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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
Structure of 25-HYDROXYCHOLESTEROL

SMILES

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

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

Approval Year

Substance Class Chemical
Created
by admin
on Fri Dec 15 18:54:06 UTC 2023
Edited
by admin
on Fri Dec 15 18:54:06 UTC 2023
Record UNII
767JTD2N31
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
25-HYDROXYCHOLESTEROL
MI  
Systematic Name English
5-CHOLESTENE-3.BETA.,25-DIOL
Systematic Name English
CHOLEST-5-ENE-3.BETA.,25-DIOL
Systematic Name English
25-HYDROXYCHOLESTEROL [MI]
Common Name English
Code System Code Type Description
FDA UNII
767JTD2N31
Created by admin on Fri Dec 15 18:54:07 UTC 2023 , Edited by admin on Fri Dec 15 18:54:07 UTC 2023
PRIMARY
EPA CompTox
DTXSID5044023
Created by admin on Fri Dec 15 18:54:07 UTC 2023 , Edited by admin on Fri Dec 15 18:54:07 UTC 2023
PRIMARY
CAS
2140-46-7
Created by admin on Fri Dec 15 18:54:07 UTC 2023 , Edited by admin on Fri Dec 15 18:54:07 UTC 2023
PRIMARY
PUBCHEM
65094
Created by admin on Fri Dec 15 18:54:07 UTC 2023 , Edited by admin on Fri Dec 15 18:54:07 UTC 2023
PRIMARY
DRUG BANK
DB04705
Created by admin on Fri Dec 15 18:54:07 UTC 2023 , Edited by admin on Fri Dec 15 18:54:07 UTC 2023
PRIMARY
CHEBI
42977
Created by admin on Fri Dec 15 18:54:07 UTC 2023 , Edited by admin on Fri Dec 15 18:54:07 UTC 2023
PRIMARY
MERCK INDEX
m6130
Created by admin on Fri Dec 15 18:54:07 UTC 2023 , Edited by admin on Fri Dec 15 18:54:07 UTC 2023
PRIMARY Merck Index
MESH
C007997
Created by admin on Fri Dec 15 18:54:07 UTC 2023 , Edited by admin on Fri Dec 15 18:54:07 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> METABOLITE
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