Chemical Formula: C24H36O5

Chemical Formula C24H36O5

Found 137 metabolite its formula value is C24H36O5

Lovastatin

[(1S,3R,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] (2S)-2-methylbutanoate

C24H36O5 (404.2562606)


Lovastatin is a fatty acid ester that is mevastatin carrying an additional methyl group on the carbobicyclic skeleton. It is used in as an anticholesteremic drug and has been found in fungal species such as Aspergillus terreus and Pleurotus ostreatus (oyster mushroom). It has a role as an Aspergillus metabolite, a prodrug, an anticholesteremic drug and an antineoplastic agent. It is a polyketide, a statin (naturally occurring), a member of hexahydronaphthalenes, a delta-lactone and a fatty acid ester. It is functionally related to a (S)-2-methylbutyric acid and a mevastatin. Lovastatin, also known as the brand name product Mevacor, is a lipid-lowering drug and fungal metabolite derived synthetically from a fermentation product of Aspergillus terreus. Originally named Mevinolin, lovastatin belongs to the statin class of medications, which are used to lower the risk of cardiovascular disease and manage abnormal lipid levels by inhibiting the endogenous production of cholesterol in the liver. More specifically, statin medications competitively inhibit the enzyme hydroxymethylglutaryl-coenzyme A (HMG-CoA) Reductase, which catalyzes the conversion of HMG-CoA to mevalonic acid and is the third step in a sequence of metabolic reactions involved in the production of several compounds involved in lipid metabolism and transport including cholesterol, low-density lipoprotein (LDL) (sometimes referred to as "bad cholesterol"), and very low-density lipoprotein (VLDL). Prescribing of statin medications is considered standard practice following any cardiovascular events and for people with a moderate to high risk of development of CVD, such as those with Type 2 Diabetes. The clear evidence of the benefit of statin use coupled with very minimal side effects or long term effects has resulted in this class becoming one of the most widely prescribed medications in North America. Lovastatin and other drugs from the statin class of medications including [atorvastatin], [pravastatin], [rosuvastatin], [fluvastatin], and [simvastatin] are considered first-line options for the treatment of dyslipidemia. Increasing use of the statin class of drugs is largely due to the fact that cardiovascular disease (CVD), which includes heart attack, atherosclerosis, angina, peripheral artery disease, and stroke, has become a leading cause of death in high-income countries and a major cause of morbidity around the world. Elevated cholesterol levels, and in particular, elevated low-density lipoprotein (LDL) levels, are an important risk factor for the development of CVD. Use of statins to target and reduce LDL levels has been shown in a number of landmark studies to significantly reduce the risk of development of CVD and all-cause mortality. Statins are considered a cost-effective treatment option for CVD due to their evidence of reducing all-cause mortality including fatal and non-fatal CVD as well as the need for surgical revascularization or angioplasty following a heart attack. Evidence has shown that even for low-risk individuals (with <10\\\\% risk of a major vascular event occurring within 5 years) statins cause a 20\\\\%-22\\\\% relative reduction in major cardiovascular events (heart attack, stroke, coronary revascularization, and coronary death) for every 1 mmol/L reduction in LDL without any significant side effects or risks. While all statin medications are considered equally effective from a clinical standpoint, [rosuvastatin] is considered the most potent; doses of 10 to 40mg [rosuvastatin] per day were found in clinical studies to result in a 45.8\\\\% to 54.6\\\\% decrease in LDL cholesterol levels, while lovastatin has been found to have an average decrease in LDL-C of 25-40\\\\%. Potency is thought to correlate to tissue permeability as the more lipophilic statins such as lovastatin are thought to enter endothelial cells by passive diffusion, as opposed to hydrophilic statins such as [pravastatin] and [rosuvastatin] which are taken up into hepatocytes through OATP1B1 (org... Lovastatin is a cholesterol-lowering agent that belongs to the class of medications called statins. It was the second agent of this class discovered. It was discovered by Alfred Alberts and his team at Merck in 1978 after screening only 18 compounds over 2 weeks. The agent, also known as mevinolin, was isolated from the fungi Aspergillus terreus. Research on this compound was suddenly shut down in 1980 and the drug was not approved until 1987. Interesting, Akira Endo at Sankyo Co. (Japan) patented lovastatin isolated from Monascus ruber four months before Merck. Lovastatin was found to be 2 times more potent than its predecessor, mevastatin, the first discovered statin. Like mevastatin, lovastatin is structurally similar to hydroxymethylglutarate (HMG), a substituent of HMG-Coenzyme A (HMG-CoA), a substrate of the cholesterol biosynthesis pathway via the mevalonic acid pathway. Lovastatin is a competitive inhibitor of HMG-CoA reductase with a binding affinity 20,000 times greater than HMG-CoA. Lovastatin differs structurally from mevastatin by a single methyl group at the 6 position. Lovastatin is a prodrug that is activated by in vivo hydrolysis of the lactone ring. It, along with mevastatin, has served as one of the lead compounds for the development of the synthetic compounds used today. A fatty acid ester that is mevastatin carrying an additional methyl group on the carbobicyclic skeleton. It is used in as an anticholesteremic drug and has been found in fungal species such as Aspergillus terreus and Pleurotus ostreatus (oyster mushroom). C - Cardiovascular system > C10 - Lipid modifying agents > C10A - Lipid modifying agents, plain > C10AA - Hmg coa reductase inhibitors D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents > D000924 - Anticholesteremic Agents D004791 - Enzyme Inhibitors > D019161 - Hydroxymethylglutaryl-CoA Reductase Inhibitors C78276 - Agent Affecting Digestive System or Metabolism > C29703 - Antilipidemic Agent C471 - Enzyme Inhibitor > C1655 - HMG-CoA Reductase Inhibitor D009676 - Noxae > D000963 - Antimetabolites CONFIDENCE standard compound; EAWAG_UCHEM_ID 3139 CONFIDENCE standard compound; INTERNAL_ID 2212 Lovastatin is a cell-permeable HMG-CoA reductase inhibitor used to lower cholesterol. Lovastatin is a cell-permeable HMG-CoA reductase inhibitor used to lower cholesterol.

