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19-hydroxy Cholesterol

CAT: 0013-GTR19191880-02Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19191880-02Size:5 mg
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Description
19-Hydroxy Cholesterol is an oxysterol used as an internal standard for sterol quantification via capillary gas chromatography. Research indicates it may have pro-atherogenic properties, and its levels can increase in Atlantic cod fillets following frozen storage and grilling. This compound is utilized in lipid metabolism, cardiovascular disease, and food science research.
CAS Number
561-63-7
Field of Research
Metabolism Research
Smiles
C (O) [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) CC2) [H]) [H]
Molecular Formula
C27H46O2
Molecular Weight
402.65
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

19-Hydroxycholesterol

19-Hydroxycholesterol is a cholestanoid.

CAS Number561-63-7
PubChem CID6453303
IUPAC Name(3S,8S,9S,10S,13R,14S,17R)-10-(hydroxymethyl)-13-methyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Molecular FormulaC27H46O2
Molecular Weight402.7
XLogP7.3
Topological Polar Surface Area40.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count6
Heavy Atom Count29
Formal Charge0
Complexity610
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)CO)C
InChI
InChI=1S/C27H46O2/c1-18(2)6-5-7-19(3)23-10-11-24-22-9-8-20-16-21(29)12-15-27(20,17-28)25(22)13-14-26(23,24)4/h8,18-19,21-25,28-29H,5-7,9-17H2,1-4H3/t19-,21+,22+,23-,24+,25+,26-,27-/m1/s1
InChIKey
YRWIUNJQYGATHV-FTLVODPJSA-N
Chemical Structure
2D Structure
2D structure of 19-Hydroxycholesterol
CAS: 561-63-7
CID: 6453303
Formula: C27H46O2
MW: 402.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight402.7
XLogP37.3
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
Complexity610
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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