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20β-Dihydrocortisol

CAT: 0024-sc-498885Size: 250 mgDry Ice: NoHazardous: No
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CAT#:0024-sc-498885Size:250 mg
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CAS Number
116-58-5

Chemical Information

11,17,20,21-Tetrahydroxypregn-4-en-3-one, (11beta,20R)-

20beta-dihydrocortisol is a 17alpha-hydroxy-C21-steroid that is cortisol in which the 20-oxo group has been reduced to a hydroxy group. It is a metabolite of cortisol identified in the urine of horses and humans, and its urinary excretion is increased in obesity. It has a role as a mammalian metabolite and a human urinary metabolite. It is a 17alpha-hydroxy-C21-steroid, a 21-hydroxy steroid, an 11beta-hydroxy steroid, a 20-hydroxy steroid and a 3-oxo-Delta(4) steroid. It is functionally related to a cortisol.

CAS Number116-58-5
PubChem CID12150498
IUPAC Name(8S,9S,10R,11S,13S,14S,17R)-17-[(1R)-1,2-dihydroxyethyl]-11,17-dihydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
Molecular FormulaC21H32O5
Molecular Weight364.5
XLogP0.8
Topological Polar Surface Area98
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count5
Rotatable Bond Count2
Heavy Atom Count26
Formal Charge0
Complexity644
SMILES
C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3CC[C@@]4([C@@H](CO)O)O)C)O
InChI
InChI=1S/C21H32O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h9,14-18,22,24-26H,3-8,10-11H2,1-2H3/t14-,15-,16-,17+,18+,19-,20-,21-/m0/s1
InChIKey
AWWCEQOCFFQUKS-LCGKLAOVSA-N
Chemical Structure
2D Structure
2D structure of 11,17,20,21-Tetrahydroxypregn-4-en-3-one, (11beta,20R)-
CAS: 116-58-5
CID: 12150498
Formula: C21H32O5
MW: 364.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight364.5
XLogP30.8
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count5
Rotatable Bond Count2
Exact Mass364.22497412
Monoisotopic Mass364.22497412
Topological Polar Surface Area98 Ų
Heavy Atom Count26
Formal Charge0
Complexity644
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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