Cortexolone (BioDeep_00000003114)

 

Secondary id: BioDeep_00000405788, BioDeep_00000419331

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite BioNovoGene_Lab2019


代谢物信息卡片


1S,2R,10R,11S,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

化学式: C21H30O4 (346.2144)
中文名称: 可托多松, 11-脱氧皮质醇, 脱氧可的松
谱图信息: 最多检出来源 Homo sapiens(blood) 42.75%

Reviewed

Last reviewed on 2024-10-27.

Cite this Page

Cortexolone. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/cortexolone (retrieved 2024-12-22) (BioDeep RN: BioDeep_00000003114). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CC12CCC(=O)C=C1CCC1C2CCC2(C)C1CCC2(O)C(=O)CO
InChI: InChI=1S/C21H30O4/c1-19-8-5-14(23)11-13(19)3-4-15-16(19)6-9-20(2)17(15)7-10-21(20,25)18(24)12-22/h11,15-17,22,25H,3-10,12H2,1-2H3

描述信息

Cortexolone, also known as cortodoxone or 11-deoxycortisol, belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone. Thus, cortexolone is considered to be a steroid molecule. Cortexolone is an endogenous glucocorticoid steroid hormone, and a metabolic intermediate in the synthesis of cortisol. It was first described by Tadeusz Reichstein in 1938 and named as Substance S. It has also been referred to as Reichsteins Substance S or Compound S. Cortexolone acts as a glucocorticoid, though it is less potent than cortisol. Cortexolone is synthesized from 17α-hydroxyprogesterone by 21-hydroxylase and is converted to cortisol by 11β-hydroxylase. As a result, the level of cortexolone is often measured in patients to diagnose impaired cortisol synthesis, to identify any enzyme deficiency that may be causing impairment along the pathway to cortisol, and to differentiate adrenal disorders. Cortexolone in mammals has limited biological activity and mainly acts as metabolic intermediate within the glucocorticoid pathway, leading to cortisol. On the other hand, in sea lampreys, cortexolone is the major glucocorticoid, with mineralocorticoid activity. Cortexolone in sea lampreys binds to specific corticosteroid receptors and is involved in intestinal osmoregulation and in sea lamprey at metamorphosis, a process in which they develop seawater tolerance before downstream migration.
Cortexolone is the precursor of cortisol. Accumulation of Cortexolone can happen in a defect known as congenital adrenal hyperplasia, which is due to 11-beta-hydroxylase deficiency, resulting in androgen excess, virilization, and hypertension. (PMID: 2022736)
C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone
C308 - Immunotherapeutic Agent > C574 - Immunosuppressant > C211 - Therapeutic Corticosteroid
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones
Cortodoxone is a glucocorticoid that can be oxidized to cortisone (Hydrocortisone).

同义名列表

54 个代谢物同义名

(8R,9S,10R,13S,14S,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one; (1S,2R,10R,11S,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one; 17alpha,21-Dihydroxypregn-4-ene-3,20-dione; 17alpha,21-Dihydroxy-4-pregnen-3,20-dione; 11-Desoxy-17alpha-hydroxycorticosterone; 4-Pregnene-17α,21-diol-3,20-dione; 17Α,21-dihydroxypregn-4-ene-3,20-dione; 17Α,21-dihydroxy-4-pregnen-3,20-dione; 17,21-dihydroxypregn-4-ene-3,20-dione; 20-Dione 17,21-dihydroxypregn-4-ene-3; 4-Pregnene-17alpha,21-diol-3,20-dione; 17,21-Dihydroxy-4-pregnene-3,20-dione; 17,21-Dihydroxypregn-4-en-3,20-dione; 4-Pregnen-17alpha,21-diol-3,20-dione; 11-Desoxy-17α-hydroxycorticosterone; 11-deoxy-17-hydroxy-Corticosterone; 11-Desoxy-17-hydroxycorticosterone; 4-Pregnene-17α,21-diol-3,20-dione; 17-Hydroxy-11-deoxycorticosterone; 11-Deoxy-17-hydroxycorticosterone; 17alpha,21-Dihydroxyprogesterone; 4-Pregnen-17α,21-diol-3,20-dione; 11-Deoxy-17-hydrocorticosterone; 17Α,21-dihydroxyprogesterone; 17,21-Dihydroxyprogesterone; 17α-Hydroxycortexone; Substance S, reichsteins; 17alpha-Hydroxycortexone; S, Reichsteins substance; 11-Desoxyhydrocortisone; Reichsteins substance S; Reichsteins Substance S; 11-Deoxyhydrocortisone; Reichstein substance S; Reichsteins compound S; 17Α-hydroxycortexone; 11-Desoxycortisone; 11 Desoxycortisone; 11-deoxy-Cortisol; 11-Deoxycortisone; 11 Desoxycortisol; 11-dioxy-Cortisol; 11-Desoxycortisol; 11-deoxycortisol; 11 Deoxycortisol; 11-Dioxycortisol; Reichstein S; Cortexolone; Cortodoxone; Compound S; SK&F 3050; Cortexolone; Reichstein's substance S; 11-Deoxycortisol



