7-Dehydrodesmosterol (BioDeep_00000005715)

 

Secondary id: BioDeep_00001868773

human metabolite Endogenous natural product


代谢物信息卡片


(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

化学式: C27H42O (382.3235)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(plant) 8.81%

分子结构信息

SMILES: C/C(C)=CCC[C@H]([C@@]1([H])CC[C@@]2([H])C([C@]3([H])CC[C@]12C)=CC=C4C[C@@H](O)CC[C@@]43C)C
InChI: InChI=1S/C27H42O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h7,9-10,19,21,23-25,28H,6,8,11-17H2,1-5H3/t19-,21+,23-,24+,25+,26+,27-/m1/s1

描述信息

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).

同义名列表

14 个代谢物同义名

(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; Cholesta-5,7,24-trien-3 beta-ol; cholest-5Z,7Z,24-trien-3beta-ol; Cholesta-5,7,24-triene-3beta-ol; Cholesta-5,7,24-trien-3beta-ol; Cholesta-5,7,24-triene-3β-ol; Cholesta-5,7,24-triene-3b-ol; Cholesta-5,7,24-trien-3b-ol; Cholesta-5,7,24-trien-3β-ol; 7,8-Didehydrodesmosterol; 24-Dehydroprovitamin D3; 7-Dehydrodesmosterol; SCHEMBL12740951; 7-Dehydrodesmosterol



数据库引用编号

19 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(4)

BioCyc(4)

PlantCyc(0)

代谢反应

267 个相关的代谢反应过程信息。

Reactome(75)

BioCyc(7)

WikiPathways(3)

Plant Reactome(3)

INOH(0)

PlantCyc(125)

COVID-19 Disease Map(0)

PathBank(54)

PharmGKB(0)

22 个相关的物种来源信息

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。

亚细胞结构定位 关联基因列表
Cytoplasm 4 CDK1, CYP2R1, GNB5, PIK3CA
Peripheral membrane protein 2 CYP11A1, CYP27A1
Endoplasmic reticulum membrane 3 CDK1, CYP2R1, DHCR7
Mitochondrion membrane 2 CYP11A1, CYP27A1
Nucleus 2 CDK1, GNB5
cytosol 3 CDK1, GNB5, PIK3CA
dendrite 1 GNB5
centrosome 1 CDK1
nucleoplasm 1 CDK1
Cell membrane 1 VLDLR
lamellipodium 1 PIK3CA
Multi-pass membrane protein 1 DHCR7
glutamatergic synapse 1 VLDLR
lysosomal membrane 1 VLDLR
mitochondrial inner membrane 2 CYP11A1, CYP27A1
presynaptic membrane 1 GNB5
plasma membrane 2 PIK3CA, VLDLR
Membrane 5 CDK1, CYP11A1, DHCR7, GNB5, VLDLR
extracellular exosome 1 CDK1
endoplasmic reticulum 1 DHCR7
perinuclear region of cytoplasm 1 PIK3CA
intercalated disc 1 PIK3CA
mitochondrion 3 CDK1, CYP11A1, CYP27A1
intracellular membrane-bounded organelle 1 CYP2R1
Microsome membrane 1 CYP2R1
Single-pass type I membrane protein 1 VLDLR
Single-pass membrane protein 1 VLDLR
mitochondrial matrix 3 CDK1, CYP11A1, CYP27A1
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 CDK1
very-low-density lipoprotein particle 1 VLDLR
midbody 1 CDK1
Membrane, clathrin-coated pit 1 VLDLR
clathrin-coated pit 1 VLDLR
postsynaptic membrane 1 GNB5
Mitochondrion inner membrane 2 CYP11A1, CYP27A1
nuclear outer membrane 1 DHCR7
receptor complex 1 VLDLR
mitotic spindle 1 CDK1
chromosome, telomeric region 1 CDK1
Endomembrane system 1 VLDLR
heterotrimeric G-protein complex 1 GNB5
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
cell tip 1 GNB5
GTPase activator complex 1 GNB5
parallel fiber to Purkinje cell synapse 1 GNB5
spindle microtubule 1 CDK1
cyclin-dependent protein kinase holoenzyme complex 1 CDK1
cyclin A1-CDK1 complex 1 CDK1
cyclin A2-CDK1 complex 1 CDK1
cyclin B1-CDK1 complex 1 CDK1
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA


文献列表

  • Hongwei Yu, Bassam Wakim, Man Li, Brian Halligan, G Stephen Tint, Shailendra B Patel. Quantifying raft proteins in neonatal mouse brain by 'tube-gel' protein digestion label-free shotgun proteomics. Proteome science. 2007 Sep; 5(?):17. doi: 10.1186/1477-5956-5-17. [PMID: 17892558]
  • S A Holick, M S Lezin, D Young, S Malaikal, M F Holick. Isolation and identification of 24-dehydroprovitamin D3 and its photolysis to 24-dehydroprevitamin D3 in mammalian skin. The Journal of biological chemistry. 1985 Oct; 260(22):12181-4. doi: . [PMID: 2995363]