4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol (BioDeep_00000005716)
human metabolite Endogenous Volatile Flavor Compounds
代谢物信息卡片
化学式: C29H48O (412.37049579999996)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(blood) 2.68%
分子结构信息
SMILES: CC(C)=CCCC(C)C1CCC2C3=C(CCC21C)C1(C)CCC(O)C(C)(C)C1CC3
InChI: InChI=1S/C29H48O/c1-19(2)9-8-10-20(3)22-12-13-23-21-11-14-25-27(4,5)26(30)16-18-29(25,7)24(21)15-17-28(22,23)6/h9,20,22-23,25-26,30H,8,10-18H2,1-7H3/t20-,22-,23?,25+,26+,28-,29-/m1/s1
描述信息
4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol (14-demethyllanosterol) is an intermediate in sterol biosynthesis. In particular, it is an intermediate in the conversion of lanosterol to zymosterol. 4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol is a substrate for C-4 methyl sterol oxidase, NAD(P)-dependent steroid dehydrogenase, Cytochrome P450 51A1 and Delta(14)-sterol reductase. [HMDB]
4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol (14-demethyllanosterol) is an intermediate in sterol biosynthesis. In particular, it is an intermediate in the conversion of lanosterol to zymosterol. 4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol is a substrate for C-4 methyl sterol oxidase, NAD(P)-dependent steroid dehydrogenase, Cytochrome P450 51A1 and Delta(14)-sterol reductase.
同义名列表
18 个代谢物同义名
(2S,5S,7R,11R,15R)-2,6,6,15-tetramethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol; 4,4-Dimethyl-5-alpha-cholesta-(8,24)-dien-3-beta-ol, (3beta)-isomer; 4,4-Dimethyl-5-alpha-cholesta-(8,24)-dien-3-beta-ol; 4,4-Dimethyl-5 alpha -cholesta-8,24-dien-3 beta -ol; (3beta,5alpha)-4,4-dimethylcholesta-8,24-dien-3-ol; 4,4-Dimethyl-5alpha -cholesta-8,24-dien-3-beta -ol; 4,4-Dimethyl-5-alpha-cholesta-8,24-dien-3-beta-ol; 4,4-dimethyl-5alpha-cholesta-8,24-dien-3beta-ol; 4,4-dimethyl-5alpha-cholest-7-en-3beta-ol; 4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol; 4,4-Dimethyl-5a-cholesta-8,24-dien-3b-ol; 4,4-dimethyl-cholesta-8,24-dien-3beta-ol; 4,4-Dimethyl-8,24-cholestadienol; 14-Demethyl-lanosterol; 4,4-Dimethylzymosterol; 14-Demethyllanosterol; SCHEMBL13770889; 14-Demethyllanosterol
数据库引用编号
19 个数据库交叉引用编号
- ChEBI: CHEBI:193304
- KEGG: C05108
- PubChem: 50990081
- PubChem: 656423
- PubChem: 440559
- HMDB: HMDB0001286
- Metlin: METLIN41680
- MetaCyc: 44-DIMETHYL-824-CHOLESTADIENOL
- foodb: FDB022534
- chemspider: 25994967
- CAS: 7448-02-4
- PMhub: MS000018566
- ChEBI: CHEBI:18364
- PubChem: 7534
- LipidMAPS: LMST01010176
- KNApSAcK: C00023776
- 3DMET: B04978
- NIKKAJI: J14.903I
- KNApSAcK: 18364
分类词条
相关代谢途径
Reactome(0)
代谢反应
59 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(2)
- ergosterol biosynthesis:
H+ + NADPH + O2 + lanosterol ⟶ 4,4-dimethyl-5-α-cholesta-8,14,24-trien-3-β-ol + H2O + NADP+ + formate
- superpathway of sterol biosynthesis:
4-methyl-2-oxopentanoate + NAD+ + coenzyme A ⟶ CO2 + NADH + isovaleryl-CoA
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(2)
- cholesterol biosynthesis I:
O2 + a reduced [NADPH-hemoprotein reductase] + squalene ⟶ (3S)-2,3-epoxy-2,3-dihydrosqualene + H2O + an oxidized [NADPH-hemoprotein reductase]
