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Cholesterol glucuronide

CAT: 0013-GTR19229796-02Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19229796-02Size:500 mg
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Description
Cholesterol glucuronide is a liver-derived metabolite formed via UDP-glucuronosyltransferase (UGT) enzymes. This endogenous lipid conjugate serves as a valuable research tool for studying phase II metabolism, detoxification pathways, and cholesterol homeostasis in both in vitro and in vivo models.
CAS Number
17435-78-8
Field of Research
Metabolism Research
Smiles
C[C@@]12[C@@]3 ([C@] ([C@]4 ([C@] (C) (CC3) [C@@] ([C@@H] (CCCC (C) C) C) (CC4) [H]) [H]) (CC=C1C[C@@H] (O[C@@H]5O[C@H] (C (O) =O) [C@@H] (O) [C@H] (O) [C@H]5O) CC2) [H]) [H]
Molecular Formula
C33H54O7
Molecular Weight
562.78
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Cholesterol glucuronide

Cholesterol glucuronide is a steroid glucosiduronic acid.

CAS Number17435-78-8
PubChem CID44263367
IUPAC Name(2S,3S,4S,5R,6R)-6-[[(3S,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]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
Molecular FormulaC33H54O7
Molecular Weight562.8
XLogP7.2
Topological Polar Surface Area116
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count8
Heavy Atom Count40
Formal Charge0
Complexity949
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](C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C(=O)O)O)O)O)C)C
InChI
InChI=1S/C33H54O7/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(13-15-32(20,4)25(22)14-16-33(23,24)5)39-31-28(36)26(34)27(35)29(40-31)30(37)38/h9,18-19,21-29,31,34-36H,6-8,10-17H2,1-5H3,(H,37,38)/t19-,21+,22+,23-,24+,25+,26+,27+,28-,29+,31-,32+,33-/m1/s1
InChIKey
IJLBJBCDNYOWPJ-MVMUGOIMSA-N
Chemical Structure
2D Structure
2D structure of Cholesterol glucuronide
CAS: 17435-78-8
CID: 44263367
Formula: C33H54O7
MW: 562.8
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight562.8
XLogP37.2
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count8
Exact Mass562.38695406
Monoisotopic Mass562.38695406
Topological Polar Surface Area116 Ų
Heavy Atom Count40
Formal Charge0
Complexity949
Isotope Atom Count0
Defined Atom Stereocenter Count13
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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