Basic information
- CAS
145-14-2- Standard SMILES
C[C@H](O)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C- InChIKey
RWBRUCCWZPSBFC-RXRZZTMXSA-N- Molecular formula
- C21H32O2
- Average molar mass
- 316.5 g/mol
- Monoisotopic mass
- 316.24023026
Overview
(20S)-20-hydroxypregn-4-en-3-one is a 20-hydroxypregn-4-en-3-one. It has a role as a mouse metabolite and a human metabolite.
Names & identifiers
- Preferred name
- 20alpha-Dihydroprogesterone
- IUPAC
- (8S,9S,10R,13S,14S,17S)-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
- English name
- 4-Pregnen-20-alpha-ol-3-one
- Molecular formula
- C21H32O2
- Molecular weight
- 316.48
Names & synonyms
145-14-220(S)-Hydroxyprogesterone(20S)-20-Hydroxypregn-4-en-3-oneDIHYDROPROGESTERONE20alpha-Dihydroprogesterone20alpha-Hydroxyprogesterone20-alpha-Dihydroprogesterone20-alpha-Hydroxyprogesterone20alpha-Hydroxypregn-4-en-3-onePregn-4-en-3-one, 20-hydroxy-, (20S)-20alpha-Hydroxydihydroprogesterone(S)-20-Hydroxypregn-4-en-3-one
Show more names
C0404220α-OH-PNSC 6863020α-ProgerolProgesterol-20α20-alpha-progerol20α-OH-Progesteroneprogesterol-20-alpha
Pregn-4-en-3-one, 20-alpha-hydroxy-DTXSID1090476745630A64ACPregn-4-en-3-one, 20alpha-hydroxy-CHEBI:28453NSC-6863020 alpha Dihydroprogesterone20 alpha Hydroxyprogesterone
Database identifiers
- CAS
145-14-2
Properties
Computed structural properties
- XLogP
- 4.2
- Topological polar surface area
- 37.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 1
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 550
Experimental & physicochemical properties
LipidsLipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives [ST0203]
Melting Point126 - 131 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 171 · 171-172 °C
- Boiling point
- 451.7 · 451.7±14.0 °C(Predicted)
- Density
- 1.13 g/cm3 · 1.13 g/cm3
- storage temp.
- Refrigerator
- solubility
- Chloroform (Slightly), Ethanol (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 15.05 · 15.05±0.20(Predicted)
- color
- White to Off-White
- InChI
- InChI=1S/C21H32O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h12-13,16-19,22H,4-11H2,1-3H3/t13-,16-,17+,18-,19-,20-,21+/m0/s1
Safety & regulation
GHS classification
GHS Classification
Danger
H351 (100%): Suspected of causing cancer [Warning Carcinogenicity]
P203, P280, P318, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesCarc. 2 (100%)
Safety data
- wgk
- 3
- rtecs
- TU5559900
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Compounds that interact with PROGESTERONE RECEPTORS in target tissues to bring about the effects similar to those of PROGESTERONE. Primary actions of progestins, including natural and synthetic steroids, are on the UTERUS and the MAMMARY GLAND in preparation for and in maintenance of PREGNANCY.
Tissue LocationsPlacenta
Cellular LocationsCytoplasm
Applications
UsesΔ4-Pregnen-20α-ol-3-one is the main metabolite of Progesterone (P755900). Studies shows regulation of estrogen receptor levels in breast cancer by Δ4-Pregnen-20α-ol-3-one and other progesterone metabolites.
UsesΔ4-Pregnen-20α-ol-3-one (Progesterone EP Impurity B) is the main metabolite of Progesterone (P755900). Studies shows regulation of estrogen receptor levels in breast cancer by Δ4-Pregnen-20α-ol-3-one and other progesterone metabolites.
Suppliers67 total
上海策嵘生物科技有限公司[email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
广州隽沐生物科技股份有限公司020-36607679; 13502246435 · [email protected]
云南西力生物技术股份有限公司
Related reactions
2 records
Compound notes
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