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11alpha-Hydroxyprogesterone

CAT: 0013-GTR19232991-01Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19232991-01Size:50 mg
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Description
11alpha-Hydroxyprogesterone is an inactive control compound, while its stereoisomer 11beta-Hydroxyprogesterone is a potent 11β-HSD inhibitor and a human mineralocorticoid receptor agonist (ED50 = 10 nM in COS-7 cells) . This small molecule is used in vitro to study steroid metabolism, receptor activation, and hypertension-related pathways.
CAS Number
80-75-1
Field of Research
Metabolism Research
Smiles
[H][C@@]12CC[C@H] (C (C) =O) [C@@]1 (C) C[C@@H] (O) [C@@]1 ([H]) [C@@]2 ([H]) CCC2=CC (=O) CC[C@]12C
Molecular Formula
C21H30O3
Molecular Weight
330.468
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

11alpha-Hydroxyprogesterone

11alpha-hydroxyprogesterone is a 11alpha-hydroxy steroid that is pregn-4-ene-3,20-dione substituted by a hydroxy group at position 11. It is an 11alpha-hydroxy steroid, a 20-oxo steroid and a 3-oxo-Delta(4) steroid. It is functionally related to a progesterone.

CAS Number80-75-1
PubChem CID92730
IUPAC Name(8S,9S,10R,11R,13S,14S,17S)-17-acetyl-11-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
Molecular FormulaC21H30O3
Molecular Weight330.5
XLogP2.4
Topological Polar Surface Area54.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count1
Heavy Atom Count24
Formal Charge0
Complexity621
SMILES
CC(=O)[C@H]1CC[C@@H]2[C@@]1(C[C@H]([C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)O)C
InChI
InChI=1S/C21H30O3/c1-12(22)16-6-7-17-15-5-4-13-10-14(23)8-9-20(13,2)19(15)18(24)11-21(16,17)3/h10,15-19,24H,4-9,11H2,1-3H3/t15-,16+,17-,18+,19+,20-,21+/m0/s1
InChIKey
BFZHCUBIASXHPK-QJSKAATBSA-N
Chemical Structure
2D Structure
2D structure of 11alpha-Hydroxyprogesterone
CAS: 80-75-1
CID: 92730
Formula: C21H30O3
MW: 330.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight330.5
XLogP32.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count1
Exact Mass330.21949481
Monoisotopic Mass330.21949481
Topological Polar Surface Area54.4 Ų
Heavy Atom Count24
Formal Charge0
Complexity621
Isotope Atom Count0
Defined Atom Stereocenter Count7
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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