   

7a,12a-Dihydroxy-3-oxo-4-cholenoic acid

(4R)-4-[(1S,2R,9R,10R,11S,14R,15R,16S)-9,16-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-14-yl]pentanoic acid

C24H36O5 (404.2562606)


7a,12a-Dihydroxy-3-oxo-4-cholenoic acid is an unusual bile acids that have been detected in urine early in life, especially during the period up to 1 mo of age. This indicate that bile acid synthesis and metabolism in the liver of developing infants is significantly different from that occurring in the liver of adults. (PMID 10203155) [HMDB] 7a,12a-Dihydroxy-3-oxo-4-cholenoic acid is an unusual bile acids that have been detected in urine early in life, especially during the period up to 1 mo of age. This indicate that bile acid synthesis and metabolism in the liver of developing infants is significantly different from that occurring in the liver of adults. (PMID 10203155).

   

Lucidone C

14-acetyl-5,9,12-trihydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-17-one

C24H36O5 (404.2562606)


Lucidone C is found in mushrooms. Lucidone C is a metabolite of Ganoderma lucidum (reishi). Metabolite of Ganoderma lucidum (reishi). Lucidone C is found in mushrooms.

   

[(1S,3S,7R,8R,8As)-8-[2-[(4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] (2R)-2-methylbutanoate

[(1S,3S,7R,8R,8As)-8-[2-[(4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] (2R)-2-methylbutanoic acid

C24H36O5 (404.2562606)


D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents > D000924 - Anticholesteremic Agents D004791 - Enzyme Inhibitors > D019161 - Hydroxymethylglutaryl-CoA Reductase Inhibitors D009676 - Noxae > D000963 - Antimetabolites

   

6,7-Dihydroudoteal

6,7-Dihydroudoteal

C24H36O5 (404.2562606)


   
   
   
   
   
   

Sicanatriol 7beta,18-diacetate

Sicanatriol 7beta,18-diacetate

C24H36O5 (404.2562606)


   

11,15-O,O-Diacetylcyathatriol

11,15-O,O-Diacetylcyathatriol

C24H36O5 (404.2562606)


   
   
   

5?-CHOLANIC ACID-3?-OL-6_7-DIONE

5?-CHOLANIC ACID-3?-OL-6_7-DIONE

C24H36O5 (404.2562606)


CONFIDENCE standard compound; INTERNAL_ID 269

   

15beta,16-diacetoxy-12(R),15-epoxylabda-8(17),13(16)-diene

15beta,16-diacetoxy-12(R),15-epoxylabda-8(17),13(16)-diene

C24H36O5 (404.2562606)


   

Sideritriol 7beta,17-diacetate

Sideritriol 7beta,17-diacetate

C24H36O5 (404.2562606)


   

Nemosenin B = (1beta,10beta-Epoxy-3-hydroxy-6beta-dihydroangelyloxy-furoeremophilan)

Nemosenin B = (1beta,10beta-Epoxy-3-hydroxy-6beta-dihydroangelyloxy-furoeremophilan)

C24H36O5 (404.2562606)


   

14,18-diacetylisopusillatriol

14,18-diacetylisopusillatriol

C24H36O5 (404.2562606)


   

Stachysolon, diacetate

Stachysolon, diacetate

C24H36O5 (404.2562606)


   
   

15,16-diacetoxy-15,16-epoxy-neo-cleroda-3,12Z-diene|Di-Ac-15, 16-Epoxy-3, 12-clerodadiene-15, 16-diol

15,16-diacetoxy-15,16-epoxy-neo-cleroda-3,12Z-diene|Di-Ac-15, 16-Epoxy-3, 12-clerodadiene-15, 16-diol

