CAS 566-27-8|7β-hydroxycholesterol|(3BETA,7BETA)-CHOLEST-5-ENE-3,7-DIOL|(1S,2R,5S,9R,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-ene-5,...

General Information

Structure

Molecular Formula

C₂₇H₄₆O₂

Molecular Mass

402.65294

Exact Mass

402.34978071

Charge

InChI

InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,24+,25+,26+,27-/m1/s1

InChIKey

OYXZMSRRJOYLLO-KGZHIOMZSA-N

Canonic Smiles

CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2[C@@H](O)C=C2[C@]1(C)CC[C@@H](C2)O)C)C

Isomeric Smiles

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

Calculated Properties

JChem

LogD (pH = 7.4)

5.96

LogD (pH = 5.5)

5.96

Log P

5.96

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

false

Acid pKa

-0.83

Polar Surface Area

40.46

Polarizability

51.50

Molar Refractivity

122.05

LOG S

-8.33

Data Source

Academic Data

Data Source

Names and Identifiers

IUPAC Traditional name

7β-hydroxycholesterol 7 β-hydroxycholesterol

Synonyms

(3BETA,7BETA)-CHOLEST-5-ENE-3,7-DIOL7-HYDROXYCHOLESTEROL(3beta,7beta)-cholest-5-ene-3,7-diol7beta-hydroxycholesterol7beta-hydroxycholesterol

IUPAC name

(1S,2R,5S,9R,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-ene-5,9-diol (1R,3aS,3bS,4R,7S,9aR,9bS,11aR)-9a,11a-dimethyl-1-[(2R)-6-methylheptan-2-yl]-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthrene-4,7-diol

Names and Identifiers

Registration numbers

PubChem CID

473141

PubChem SID

4650504516096769026697237

CAS Number

566-27-8

SureChEMBL Database

SCHEMBL532559

Protein Data Bank

1zht