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27-Hydroxycholesterol

CAT: 0931-TQ0274-05Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0931-TQ0274-05Size:50 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
20380-11-4
Target
Estrogen/progestogen Receptor, Liver X Receptor, Estrogen Receptor/ERR, Endogenous Metabolite
Related Pathways
Endocrinology/Hormones, Metabolism
Purity
0.9982
Bioactivity
27-Hydroxycholesterol (25 (R) -27-hydroxy Cholesterol) is a selective modulator of estrogen receptor and an agonist of the liver X receptor.
Smiles
[H][C@@]12CC[C@H]([C@H](C)CCC[C@@H](C)CO)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C
Molecular Formula
C27H46O2
Molecular Weight
402.65
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

(25R)-26-Hydroxycholesterol

(25R)-cholest-5-ene-3beta,26-diol is a 26-hydroxycholesterol in which the 25-position has R-configuration. It has a role as a neuroprotective agent, an apoptosis inducer, a mouse metabolite and a human metabolite. It is functionally related to a cholesterol.

CAS Number20380-11-4
PubChem CID123976
IUPAC Name(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,6R)-7-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
XLogP7.1
Topological Polar Surface Area40.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count6
Heavy Atom Count29
Formal Charge0
Complexity612
SMILES
C[C@H](CCC[C@@H](C)[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)CO
InChI
InChI=1S/C27H46O2/c1-18(17-28)6-5-7-19(2)23-10-11-24-22-9-8-20-16-21(29)12-14-26(20,3)25(22)13-15-27(23,24)4/h8,18-19,21-25,28-29H,5-7,9-17H2,1-4H3/t18-,19-,21+,22+,23-,24+,25+,26+,27-/m1/s1
InChIKey
FYHRJWMENCALJY-YSQMORBQSA-N
Chemical Structure
2D Structure
2D structure of (25R)-26-Hydroxycholesterol
CAS: 20380-11-4
CID: 123976
Formula: C27H46O2
MW: 402.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight402.7
XLogP37.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count6
Exact Mass402.349780706
Monoisotopic Mass402.349780706
Topological Polar Surface Area40.5 Ų
Heavy Atom Count29
Formal Charge0
Complexity612
Isotope Atom Count0
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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