Lovastatin acid (BioDeep_00000002841)
natural product
代谢物信息卡片
化学式: C24H38O6 (422.2668)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(lipidsearch) 5.32%
分子结构信息
SMILES: CCC(C)C(=O)OC1CC(C)C=C2C=CC(C)C(CCC(O)CC(O)CC(=O)O)C21
InChI: InChI=1S/C24H38O6/c1-5-15(3)24(29)30-21-11-14(2)10-17-7-6-16(4)20(23(17)21)9-8-18(25)12-19(26)13-22(27)28/h6-7,10,14-16,18-21,23,25-26H,5,8-9,11-13H2,1-4H3,(H,27,28)/t14-,15-,16-,18+,19+,20-,21-,23-/m0/s1
描述信息
C78276 - Agent Affecting Digestive System or Metabolism > C29703 - Antilipidemic Agent
A polyketide obtained by hydrolysis of the pyranone ring of lovastatin.
C471 - Enzyme Inhibitor > C1655 - HMG-CoA Reductase Inhibitor
同义名列表
32 个代谢物同义名
mevinolinic acid; Lovastatin acid; 7-(2,6-dimethyl-8-((2-methylbutanoyl)oxy)-1,2,6,7,8,8a-hexahydronaphthalen-1-yl)-3,5-dihydroxyheptanoic acid; (.BETA.R,.DELTA.R,1S,2S,6R,8S,8AR)-1,2,6,7,8,8A-HEXAHYDRO-.BETA.,.DELTA.-DIHYDROXY-2,6-DIMETHYL-8-((2S)-2-METHYL-1-OXOBUTOXY)-1-NAPHTHALENEHEPTANOIC ACID; (3R,5R)-7-((1R,2R,6S,8R,8AS)-2,6-DIMETHYL-8-{[(2R)-2-METHYLBUTANOYL]OXY}-1,2,6,7,8,8A-HEXAHYDRONAPHTHALEN-1-YL)-3,5-DIHYDROXYHEPTANOIC ACID; (3R,5R)-7-((1S,2S,6R,8R)-2,6-dimethyl-8-((S)-2-methylbutanoyloxy)-1,2,6,7,8,8a-hexahydronaphthalen-1-yl)-3,5-dihydroxyheptanoic acid; (3R,5R)-7-((1S,2S,6R,8S,8aR)-2,6-dimethyl-8-(((2S)-2-methylbutanoyl)oxy)-1,2,6,7,8,8a-hexahydronaphthalen-1-yl)-3,5-dihydroxyheptanoic acid; (3R,5R)-7-((1S,2S,6R,8S,8aR)-2,6-dimethyl-8-((2S)-2-methylbutanoyl)oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl)-3,5-dihydroxyheptanoic acid; (3R,5R)-7-[(1S,2S,6R,8S,8aR)-2,6-dimethyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid; (3R,5R)-7-[(1S,2S,6R,8S,8aR)-2,6-dimethyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid; (BETAR,DELTAR,1S,2S,6R,8S,8AR)-1,2,6,7,8,8A-HEXAHYDRO-BETA,DELTA-DIHYDROXY-2,6-DIMETHYL-8-((2S)-2-METHYL-1-OXOBUTOXY)-1-NAPHTHALENEHEPTANOIC ACID; 1-NAPHTHALENEHEPTANOIC ACID, 1,2,6,7,8,8A-HEXAHYDRO-.BETA.,.DELTA.-DIHYDROXY-2,6-DIMETHYL-8-((2S)-2-METHYL-1-OXOBUTOXY)-, (.BETA.R,.DELTA.R,1S,2S,6R,8S,8AR)-; 1-NAPHTHALENEHEPTANOIC ACID, 1,2,6,7,8,8A-HEXAHYDRO-BETA,DELTA-DIHYDROXY-2,6-DIMETHYL-8-((2S)-2-METHYL-1-OXOBUTOXY)-, (BETAR,DELTAR,1S,2S,6R,8S,8AR)-; 1-Naphthaleneheptanoic acid, 1,2,6,7,8,8a-hexahydro-beta,delta-dihydroxy-2,6-dimethyl-8-(2-methyl-1-oxobutoxy)-; 1-Naphthaleneheptanoic acid, 1,2,6,7,8,8a-hexahydro-beta,delta-dihydroxy-2,6-dimethyl-8-(2-methyl-1-oxobutoxy)-, (1S-(1alpha(betaS*,deltaS*),2alpha,6beta,8beta(R*),8aalpha))-; 5CLV35Y90C; 7-[2,6-dimethyl-8-(2-methylbutanoyloxy)-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid; HYDROXYACID LOVASTATIN (EP IMPURITY); HYDROXYACID LOVASTATIN [EP IMPURITY]; Lovastatin hydroxy acid observed in lovastatin standard; LOVASTATIN IMPURITY B (EP IMPURITY); LOVASTATIN IMPURITY B [EP IMPURITY]; lovestatin acid; LVA; mevinolinic acid, (1S-(1alpha(betaS*,deltaS*),2alpha,6beta,8beta(R*),8aalpha))-isomer; mevinolinic acid, aluminum salt (3:1); mevinolinic acid, calcium salt (2:1); mevinolinic acid, monoammonium salt, 1S-(1alpha(betaS*),2alpha,6beta,8beta(R*),8aalpha)-isomer; mevinolinic acid, monosodium salt; mevinolinic acid, monosodium salt, (1S-(1alpha(betaS*,deltaS*),2alpha,6beta,8beta(R*),8aalpha))-isomer; Monacolinic K acid; UNII-5CLV35Y90C
数据库引用编号
12 个数据库交叉引用编号
- ChEBI: CHEBI:82985
- KEGG: C21130
- PubChem: 64727
- DrugBank: DB03785