C24H36O5 (404.2562606)


   

ent-1beta,1-diacetoxy-12alpha-hydroxy-beyer-15-ene|ent-1beta,17-diacetoxy-12alpha-hydroxybeyer-15-ene

ent-1beta,1-diacetoxy-12alpha-hydroxy-beyer-15-ene|ent-1beta,17-diacetoxy-12alpha-hydroxybeyer-15-ene

C24H36O5 (404.2562606)


   
   

2alpha,10alpha-diacetoxy-7,8-epoxydolabella-3(E),18-diene

2alpha,10alpha-diacetoxy-7,8-epoxydolabella-3(E),18-diene

C24H36O5 (404.2562606)


   

7beta,18-dihydroxy-ent-beyer-15-en-18-O-succinate

7beta,18-dihydroxy-ent-beyer-15-en-18-O-succinate

C24H36O5 (404.2562606)


   

(1Z,3E,7E,11S,12R,13S,14R)-13,14-diacetoxy-11,12-epoxy cembra-1,3,7-triene|flaccidoxide-13-acetate

(1Z,3E,7E,11S,12R,13S,14R)-13,14-diacetoxy-11,12-epoxy cembra-1,3,7-triene|flaccidoxide-13-acetate

C24H36O5 (404.2562606)


   

(5E,9E)-2-(acetyloxy)-2-[(E)-2-(acetyloxy)ethenyl]-6,10,14-trimethyl-5,9,13-pentadecatrienal

(5E,9E)-2-(acetyloxy)-2-[(E)-2-(acetyloxy)ethenyl]-6,10,14-trimethyl-5,9,13-pentadecatrienal

C24H36O5 (404.2562606)


   

Di-Ac-15,16-Dihydroxy-12-isocopalen-11-one

Di-Ac-15,16-Dihydroxy-12-isocopalen-11-one

C24H36O5 (404.2562606)


   

(1S*,4S*,9R*,11S*,14Z)-12,16-diacetoxyxeniaphylla-8(19),14-dien-5-one|gibberosin S

(1S*,4S*,9R*,11S*,14Z)-12,16-diacetoxyxeniaphylla-8(19),14-dien-5-one|gibberosin S

C24H36O5 (404.2562606)


   

5,8-Di-Ac-Mutilin

5,8-Di-Ac-Mutilin

C24H36O5 (404.2562606)


   

2,3-Di-Ac-2,3,9-Trinervitriol

2,3-Di-Ac-2,3,9-Trinervitriol

C24H36O5 (404.2562606)


   

(6S,7R,14S)-6,7-diacetoxydolasta-1(15),8-dien-14-ol|6,7-Di-Ac 鈥樎?6S,7R,14S)-1(15),8-Dolastadiene-6,7,14-triol

(6S,7R,14S)-6,7-diacetoxydolasta-1(15),8-dien-14-ol|6,7-Di-Ac 鈥樎?6S,7R,14S)-1(15),8-Dolastadiene-6,7,14-triol

C24H36O5 (404.2562606)


   

3,6-diacetylcladiellisin

3,6-diacetylcladiellisin

C24H36O5 (404.2562606)


   
   

Di-Ac-15-17-Dihydroxy-3,13-clerodadien-2-one

Di-Ac-15-17-Dihydroxy-3,13-clerodadien-2-one

C24H36O5 (404.2562606)


   

13beta,18-diacetoxyabiet-8(14)-en-7-one

13beta,18-diacetoxyabiet-8(14)-en-7-one

C24H36O5 (404.2562606)


   

1,12-jativatriol diacetate|ent-1beta,12alpha-diacetoxy-17-hydroxybeyer-15-ene

1,12-jativatriol diacetate|ent-1beta,12alpha-diacetoxy-17-hydroxybeyer-15-ene

C24H36O5 (404.2562606)


   

4,6-Di-Ac 鈥樎?4beta,6alpha,14beta)-1(15),8-Dolastadiene-4,6,14-triol

4,6-Di-Ac 鈥樎?4beta,6alpha,14beta)-1(15),8-Dolastadiene-4,6,14-triol

C24H36O5 (404.2562606)


   

dictyotriol A diacetate

dictyotriol A diacetate

C24H36O5 (404.2562606)


   
   
   

3-epi-periplogenin

3-epi-periplogenin

C24H36O5 (404.2562606)


   

12beta-O-acetyl-15alpha,28-dihydoxy-3-oxo-17-en-20,21,22,23,24,25,26,27-octanordammanran

12beta-O-acetyl-15alpha,28-dihydoxy-3-oxo-17-en-20,21,22,23,24,25,26,27-octanordammanran

C24H36O5 (404.2562606)


   

Ergosterol peroxide

Ergosterol peroxide

C24H36O5 (404.2562606)


   

