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25-Hydroxycholesterol

CAT: 0013-GTR19170402-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19170402-01Size:5 mg
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Description
25-Hydroxycholesterol is an oxysterol that regulates cholesterol homeostasis by inhibiting SREBP cleavage and HMG-CoA reductase. It is also a potent and selective suppressor of IgA production in B cells, making it a valuable tool for researching lipid metabolism and B-cell immunology in both in vivo and in vitro models.
CAS Number
2140-46-7
Product Name Alternative
Inhibit, Inhibitor, HMGCoA Reductase, HMG-CoA Reductase, HMGCoAReductase, EndogenousMetabolite, 25Hydroxycholesterol, 25-Hydroxycholesterol, 25 Hydroxycholesterol, Endogenous Metabolite
Field of Research
Cell Biology, Immunology & Inflammation
Purity
>98%
Bioactivity
Cholesterol metabolite
Form
Powder
Solubility
Soluble in DMSO or in Ethanol.
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
Molecular Formula
C27H46O2
Molecular Weight
402.66
Storage Conditions
-20°C
Notes
For research use only.
Other Product Names
5-Cholesten-3β, 25-diol

Chemical Information

25-Hydroxycholesterol

25-hydroxycholesterol is a 25-hydroxy steroid and an oxysterol. It has a role as a human metabolite. It is functionally related to a cholesterol.

CAS Number2140-46-7
PubChem CID65094
IUPAC Name(3S,8S,9S,10R,13R,14S,17R)-17-[(2R)-6-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Molecular FormulaC27H46O2
Molecular Weight402.7
XLogP6.8
Topological Polar Surface Area40.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count5
Heavy Atom Count29
Formal Charge0
Complexity636
SMILES
C[C@H](CCCC(C)(C)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C
InChI
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
InChIKey
INBGSXNNRGWLJU-ZHHJOTBYSA-N
Chemical Structure
2D Structure
2D structure of 25-Hydroxycholesterol
CAS: 2140-46-7
CID: 65094
Formula: C27H46O2
MW: 402.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight402.7
XLogP36.8
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count5
Exact Mass402.349780706
Monoisotopic Mass402.349780706
Topological Polar Surface Area40.5 Ų
Heavy Atom Count29
Formal Charge0
Complexity636
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

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