

C27H42O (382.3235482)


   

Cholest-4,6-dien-3-one

Cholest-4,6-dien-3-one

C27H42O (382.3235482)


   

(9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-1,2,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one

"(9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-1,2,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one"

C27H42O (382.3235482)


   

Cholesta-4,6-dien-3-one

Cholesta-4,6-dien-3-one

C27H42O (382.3235482)


   

7-dehydro-desmosterol

Cholesta-5,7,24-trien-3beta-ol

C27H42O (382.3235482)


   

24,25-didehydrovitamin D3 / 24,25-didehydrocholecalciferol

24,25-didehydrovitamin D3 / 24,25-didehydrocholecalciferol

C27H42O (382.3235482)


   

25-Dehydrovitamin D3

(5Z,7E)-(3S)-9,10-seco-5,7,10(19),25-cholestatetraen-3-ol

C27H42O (382.3235482)


   

24-Dehydroprevitamin D3

(4E,6Z,8Z)-(1R)-4-methyl-9,10-seco-4(5),6,8,24-cholestatetraen-1-ol

C27H42O (382.3235482)


   

5a-Cholesta-8,24-dien-3-one

5a-Cholesta-8,24-dien-3-one

C27H42O (382.3235482)


   

ST 27:3;O

19-norergost-1(10),5,24(28)-trien-3beta-ol

C27H42O (382.3235482)


   

Zymosterone

5alpha-cholesta-8,24-dien-3-one

C27H42O (382.3235482)


   

Glaucasterol

(25S)-24S,26-cyclo-cholest-5-en-3beta-ol

C27H42O (382.3235482)


   

(8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-6,7,8,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene

(8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-6,7,8,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene

C27H42O (382.3235482)


   

24,25-didehydrovitamin D3/24,25-didehydrocholecalciferol

24,25-didehydrovitamin D3/24,25-didehydrocholecalciferol

C27H42O (382.3235482)


   

26,27-Dehydrozymosterol

26,27-Dehydrozymosterol

C27H42O (382.3235482)


A cholestanoid that zymosterol in which the two methyl groups at positions 26 and 27 have been replaced by a cyclopropane ring.

   

4,9,13,17,21-Pentamethyldocosa-4,6,8,12,16,20-hexaenal

4,9,13,17,21-Pentamethyldocosa-4,6,8,12,16,20-hexaenal

C27H42O (382.3235482)


   

3-[(E)-2-[1-[(E)-5,6-dimethylhept-3-en-2-yl]-7a-methyl-1,2,3,3a,6,7-hexahydroinden-4-yl]ethenyl]cyclohex-3-en-1-ol

3-[(E)-2-[1-[(E)-5,6-dimethylhept-3-en-2-yl]-7a-methyl-1,2,3,3a,6,7-hexahydroinden-4-yl]ethenyl]cyclohex-3-en-1-ol

C27H42O (382.3235482)


   

delta-5,7,22-Cholestatrienol

delta-5,7,22-Cholestatrienol

C27H42O (382.3235482)


   

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

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

C27H42O (382.3235482)


   

cholesta-4,6,8(14)-trien-3beta-ol

cholesta-4,6,8(14)-trien-3beta-ol

C27H42O (382.3235482)


   

7-Dehydrodesmosterol

7-Dehydrodesmosterol

C27H42O (382.3235482)


A 3beta-sterol having the structure of desmosterol with an extra double bond at C-7--C-8.

   

Cholesta-1,4-dien-3-one

Cholesta-1,4-dien-3-one

C27H42O (382.3235482)


   

cholest-5-en-23-yn-3beta-ol

cholest-5-en-23-yn-3beta-ol

C27H42O (382.3235482)


   

Zymosterol intermediate 2

Zymosterol intermediate 2

C27H42O (382.3235482)


   

Cholestadienone

Cholestadienone

C27H42O (382.3235482)


   

Dehydro-desmosterol

Dehydro-desmosterol

C27H42O (382.3235482)