25-HYDROXYCHOLESTEROL

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C27H46O2
Molecular Weight	402.6529
Optical Activity	UNSPECIFIED
Defined Stereocenters	8 / 8
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

SMILES

C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C

InChI

InChIKey=INBGSXNNRGWLJU-ZHHJOTBYSA-N

InChI=1S/C27H46O2/c1-18(7-6-14-25(2,3)29)22-10-11-23-21-9-8-19-17-20(28)12-15-26(19,4)24(21)13-16-27(22,23)5/h8,18,20-24,28-29H,6-7,9-17H2,1-5H3/t18-,20+,21+,22-,23+,24+,26+,27-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C27H46O2
Molecular Weight	402.6529
Charge	0
Count	MOL RATIO 1 MOL RATIO (average)

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

Approval Year

PubMed

Show entries

Title	Date	PubMed
Comparative study of the cytotoxicity and apoptosis-inducing potential of commonly occurring oxysterols.	2001	11499696
Binding and uptake of chylomicron remnants by primary and THP-1 human monocyte-derived macrophages: determination of binding proteins.	2001 Aug	11473484
Adrenodoxin-cytochrome P450scc interaction as revealed by EPR spectroscopy: comparison with the putidaredoxin-cytochrome P450cam system.	2001 Dec	11726279
Fatty acid modifications and cholesterol oxidation in pork loin during frying at different temperatures.	2001 Jul	11456193
Woc (without children) gene control of ecdysone biosynthesis in Drosophila melanogaster.	2001 Jul 5	11476936

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Patents

Substance Class	Chemical
Record UNII	767JTD2N31
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

25-HYDROXYCHOLESTEROL

Systematic Name

English

25-HYDROXYCHOLESTEROL [MI]

Preferred Name

English

5-CHOLESTENE-3.BETA.,25-DIOL

Systematic Name

English

CHOLEST-5-ENE-3.BETA.,25-DIOL

Systematic Name

English

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Code System

Code

Type

Description

FDA UNII

767JTD2N31

PRIMARY

EPA CompTox

DTXSID5044023

PRIMARY

CAS

2140-46-7

PRIMARY

PUBCHEM

65094

PRIMARY

DRUG BANK

DB04705

PRIMARY

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Related Record

Type

Details


					97C5T2UQ7J

CHOLESTEROL

PARENT -> METABOLITE

Comments:

25-HYDROXYCHOLESTEROL activates the ER-localized enzyme ACAT to induce internalization of accessible cholesterol on the plasma membrane and restricts SARS-CoV-2 S protein-mediated fusion which inhibits virus replication

Amount:

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