19-(beta-Carboxy-n-propionyloxy)-(-)-Delta16-kauren-3alpha-ol

19-(beta-Carboxy-n-propionyloxy)-(-)-Delta16-kauren-3alpha-ol

C24H36O5 (404.2562606)


   

15(R)-n-butoxypinusolidic acid

15(R)-n-butoxypinusolidic acid

C24H36O5 (404.2562606)


   
   

Hexanorcucurbitacin F

Hexanorcucurbitacin F

C24H36O5 (404.2562606)


   

15-succinoxy-8(17),E-13-labdadien-19-al

15-succinoxy-8(17),E-13-labdadien-19-al

C24H36O5 (404.2562606)


   

plakortolide S

plakortolide S

C24H36O5 (404.2562606)


An organic heterobicyclic compound that is a cyclic peroxy compound isolated from the Australian marine sponge Plakinastrella clathrata.

   

3-(2-Methylpropanoyl)-(ent-3beta)-3, 9-Dihydroxy-15-kauren-19-oic acid

3-(2-Methylpropanoyl)-(ent-3beta)-3, 9-Dihydroxy-15-kauren-19-oic acid

C24H36O5 (404.2562606)


   

ent-6beta,17-diacetoxy-labda-7,11E,14-triene-13-ol

ent-6beta,17-diacetoxy-labda-7,11E,14-triene-13-ol

C24H36O5 (404.2562606)


   

3,14-diacetylisopusillatriol

3,14-diacetylisopusillatriol

C24H36O5 (404.2562606)


   

(14E)-O15-acetyl-13-(acetyloxy)-20-oxo-4,15-didehydro-6,7,8,11,12,13-hexahydroretinol

(14E)-O15-acetyl-13-(acetyloxy)-20-oxo-4,15-didehydro-6,7,8,11,12,13-hexahydroretinol

C24H36O5 (404.2562606)


   

15,16-diacetoxy-15,16-epoxy-ent-cleroda-4(18),12Z-diene|Di-Ac 鈥樎?ent-12Z,15xi,16xi)-15,16-Epoxy-4(18),12-clerodadiee-15,16-diol

15,16-diacetoxy-15,16-epoxy-ent-cleroda-4(18),12Z-diene|Di-Ac 鈥樎?ent-12Z,15xi,16xi)-15,16-Epoxy-4(18),12-clerodadiee-15,16-diol

C24H36O5 (404.2562606)


   
   

4(SR),7(SR)-diacetoxy-14(SR)-hydroxydolast-1(15),8-diene

4(SR),7(SR)-diacetoxy-14(SR)-hydroxydolast-1(15),8-diene

C24H36O5 (404.2562606)


   

15,17-Diacetoxy-12-isocopalen-16-al

15,17-Diacetoxy-12-isocopalen-16-al

C24H36O5 (404.2562606)


   

Lovastatin

Lovastatin (Mevacor)

C24H36O5 (404.2562606)


C - Cardiovascular system > C10 - Lipid modifying agents > C10A - Lipid modifying agents, plain > C10AA - Hmg coa reductase inhibitors D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents > D000924 - Anticholesteremic Agents D004791 - Enzyme Inhibitors > D019161 - Hydroxymethylglutaryl-CoA Reductase Inhibitors C78276 - Agent Affecting Digestive System or Metabolism > C29703 - Antilipidemic Agent C471 - Enzyme Inhibitor > C1655 - HMG-CoA Reductase Inhibitor CONFIDENCE standard compound; INTERNAL_ID 2212 D009676 - Noxae > D000963 - Antimetabolites relative retention time with respect to 9-anthracene Carboxylic Acid is 1.415 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.416 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.421 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.419 Lovastatin is a cell-permeable HMG-CoA reductase inhibitor used to lower cholesterol. Lovastatin is a cell-permeable HMG-CoA reductase inhibitor used to lower cholesterol.

   
   

C24H36O5_(1S,3R,7S,8S,8aR)-8-{2-[(2R,4R)-4-Hydroxy-6-oxotetrahydro-2H-pyran-2-yl]ethyl}-3,7-dimethyl-1,2,3,7,8,8a-hexahydro-1-naphthalenyl (2S)-2-methylbutanoate

NCGC00023509-16_C24H36O5_(1S,3R,7S,8S,8aR)-8-{2-[(2R,4R)-4-Hydroxy-6-oxotetrahydro-2H-pyran-2-yl]ethyl}-3,7-dimethyl-1,2,3,7,8,8a-hexahydro-1-naphthalenyl (2S)-2-methylbutanoate

C24H36O5 (404.2562606)


   

5?-CHOLANIC ACID-3?-OL-7_12-DIONE

5?-CHOLANIC ACID-3?-OL-7_12-DIONE

C24H36O5 (404.2562606)


CONFIDENCE standard compound; INTERNAL_ID 266

   