- ChEMBL: CHEMBL1201373
- PMhub: MS000006574
- MetaboLights: MTBLC82985
- PubChem: 312642099
- CAS: 75225-51-3
- PDB-CCD: LVA
- LOTUS: LTS0106441
- MeSH: mevinolinic acid
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
9 个相关的物种来源信息
- 4890 - Ascomycota: LTS0106441
- 1131492 - Aspergillaceae: LTS0106441
- 5052 - Aspergillus: LTS0106441
- 33178 - Aspergillus terreus:
- 33178 - Aspergillus terreus: LTS0106441
- 3039 - Euglena gracilis: 10.3389/FBIOE.2021.662655
- 147545 - Eurotiomycetes: LTS0106441
- 4751 - Fungi: LTS0106441
- 28568 - Trichocomaceae: LTS0106441
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
- Dong Feng, Chun Ge, Zhao-Yi Tan, Jian-Guo Sun, Yuan Xie, Lan Yao, Cai-Xia Yan, Ji-Ye Aa, Guang-Ji Wang. Isoflavones enhance pharmacokinetic exposure of active lovastatin acid via the upregulation of carboxylesterase in high-fat diet mice after oral administration of Xuezhikang capsules.
Acta pharmacologica Sinica.
2018 Nov; 39(11):1804-1815. doi:
10.1038/s41401-018-0039-1. [PMID: 29921884] - Cuiping Chen, Rouchelle J Mireles, Scott D Campbell, Jian Lin, Jessica B Mills, Jinghai J Xu, Teresa A Smolarek. Differential interaction of 3-hydroxy-3-methylglutaryl-coa reductase inhibitors with ABCB1, ABCC2, and OATP1B1.
Drug metabolism and disposition: the biological fate of chemicals.
2005 Apr; 33(4):537-46. doi:
10.1124/dmd.104.002477. [PMID: 15616150] - M Carrascal, K Schneider, R E Calaf, S van Leeuwen, D Canosa, E Gelpí, J Abian. Quantitative electrospray LC-MS and LC-MS/MS in biomedicine.
Journal of pharmaceutical and biomedical analysis.
1998 Sep; 17(6-7):1129-38. doi:
10.1016/s0731-7085(98)00078-8. [PMID: 9884202] - R E Calaf, M Carrascal, E Gelpí, J Abian. Quantitative analysis of mevinolinic acid in human plasma by high-performance liquid chromatography coupled with negative-ion electrospray tandem mass spectrometry.
Rapid communications in mass spectrometry : RCM.
1997; 11(1):75-80. doi:
10.1002/(sici)1097-0231(19970115)11:1<75::aid-rcm797>3.0.co;2-3. [PMID: 9050262] - I I Singer, D W Kawka, S Scott, P Bailey, M W Kloss, J Majka, J S MacDonald. Inhibitors of 3-hydroxy-3-methylglutaryl coenzyme A reductase induce reductase accumulation and altered lamellar bodies in rat forestomach keratinocytes.
Arteriosclerosis and thrombosis : a journal of vascular biology.
1991 Sep; 11(5):1156-65. doi:
10.1161/01.atv.11.5.1156. [PMID: 1911702] - W M Pandak, D M Heuman, P B Hylemon, Z R Vlahcevic. Regulation of bile acid synthesis. IV. Interrelationship between cholesterol and bile acid biosynthesis pathways.
Journal of lipid research.
1990 Jan; 31(1):79-90. doi:
. [PMID: 2313206] - D Wang-Iverson, E Ivashkiv, M Jemal, A I Cohen. Determination of lovastatin acid in serum by gas chromatography/mass spectrometry.
Rapid communications in mass spectrometry : RCM.
1989 May; 3(5):132-4. doi:
10.1002/rcm.1290030504. [PMID: 2520234] - D O Clarke, N A Brown. Valproic acid teratogenesis and embryonic lipid metabolism.
Archives of toxicology. Supplement. = Archiv fur Toxikologie. Supplement.
1987; 11(?):143-7. doi:
10.1007/978-3-642-72558-6_20. [PMID: 3115231] - R J Stubbs, M Schwartz, W F Bayne. Determination of mevinolin and mevinolinic acid in plasma and bile by reversed-phase high-performance liquid chromatography.
Journal of chromatography.
1986 Dec; 383(2):438-43. doi:
10.1016/s0378-4347(00)83492-1. [PMID: 3644824]
