6.ALPHA.-HYDROXYCORTISOL

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C21H30O6
Molecular Weight	378.4593
Optical Activity	UNSPECIFIED
Defined Stereocenters	8 / 8
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]3([H])[C@@]2([H])C[C@H](O)C4=CC(=O)CC[C@]34C

InChI

InChIKey=GNFTWPCIRXSCQF-HVIRSNARSA-N

InChI=1S/C21H30O6/c1-19-5-3-11(23)7-14(19)15(24)8-12-13-4-6-21(27,17(26)10-22)20(13,2)9-16(25)18(12)19/h7,12-13,15-16,18,22,24-25,27H,3-6,8-10H2,1-2H3/t12-,13-,15-,16-,18+,19-,20-,21-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C21H30O6
Molecular Weight	378.4593
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	8 / 8
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22318698
Curator's Comment: description was created based on several sources, including: https://www.ncbi.nlm.nih.gov/pubmed/10718654

The CYP3A subfamily catalyzes the formation of stereoisomer 6α-hydroxycortisol (6α-OHF) from cortisol. The metabolite is then excreted in the urine. Therefore, the urinary excretion ratio 6α-OHF/cortisol might be used as a non-invasive index for evaluating the in vivo CYP3A activity in humans.

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
CYP3A induction 1 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22318698	Diagnostic		Natural Metabolite	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Sat Dec 16 05:18:37 GMT 2023` Edited by `admin` on `Sat Dec 16 05:18:37 GMT 2023`
Record UNII	V55JM5DKO0
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

6.ALPHA.-HYDROXYCORTISOL

Common Name

English

CORTICOSTERONE, 6.ALPHA.,17-DIHYDROXY-

Common Name

English

NSC-79099

Code

English

PREGN-4-ENE-3,20-DIONE, 6,11,17,21-TETRAHYDROXY-, (6.ALPHA.,11.BETA.)-

Systematic Name

English

6.ALPHA.,11.BETA.,17,21-TETRAHYDROXYPREGN-4-ENE-3,20-DIONE

Systematic Name

English

PREGN-4-ENE-3,20-DIONE, 6.ALPHA.,11.BETA.,17,21-TETRAHYDROXY-

Systematic Name

English

Code System Code Type Description

NSC

79099