Lovastatin M+H; Mevinolin annotated in standard

Lovastatin M+H; Mevinolin annotated in standard

C24H36O5 (404.2562606)


   
   

Lovastatin related molecule observed in standard

Lovastatin related molecule observed in standard

C24H36O5 (404.2562606)


   

Lovastatin M+Na; Mevinolin

Lovastatin M+Na; Mevinolin

C24H36O5 (404.2562606)


   

Lovastatin M+NH4; Mevinolin

Lovastatin M+NH4; Mevinolin

C24H36O5 (404.2562606)


   

Lovastatin related ion M+H ; Mevinolin annotated in standard

Lovastatin related ion M+H ; Mevinolin annotated in standard

C24H36O5 (404.2562606)


   

(R)-4-((3R,5S,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethyl-7,12-dioxohexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid

"(R)-4-((3R,5S,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethyl-7,12-dioxohexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid"

C24H36O5 (404.2562606)


   

3α-Hydroxy-7,12-dioxo-5β-cholan-24-oic Acid

3α-Hydroxy-7,12-dioxo-5β-cholan-24-oic Acid

C24H36O5 (404.2562606)


   

3β-Hydroxy-7,12-dioxo-5β-cholan-24-oic Acid

3β-Hydroxy-7,12-dioxo-5β-cholan-24-oic Acid

C24H36O5 (404.2562606)


   

7α-Hydroxy-3,12-dioxo-5β-cholan-24-oic Acid

7α-Hydroxy-3,12-dioxo-5β-cholan-24-oic Acid

C24H36O5 (404.2562606)


   

7β-Hydroxy-3,12-dioxo-5β-cholan-24-oic Acid

7β-Hydroxy-3,12-dioxo-5β-cholan-24-oic Acid

C24H36O5 (404.2562606)


   

12α-Hydroxy-3,7-dioxo-5β-cholan-24-oic Acid

12α-Hydroxy-3,7-dioxo-5β-cholan-24-oic Acid

C24H36O5 (404.2562606)


   

12α-Hydroxy-3,7-dioxo-5α-cholan-24-oic Acid

12α-Hydroxy-3,7-dioxo-5α-cholan-24-oic Acid

C24H36O5 (404.2562606)


   

6β,12α-Dihydroxy-3-oxochol-4-en-24-oic Acid

6β,12α-Dihydroxy-3-oxochol-4-en-24-oic Acid

C24H36O5 (404.2562606)


   

3α-Hydroxy-1,7-dioxo-5β-cholan-24-oic Acid

3α-Hydroxy-1,7-dioxo-5β-cholan-24-oic Acid

C24H36O5 (404.2562606)


   

2β,3β-Dihydroxy-6-oxo-5α-chol-7-en-24-oic Acid

2β,3β-Dihydroxy-6-oxo-5α-chol-7-en-24-oic Acid

C24H36O5 (404.2562606)


   

3α,11-Dihydroxy-12-oxo-5β-chol-9(11)-en-24-oic Acid

3α,11-Dihydroxy-12-oxo-5β-chol-9(11)-en-24-oic Acid

C24H36O5 (404.2562606)


   

(23R)-23-Hydroxy-3,7-dioxo-5β-cholan-24-oic Acid

(23R)-23-Hydroxy-3,7-dioxo-5β-cholan-24-oic Acid

C24H36O5 (404.2562606)


   

3α,12α-Dihydroxy-15-oxo-5β-chol-8(14)-en-24-oic Acid

3α,12α-Dihydroxy-15-oxo-5β-chol-8(14)-en-24-oic Acid

C24H36O5 (404.2562606)


   

3α-Hydroxy-11,12-dioxo-5β-cholan-24-oic Acid

3α-Hydroxy-11,12-dioxo-5β-cholan-24-oic Acid

C24H36O5 (404.2562606)


   

3α,12α-Dihydroxy-6-oxo-5β-chol-7-en-24-oic Acid

3α,12α-Dihydroxy-6-oxo-5β-chol-7-en-24-oic Acid

C24H36O5 (404.2562606)


   

3α,7α-Dihydroxy-12-oxo-5β-chol-9(11)-en-24-oic Acid

3α,7α-Dihydroxy-12-oxo-5β-chol-9(11)-en-24-oic Acid

C24H36O5 (404.2562606)


   

12α-Hydroxy-3,6-dioxo-5β-cholan-24-oic Acid

12α-Hydroxy-3,6-dioxo-5β-cholan-24-oic Acid

C24H36O5 (404.2562606)


   

4,12α-Dihydroxy-3-oxochol-4-en-24-oic Acid

4,12α-Dihydroxy-3-oxochol-4-en-24-oic Acid

C24H36O5 (404.2562606)


   

2,12α-Dihydroxy-3-oxo-5β-chol-1-en-24-oic Acid

2,12α-Dihydroxy-3-oxo-5β-chol-1-en-24-oic Acid

C24H36O5 (404.2562606)