数据库引用编号

27 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(13)

BioCyc(0)

PlantCyc(0)

代谢反应

110 个相关的代谢反应过程信息。

Reactome(73)

BioCyc(0)

WikiPathways(3)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(34)

PharmGKB(0)

2 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 5 AR, NR3C1, NR3C2, POMC, PRL
Peripheral membrane protein 3 CYP11B1, CYP1B1, CYP21A2
Endoplasmic reticulum membrane 7 CYP11B1, CYP17A1, CYP19A1, CYP1B1, CYP21A2, NR3C2, STAR
Nucleus 4 AR, NR3C1, NR3C2, PRL
cytosol 4 AR, NR3C1, NR3C2, TAT
centrosome 1 NR3C1
nucleoplasm 5 AR, ATP2B1, NR3C1, NR3C2, PRL
RNA polymerase II transcription regulator complex 1 PRL
Cell membrane 2 ATP2B1, STAR
Multi-pass membrane protein 2 ATP2B1, CYP19A1
Synapse 3 ATP2B1, CRH, NR3C1
glutamatergic synapse 1 ATP2B1
Golgi membrane 1 INS
mitochondrial inner membrane 1 CYP11B1
neuronal cell body 1 CYP17A1
presynaptic membrane 1 ATP2B1
plasma membrane 4 AR, ATP2B1, REN, STAR
synaptic vesicle membrane 1 ATP2B1
Membrane 7 AR, ATP2B1, CYP19A1, CYP1B1, CYP21A2, NR3C1, REN
axon 1 CYP17A1
basolateral plasma membrane 1 ATP2B1
extracellular exosome 3 ATP2B1, SERPINA6, SHBG
endoplasmic reticulum 2 CYP17A1, CYP19A1
extracellular space 7 CRH, GNRH1, INS, POMC, PRL, REN, SERPINA6
mitochondrion 5 CYP11B1, CYP1B1, FDX1, NR3C1, STAR
protein-containing complex 2 AR, NR3C1
intracellular membrane-bounded organelle 2 ATP2B1, CYP1B1
Microsome membrane 4 CYP17A1, CYP19A1, CYP1B1, CYP21A2
Single-pass type I membrane protein 1 STAR
Secreted 6 CRH, INS, POMC, PRL, REN, SHBG
extracellular region 8 CRH, GNRH1, INS, POMC, PRL, REN, SERPINA6, SHBG
Single-pass membrane protein 1 CYP21A2
Mitochondrion matrix 1 FDX1
mitochondrial matrix 3 FDX1, NR3C1, STAR
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 NR3C1
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 ATP2B1
varicosity 1 CRH
neuronal dense core vesicle lumen 1 CRH
perikaryon 1 CRH
apical part of cell 1 REN
Mitochondrion inner membrane 1 CYP11B1
Cytoplasm, cytoskeleton, spindle 1 NR3C1
spindle 1 NR3C1
mitochondrial intermembrane space 1 STAR
secretory granule 1 POMC
lateral plasma membrane 1 ATP2B1
nuclear speck 2 AR, NR3C1
receptor complex 1 NR3C2
chromatin 4 AR, NR3C1, NR3C2, PRL
cell projection 1 ATP2B1
Chromosome 1 NR3C1
Basolateral cell membrane 1 ATP2B1
endosome lumen 2 INS, PRL
Nucleus, nucleoplasm 1 NR3C1
Presynaptic cell membrane 1 ATP2B1
secretory granule lumen 2 INS, POMC
Golgi lumen 1 INS
endoplasmic reticulum lumen 1 INS
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
immunological synapse 1 ATP2B1
[Isoform Alpha]: Cytoplasm 1 NR3C1
[Isoform Beta]: Nucleus 1 NR3C1
[Isoform Alpha-B]: Nucleus 1 NR3C1
photoreceptor ribbon synapse 1 ATP2B1


文献列表

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  • Alessandro Mazzetti, Luigi Moro, Mara Gerloni, Martina Cartwright. Pharmacokinetic Profile, Safety, and Tolerability of Clascoterone (Cortexolone 17-alpha propionate, CB-03-01) Topical Cream, 1\% in Subjects With Acne Vulgaris: An Open-Label Phase 2a Study. Journal of drugs in dermatology : JDD. 2019 Jun; 18(6):563. doi: . [PMID: 31251549]
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  • Joanne Sloan-Lancaster, Eyas Raddad, Amy Flynt, Yan Jin, James Voelker, Jeffrey W Miller. LY3045697: Results from two randomized clinical trials of a novel inhibitor of aldosterone synthase. Journal of the renin-angiotensin-aldosterone system : JRAAS. 2017 Jul; 18(3):1470320317717883. doi: 10.1177/1470320317717883. [PMID: 28814143]
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