CAS 595-77-7|Algestone|dihydroxyprogesterone|(1S,2R,10R,11S,13R,14S,15S)-14-acetyl-13,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,1<sup...

General Information

Structure

Molecular Formula

C₂₁H₃₀O₄

Molecular Mass

346.4605

Exact Mass

346.21440944

Charge

InChI

InChI=1S/C21H30O4/c1-12(22)21(25)18(24)11-17-15-5-4-13-10-14(23)6-8-19(13,2)16(15)7-9-20(17,21)3/h10,15-18,24-25H,4-9,11H2,1-3H3/t15-,16+,17+,18-,19+,20+,21-/m1/s1

InChIKey

CXDWHYOBSJTRJU-SRWWVFQWSA-N

Canonic Smiles

O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1C[C@H]([C@]2(O)C(=O)C)O)C)C

Isomeric Smiles

O=C1C=C2[C@]([C@H]3CC[C@@]4([C@@](O)(C(=O)C)[C@H](O)C[C@H]4[C@@H]3CC2)C)(C)CC1

Calculated Properties

JChem

LogD (pH = 7.4)

2.33

LogD (pH = 5.5)

2.33

Log P

2.33

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

11.85

Polar Surface Area

74.60

Polarizability

38.86

Molar Refractivity

95.47

LOG S

-4.30

Data Source

Academic Data

Commercial Catalog

Data Source

Names and Identifiers

Synonyms

AlgestoneAlphasone4-Pregnen-16α,17α-diol-3,20-dioneAlfasone16α,17-Dihydroxyprogesterone(16α)-16,17-Dihydroxy-pregn-4-ene-3,20-dione16alpha,17alpha-dihydroxyprogesteronealgestoneAlphasoneAlgestone

IUPAC Traditional name

dihydroxyprogesterone algestone

IUPAC name

(1S,2R,10R,11S,13R,14S,15S)-14-acetyl-13,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one (1S,2R,3aS,3bR,9aR,9bS,11aS)-1-acetyl-1,2-dihydroxy-9a,11a-dimethyl-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-one

International Nonproprietary Name (INN)

algestonumalgestonealgestona

Names and Identifiers

Registration numbers

Chemspider ID

PubChem CID

CAS Number

Wikipedia Title