- zymosterol biosynthesis:
14-demethyllanosterol + H+ + O2 + a ferrocytochrome b5 ⟶ 4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + H2O + a ferricytochrome b5
COVID-19 Disease Map(0)
PathBank(55)
- Chondrodysplasia Punctata II, X-Linked Dominant (CDPX2):
Lathosterol + NADPH + Oxygen ⟶ 7-Dehydrocholesterol + NADP + Water
- Lysosomal Acid Lipase Deficiency (Wolman Disease):
Lathosterol + NADPH + Oxygen ⟶ 7-Dehydrocholesterol + NADP + Water
- Ibandronate Action Pathway:
Lathosterol + NADPH + Oxygen ⟶ 7-Dehydrocholesterol + NADP + Water
- Simvastatin Action Pathway:
Lathosterol + NADPH + Oxygen ⟶ 7-Dehydrocholesterol + NADP + Water
- Pravastatin Action Pathway:
Lathosterol + NADPH + Oxygen ⟶ 7-Dehydrocholesterol + NADP + Water
- Rosuvastatin Action Pathway:
Lathosterol + NADPH + Oxygen ⟶ 7-Dehydrocholesterol + NADP + Water
- Alendronate Action Pathway:
Lathosterol + NADPH + Oxygen ⟶ 7-Dehydrocholesterol + NADP + Water
- Hypercholesterolemia:
Lathosterol + NADPH + Oxygen ⟶ 7-Dehydrocholesterol + NADP + Water
- Lovastatin Action Pathway:
Lathosterol + NADPH + Oxygen ⟶ 7-Dehydrocholesterol + NADP + Water
- Zoledronate Action Pathway:
Lathosterol + NADPH + Oxygen ⟶ 7-Dehydrocholesterol + NADP + Water
- Cerivastatin Action Pathway:
Lathosterol + NADPH + Oxygen ⟶ 7-Dehydrocholesterol + NADP + Water
- Risedronate Action Pathway:
Lathosterol + NADPH + Oxygen ⟶ 7-Dehydrocholesterol + NADP + Water
- Pamidronate Action Pathway:
Lathosterol + NADPH + Oxygen ⟶ 7-Dehydrocholesterol + NADP + Water
- Fluvastatin Action Pathway:
Lathosterol + NADPH + Oxygen ⟶ 7-Dehydrocholesterol + NADP + Water
- Atorvastatin Action Pathway:
Lathosterol + NADPH + Oxygen ⟶ 7-Dehydrocholesterol + NADP + Water
- Cholesteryl Ester Storage Disease:
Lathosterol + NADPH + Oxygen ⟶ 7-Dehydrocholesterol + NADP + Water
- Hyper-IgD Syndrome:
Lathosterol + NADPH + Oxygen ⟶ 7-Dehydrocholesterol + NADP + Water
- Mevalonic Aciduria:
Lathosterol + NADPH + Oxygen ⟶ 7-Dehydrocholesterol + NADP + Water
- Wolman Disease:
Lathosterol + NADPH + Oxygen ⟶ 7-Dehydrocholesterol + NADP + Water
- Steroid Biosynthesis:
Farnesyl pyrophosphate + NADPH ⟶ NADP + Pyrophosphate + Squalene
- Cholesterol biosynthesis and metabolism CE(14:0):
Desmosterol ⟶ Cholesterol
- Cholesterol biosynthesis and metabolism CE(10:0):
Desmosterol ⟶ Cholesterol
- Cholesterol Biosynthesis and Metabolism CE(12:0):
Cholesterol + Lauroyl-CoA ⟶ CE(12:0) + Coenzyme A
- Cholesterol Biosynthesis and Metabolism CE(16:0):
Cholesterol + Palmityl-CoA ⟶ CE(16:0) + Coenzyme A
- Cholesterol biosynthesis and metabolism CE(18:0):
Desmosterol ⟶ Cholesterol
- Steroid Biosynthesis:
7-Dehydrocholesterol + NADPH ⟶ Cholesterol + NADP
- CHILD Syndrome:
7-Dehydrocholesterol + NADPH ⟶ Cholesterol + NADP
- Chondrodysplasia Punctata II, X-Linked Dominant (CDPX2):
7-Dehydrocholesterol + NADPH ⟶ Cholesterol + NADP
- Desmosterolosis:
7-Dehydrocholesterol + NADPH ⟶ Cholesterol + NADP
- Lysosomal Acid Lipase Deficiency (Wolman Disease):
7-Dehydrocholesterol + NADPH ⟶ Cholesterol + NADP
- Smith-Lemli-Opitz Syndrome (SLOS):
7-Dehydrocholesterol + NADPH ⟶ Cholesterol + NADP