   

6α-Hydroxy-3,7-dioxo-5β-cholan-24-oic Acid

6α-Hydroxy-3,7-dioxo-5β-cholan-24-oic Acid

C24H36O5 (404.2562606)


   

4,12alpha-Dihydroxy-3-oxochol-4-en-24-oic Acid

4,12alpha-Dihydroxy-3-oxochol-4-en-24-oic Acid

C24H36O5 (404.2562606)


   

2,12alpha-Dihydroxy-3-oxo-5beta-chol-1-en-24-oic Acid

2,12alpha-Dihydroxy-3-oxo-5beta-chol-1-en-24-oic Acid

C24H36O5 (404.2562606)


   

6alpha-Hydroxy-3,7-dioxo-5beta-cholan-24-oic Acid

6alpha-Hydroxy-3,7-dioxo-5beta-cholan-24-oic Acid

C24H36O5 (404.2562606)


   

Lucidone C

14-acetyl-5,9,12-trihydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-17-one

C24H36O5 (404.2562606)


   

ST 24:3;O5

3alpha,12alpha-Dihydroxy-15-oxo-5beta-chol-8(14)-en-24-oic Acid

C24H36O5 (404.2562606)


   
   

7,12-dioxolitocholic acid

3-Hydroxy-7,12-diketocholanoic acid

C24H36O5 (404.2562606)


D005765 - Gastrointestinal Agents > D001647 - Bile Acids and Salts D005765 - Gastrointestinal Agents > D002793 - Cholic Acids

   

Dihydrospinosyn A aglycone

Dihydrospinosyn A aglycone

C24H36O5 (404.2562606)


   

6,7-Diketolithocholic acid

6,7-Diketolithocholic acid

C24H36O5 (404.2562606)


6,7-Diketolithocholic acid, also known as 3α,7α,12α-trihydroxy-5β-cholan-24-oic acid, is a derivative of lithocholic acid, which is a secondary bile acid. Bile acids are synthesized in the liver from cholesterol and are important for the digestion and absorption of dietary fats and oils. They are also involved in the transport of hydrophobic lipid molecules in the bloodstream. The presence of two ketone groups (diketo form) at the 6th and 7th positions of the steroid nucleus differentiates 6,7-Diketolithocholic acid from other bile acids. This structural modification can affect its physicochemical properties, such as solubility and hydrophobicity, which in turn can influence its biological activity and interaction with other molecules. In the context of bile acid metabolism, 6,7-Diketolithocholic acid may have implications in certain disease states. For example, it has been associated with cholestasis, a condition where bile flow from the liver is reduced, leading to bile accumulation and potential liver damage. The diketo form of lithocholic acid can also be involved in the pathogenesis of certain liver diseases, including liver cancer. Research on 6,7-Diketolithocholic acid and its derivatives is ongoing, and scientists are exploring their potential as therapeutic agents or as tools to better understand bile acid metabolism and related disorders.

   

(S)-2-Methyl-butyric acid (1S,3R,7S,8S,8aR)-8-[2-((R)-4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester

(S)-2-Methyl-butyric acid (1S,3R,7S,8S,8aR)-8-[2-((R)-4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester

C24H36O5 (404.2562606)


   

(1R,6R)-6-[(2E,6E)-11-hydroxy-3,7,11-trimethyldodeca-2,6-dien-1-yl]-3-methyl-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl acetate

(1R,6R)-6-[(2E,6E)-11-hydroxy-3,7,11-trimethyldodeca-2,6-dien-1-yl]-3-methyl-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl acetate

C24H36O5 (404.2562606)


   

(2S)-2-methylbutanoic acid [(7S,8S,8aR)-8-[2-[(2R)-4-hydroxy-6-oxo-2-oxanyl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] ester

(2S)-2-methylbutanoic acid [(7S,8S,8aR)-8-[2-[(2R)-4-hydroxy-6-oxo-2-oxanyl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] ester

C24H36O5 (404.2562606)


   

(2S)-2-methylbutanoic acid [(1S,3R,7S,8S,8aS)-8-[2-[(2R,4R)-4-hydroxy-6-oxo-2-oxanyl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] ester

(2S)-2-methylbutanoic acid [(1S,3R,7S,8S,8aS)-8-[2-[(2R,4R)-4-hydroxy-6-oxo-2-oxanyl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] ester

C24H36O5 (404.2562606)


   

Lovastatin (Mevacor)

Lovastatin (Mevacor)

C24H36O5 (404.2562606)


   

(1-hydroxy-3-propanoyloxypropan-2-yl) (3Z,6Z,9Z,12Z,15Z)-octadeca-3,6,9,12,15-pentaenoate

(1-hydroxy-3-propanoyloxypropan-2-yl) (3Z,6Z,9Z,12Z,15Z)-octadeca-3,6,9,12,15-pentaenoate

C24H36O5 (404.2562606)


