CAS 521-17-5|DELTA5-ANDROSTEN-3β,17β-DIOL|5-androstenediol|(1S,2R,5S,10R,11S,14S,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-ene-5,14-diol|(3S,8R,9S,10R,13S,14S,17S)-10...

General Information

Structure

Molecular Formula

C₁₉H₃₀O₂

Molecular Mass

290.4403

Exact Mass

290.2245802

Charge

InChI

InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h3,13-17,20-21H,4-11H2,1-2H3/t13-,14-,15-,16-,17-,18-,19-/m0/s1

InChIKey

QADHLRWLCPCEKT-LOVVWNRFSA-N

Canonic Smiles

O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3CC[C@@H]2O)C)C1)C

Isomeric Smiles

C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](O)CC[C@]34C)[C@@H]1CC[C@@H]2O

Calculated Properties

JChem

LogD (pH = 7.4)

2.80

LogD (pH = 5.5)

2.80

Log P

2.80

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

-0.77

Polar Surface Area

40.46

Polarizability

34.99

Molar Refractivity

85.48

LOG S

-3.56

Data Source

Commercial Catalog

Academic Data

Data Source

Names and Identifiers

IUPAC name

(1S,2R,5S,10R,11S,14S,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-ene-5,14-diol (1S,2R,5S,10R,11S,14S,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-ene-5,14-diol (1S,3aS,3bR,7S,9aR,9bS,11aS)-9a,11a-dimethyl-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthrene-1,7-diol

Synonyms

DELTA5-ANDROSTEN-3β,17β-DIOL(3S,8R,9S,10R,13S,14S,17S)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,17-diolAndrost-5-ene-3beta,17beta-diol3beta,17beta-Dihydroxy-5-androstene3beta,17beta-dihydroxyandrost-5-eneandrost-5-ene-3beta,17beta-diolhermaphrodiolAndrostenediolandrost-5-en-3beta,17beta-diol(3beta,17beta)-androst-5-ene-3,17-diol3beta,17beta-Dihydroxyandrost-5-ene5-androstenediolandrost-5-enediol

IUPAC Traditional name

5-androstenediol androstenediol

Names and Identifiers

Registration numbers

CAS Number

521-17-5

PubChem SID

1620955768145886

PubChem CID

10634

BRENDA Database