4α-Hydroxycholesterol

CAT: 0804-HY-W353914Size: 1 mgDry Ice: NoHazardous: No

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CAT#:0804-HY-W353914Size:1 mg

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Description

4α-Hydroxycholesterol is an isomer of 4β-Hydroxycholesterol. 4α-Hydroxycholesterol has a slight effect on the integrity of lysosomal membranes in mouse primary oligodendrocyte cultures[1].

CAS Number

34310-86-6

UNSPSC

12352211

Hazard Statement

H302, H315, H319, H335

Target

Drug Isomer

Related Pathways

Others

Field of Research

Others

Purity

99.28

Smiles

C[C@@]12[C@]3([H])[C@](CC=C1[C@@H]([C@H](CC2)O)O)([H])[C@@]4([H])[C@](CC3)([C@@](CC4)([H])[C@H](C)CCCC(C)C)C

Molecular Formula

C27H46O2

Molecular Weight

402.65

Precautions

H302, H315, H319, H335

References & Citations

[1]Nury T, et al. Biological activities of the LXRα and β agonist, 4β-hydroxycholesterol, and of its isomer, 4α-hydroxycholesterol, on oligodendrocytes: effects on cell growth and viability, oxidative and inflammatory status. Biochimie. 2013 Mar;95 (3) :518-30.

Shipping Conditions

Room Temperature

Storage Conditions

-20°C (Powder, protect from light)

Scientific Category

Natural Products

Clinical Information

No Development Reported

Chemical Information

4a-Hydroxycholesterol

CAS Number	34310-86-6
PubChem CID	12955779
IUPAC Name	(3S,4S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,4-diol
Molecular Formula	C27H46O2
Molecular Weight	402.7
XLogP	7.4
Topological Polar Surface Area	40.5
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	5
Heavy Atom Count	29
Formal Charge	0
Complexity	624

SMILES

C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H]([C@H]4O)O)C)C

InChI

InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)20-11-12-21-19-9-10-23-25(29)24(28)14-16-27(23,5)22(19)13-15-26(20,21)4/h10,17-22,24-25,28-29H,6-9,11-16H2,1-5H3/t18-,19+,20-,21+,22+,24+,25+,26-,27-/m1/s1

InChIKey

CZDKQKOAHAICSF-GFYXKKFXSA-N

Chemical Structure

2D Structure

CAS: 34310-86-6

CID: 12955779

Formula: C27H46O2

MW: 402.7

Interactive 3D Structure

Loading 3D structure...

View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	402.7
XLogP3	7.4
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	5
Exact Mass	402.349780706
Monoisotopic Mass	402.349780706
Topological Polar Surface Area	40.5 Å²
Heavy Atom Count	29
Formal Charge	0
Complexity	624
Isotope Atom Count	0
Defined Atom Stereocenter Count	9
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

Related Products

Catalog	Name
HY-N2370-01	24-Hydroxycholesterol
HY-N2371-01	27-Hydroxycholesterol
HY-113134-01	25-Hydroxycholesterol
HY-113341-01	7β-Hydroxycholesterol
HY-N7264-01	7α-Hydroxycholesterol
HY-N2371R	27-Hydroxycholesterol (Standard)
HY-16940A-01	24 (R) -Hydroxycholesterol
HY-N7264S-01	7α-Hydroxycholesterol-d7
HY-N15915	Ent-25-Hydroxycholesterol
HY-113134R-01	25-Hydroxycholesterol (Standard)

Alternative Products

Catalog	Name
GTR19273865-01	4α-Hydroxycholesterol
M39383-01	4-Beta-Hydroxycholesterol
H9040-01	Hydroxycholesterol, 20a-
AB1959	27-Hydroxycholesterol
MBS3609565-01	25-Hydroxycholesterol
TBW01446	7alpha-Hydroxycholesterol
MBS5752600	24-Hydroxycholesterol
BUP20504-01	7a-Hydroxycholesterol
080-62A	20-hydroxycholesterol
TRC-H703710-50MG	17alpha-Hydroxycholesterol

4α-Hydroxycholesterol

Chemical Information

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