   

7alpha,12alpha-Dihydroxy-3-oxochol-4-enoate

7alpha,12alpha-Dihydroxy-3-oxochol-4-enoate

C24H36O5 (404.2562606)


   

3beta-Hydroxy-7,12-dioxo-5beta-cholan-24-oic Acid

3beta-Hydroxy-7,12-dioxo-5beta-cholan-24-oic Acid

C24H36O5 (404.2562606)


   

3beta,7beta,15alpha-Trihydroxy-4,4,14alpha-trimethyl-11,20-dioxo-5alpha-pregn-8-ene

3beta,7beta,15alpha-Trihydroxy-4,4,14alpha-trimethyl-11,20-dioxo-5alpha-pregn-8-ene

C24H36O5 (404.2562606)


   

7beta-Hydroxy-3,12-dioxo-5beta-cholan-24-oic Acid

7beta-Hydroxy-3,12-dioxo-5beta-cholan-24-oic Acid

C24H36O5 (404.2562606)


   

7alpha-Hydroxy-3,12-dioxo-5beta-cholan-24-oic Acid

7alpha-Hydroxy-3,12-dioxo-5beta-cholan-24-oic Acid

C24H36O5 (404.2562606)


   

12alpha-Hydroxy-3,7-dioxo-5beta-cholan-24-oic Acid

12alpha-Hydroxy-3,7-dioxo-5beta-cholan-24-oic Acid

C24H36O5 (404.2562606)


   

3alpha-Hydroxy-1,7-dioxo-5beta-cholan-24-oic Acid

3alpha-Hydroxy-1,7-dioxo-5beta-cholan-24-oic Acid

C24H36O5 (404.2562606)


   

6beta,12alpha-Dihydroxy-3-oxochol-4-en-24-oic Acid

6beta,12alpha-Dihydroxy-3-oxochol-4-en-24-oic Acid

C24H36O5 (404.2562606)


   

3alpha-Hydroxy-11,12-dioxo-5beta-cholan-24-oic Acid

3alpha-Hydroxy-11,12-dioxo-5beta-cholan-24-oic Acid

C24H36O5 (404.2562606)


   

2beta,3beta-Dihydroxy-6-oxo-5alpha-chol-7-en-24-oic Acid

2beta,3beta-Dihydroxy-6-oxo-5alpha-chol-7-en-24-oic Acid

C24H36O5 (404.2562606)


   

3alpha,12alpha-Dihydroxy-6-oxo-5beta-chol-7-en-24-oic Acid

3alpha,12alpha-Dihydroxy-6-oxo-5beta-chol-7-en-24-oic Acid

C24H36O5 (404.2562606)


   

3alpha,11-Dihydroxy-12-oxo-5beta-chol-9(11)-en-24-oic Acid

3alpha,11-Dihydroxy-12-oxo-5beta-chol-9(11)-en-24-oic Acid

C24H36O5 (404.2562606)


   

3alpha,12alpha-Dihydroxy-15-oxo-5beta-chol-8(14)-en-24-oic Acid

3alpha,12alpha-Dihydroxy-15-oxo-5beta-chol-8(14)-en-24-oic Acid

C24H36O5 (404.2562606)


   

yanuthone M

yanuthone M

C24H36O5 (404.2562606)


A class I yanuthone that is yanuthone K in which the double bond at the terminal end of the farnesyl substituent has undergone hydration to afford the corresponding tertiary alcohol. Isolated from the filamentous fungus Aspergillus niger, it shows antifungal activity towards the pathogenic yeast Candida albicans (IC50 = 77.5 +-3.7 muM).

   

7,12-dioxolithocholic acid

7,12-dioxolithocholic acid

C24H36O5 (404.2562606)


A bile acid that is lithocholic acid carrying two additional oxo substituents at positions 7 and 12.

   

7,12-Diketolithocholic acid

7,12-Diketolithocholic acid

C24H36O5 (404.2562606)


   

Dihydroxyoxocholenoic acid

Dihydroxyoxocholenoic acid

C24H36O5 (404.2562606)


   

Diketolithocholic acid

Diketolithocholic acid

C24H36O5 (404.2562606)


   

(1s,3s,3ar,4s,5ar,7s,9as,11ar)-1-acetyl-3,4,7-trihydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-10-one

(1s,3s,3ar,4s,5ar,7s,9as,11ar)-1-acetyl-3,4,7-trihydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-10-one

C24H36O5 (404.2562606)


   

[(1r,4r,8s,9r,10r,12r,13s)-8-(acetyloxy)-12-hydroxy-5,5,9-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-14-en-13-yl]methyl acetate

[(1r,4r,8s,9r,10r,12r,13s)-8-(acetyloxy)-12-hydroxy-5,5,9-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-14-en-13-yl]methyl acetate

C24H36O5 (404.2562606)


   