- Hypercholesterolemia:
7-Dehydrocholesterol + NADPH ⟶ Cholesterol + NADP
- Cholesteryl Ester Storage Disease:
7-Dehydrocholesterol + NADPH ⟶ Cholesterol + NADP
- Hyper-IgD Syndrome:
7-Dehydrocholesterol + NADPH ⟶ Cholesterol + NADP
- Mevalonic Aciduria:
7-Dehydrocholesterol + NADPH ⟶ Cholesterol + NADP
- Wolman Disease:
7-Dehydrocholesterol + NADPH ⟶ Cholesterol + NADP
- Cholesterol Biosynthesis and Metabolism:
Cholesterol + long-chain fatty acyl-CoA ⟶ Cholesteryl ester + Coenzyme A
- Steroid Biosynthesis:
7-Dehydrocholesterol + NADPH ⟶ Cholesterol + NADP
- Steroid Biosynthesis:
7-Dehydrocholesterol + NADPH ⟶ Cholesterol + NADP
- CHILD Syndrome:
7-Dehydrocholesterol + NADPH ⟶ Cholesterol + NADP
- Steroid Biosynthesis:
Lathosterol + NADPH + Oxygen ⟶ 7-Dehydrocholesterol + NADP + Water
- Desmosterolosis:
7-Dehydrocholesterol + NADPH ⟶ Cholesterol + NADP
- Lysosomal Acid Lipase Deficiency (Wolman Disease):
7-Dehydrocholesterol + NADPH ⟶ Cholesterol + NADP
- Smith-Lemli-Opitz Syndrome (SLOS):
7-Dehydrocholesterol + NADPH ⟶ Cholesterol + NADP
- Hypercholesterolemia:
7-Dehydrocholesterol + NADPH ⟶ Cholesterol + NADP
- Cholesteryl Ester Storage Disease:
7-Dehydrocholesterol + NADPH ⟶ Cholesterol + NADP
- Hyper-IgD Syndrome:
7-Dehydrocholesterol + NADPH ⟶ Cholesterol + NADP
- Chondrodysplasia Punctata II, X-Linked Dominant (CDPX2):
7-Dehydrocholesterol + NADPH ⟶ Cholesterol + NADP
- Wolman Disease:
7-Dehydrocholesterol + NADPH ⟶ Cholesterol + NADP
- Bloch Pathway (Cholesterol Biosynthesis):
Desmosterol + NADP ⟶ Cholesterol + Hydrogen Ion + NADPH
- Steroid Biosynthesis:
Hydrogen Ion + Lathosterol + Oxygen + ferrocytochrome b5 ⟶ 7-Dehydrocholesterol + Water + ferricytochrome b5
- Smith-Lemli-Opitz Syndrome (SLOS):
Lathosterol + NADPH + Oxygen ⟶ 7-Dehydrocholesterol + NADP + Water
- CHILD Syndrome:
Lathosterol + NADPH + Oxygen ⟶ 7-Dehydrocholesterol + NADP + Water
- Desmosterolosis:
Lathosterol + NADPH + Oxygen ⟶ 7-Dehydrocholesterol + NADP + Water
- Mevalonic Aciduria:
7-Dehydrocholesterol + NADPH ⟶ Cholesterol + NADP
PharmGKB(0)
3 个相关的物种来源信息
- 5476 - Candida albicans: 10.1002/JLAC.19677080121
- 4903 - Cyberlindnera jadinii: 10.1002/JLAC.19677080121
- 9606 - Homo sapiens: -
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
- Mathieu Blanc, Wei Yuan Hsieh, Kevin A Robertson, Steven Watterson, Guanghou Shui, Paul Lacaze, Mizanur Khondoker, Paul Dickinson, Garwin Sing, Sara Rodríguez-Martín, Peter Phelan, Thorsten Forster, Birgit Strobl, Matthias Müller, Rudolph Riemersma, Timothy Osborne, Markus R Wenk, Ana Angulo, Peter Ghazal. Host defense against viral infection involves interferon mediated down-regulation of sterol biosynthesis.
PLoS biology.
2011 Mar; 9(3):e1000598. doi:
10.1371/journal.pbio.1000598
. [PMID: 21408089] - P V Koivisto, T A Miettinen. Evaluation of bile acid malabsorption by plasma cholesterol precursor sterols in familial hypercholesterolaemia patients with and without ileal exclusion.
Scandinavian journal of clinical and laboratory investigation.
1988 Oct; 48(6):501-7. doi:
10.3109/00365518809085764
. [PMID: 3217753]