Showing Metabocard for 5alpha-androstan-3,17-dione (BASm0000481)

Common Name5alpha-androstan-3,17-dione
DescriptionAndrostanedione belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans. Thus, androstanedione is considered to be a steroid lipid molecule. Androstanedione is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.
Structure
Molecular FormulaC19H28O2
Average Mass288.42440
Monoisotopic Mass288.20893
IUPAC Name(1S,2S,7S,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,14-dione
Traditional NameAndrostanedione
CAS Registry Number846-46-8
SMILESC[C@]12CCC(=O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
InChI IdentifierInChI=1S/C19H28O2/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/h12,14-16H,3-11H2,1-2H3/t12-,14-,15-,16-,18-,19-/m0/s1
InChI KeyRAJWOBJTTGJROA-WZNAKSSCSA-N
CHEBI IDCHEBI:15994
HMDB IDHMDB0000899
Pathways
NameSMPDB/PathBank
Androstenedione Metabolism
StateNot Available
Water Solubility7.39e-03 g/l
logP3.40
logS-4.59
pKa (Strongest Acidic)19.78
pKa (Strongest Basic)-7.11
Hydrogen Acceptor Count2
Hydrogen Donor Count0
Polar Surface Area34.14 Ų
Rotatable Bond Count0
Physiological Charge0
Formal Charge0
Refractivity82.78 m³·mol⁻¹
Polarizability33.83

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