(1r,2e,4z,7r,8e,12e,14r)-14-(acetyloxy)-7-hydroxy-2-isopropyl-5,9,13-trimethylcyclotetradeca-2,4,8,12-tetraen-1-yl acetate

(1r,2e,4z,7r,8e,12e,14r)-14-(acetyloxy)-7-hydroxy-2-isopropyl-5,9,13-trimethylcyclotetradeca-2,4,8,12-tetraen-1-yl acetate

C24H36O5 (404.2562606)


   

(1r,4s,5s,6r,9s,10s,13r,16s)-6-(acetyloxy)-5-(hydroxymethyl)-5,9,13-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-14-en-16-yl acetate

(1r,4s,5s,6r,9s,10s,13r,16s)-6-(acetyloxy)-5-(hydroxymethyl)-5,9,13-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-14-en-16-yl acetate

C24H36O5 (404.2562606)


   

4,8,11,15-tetramethyl-9-oxo-10,18-dioxatetracyclo[9.7.0.0²,⁷.0³,¹⁷]octadec-14-en-4-yl butanoate

4,8,11,15-tetramethyl-9-oxo-10,18-dioxatetracyclo[9.7.0.0²,⁷.0³,¹⁷]octadec-14-en-4-yl butanoate

C24H36O5 (404.2562606)


   

2-(acetyloxy)-4,9,12-trimethyl-15-(prop-1-en-2-yl)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-11-yl acetate

2-(acetyloxy)-4,9,12-trimethyl-15-(prop-1-en-2-yl)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-11-yl acetate

C24H36O5 (404.2562606)


   

(1r,2s,3r,4r,7s,8r,11r,14e,17r)-4,8,11,15-tetramethyl-9-oxo-10,18-dioxatetracyclo[9.7.0.0²,⁷.0³,¹⁷]octadec-14-en-4-yl butanoate

(1r,2s,3r,4r,7s,8r,11r,14e,17r)-4,8,11,15-tetramethyl-9-oxo-10,18-dioxatetracyclo[9.7.0.0²,⁷.0³,¹⁷]octadec-14-en-4-yl butanoate

C24H36O5 (404.2562606)


   

[7-(acetyloxy)-7-isopropyl-1,4a-dimethyl-9-oxo-2,3,4,4b,5,6,10,10a-octahydrophenanthren-1-yl]methyl acetate

[7-(acetyloxy)-7-isopropyl-1,4a-dimethyl-9-oxo-2,3,4,4b,5,6,10,10a-octahydrophenanthren-1-yl]methyl acetate

C24H36O5 (404.2562606)


   

4-hydroxy-2-methyl-3,6-dioxo-5-(pentadec-10-en-1-yl)cyclohexa-1,4-dien-1-yl acetate

4-hydroxy-2-methyl-3,6-dioxo-5-(pentadec-10-en-1-yl)cyclohexa-1,4-dien-1-yl acetate

C24H36O5 (404.2562606)


   

(4r)-4-[(9as,11s,11ar)-11-hydroxy-9a,11a-dimethyl-4,7-dioxo-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl]pentanoic acid

(4r)-4-[(9as,11s,11ar)-11-hydroxy-9a,11a-dimethyl-4,7-dioxo-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl]pentanoic acid

C24H36O5 (404.2562606)


   

(1r,2r,3r,4s,7r,8r,10z,14r)-14-(acetyloxy)-3-isopropyl-6,10,14-trimethyl-15-oxatricyclo[6.6.1.0²,⁷]pentadeca-5,10-dien-4-yl acetate

(1r,2r,3r,4s,7r,8r,10z,14r)-14-(acetyloxy)-3-isopropyl-6,10,14-trimethyl-15-oxatricyclo[6.6.1.0²,⁷]pentadeca-5,10-dien-4-yl acetate

C24H36O5 (404.2562606)


   

6-(11-hydroxy-3,7,11-trimethyldodeca-2,6-dien-1-yl)-3-methyl-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl acetate

6-(11-hydroxy-3,7,11-trimethyldodeca-2,6-dien-1-yl)-3-methyl-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl acetate

C24H36O5 (404.2562606)


   

4-hydroxy-5-methyl-3,6-dioxo-2-[(10z)-pentadec-10-en-1-yl]cyclohexa-1,4-dien-1-yl acetate

4-hydroxy-5-methyl-3,6-dioxo-2-[(10z)-pentadec-10-en-1-yl]cyclohexa-1,4-dien-1-yl acetate

C24H36O5 (404.2562606)


   

4-[2-(1,2,4a-trimethyl-5-methylidene-hexahydro-2h-naphthalen-1-yl)ethylidene]-5-(acetyloxy)oxolan-2-yl acetate

4-[2-(1,2,4a-trimethyl-5-methylidene-hexahydro-2h-naphthalen-1-yl)ethylidene]-5-(acetyloxy)oxolan-2-yl acetate

C24H36O5 (404.2562606)