Showing Metabocard for 5beta-androstane-3alpha,17beta-diol (BASm0002010)

Common Name	5beta-androstane-3alpha,17beta-diol
Description	Etiocholanediol is one of the compounds tested to allow for the unequivocal identification of the presence of urinary anabolic steroids and metabolites banned for use in sport by athletes. In urine samples collected for anti-doping purposes with moderately elevated testosterone and epitestosterone ratio, or when a suspicion of manipulation of the sample occurs, Etiocholanediol is tested for further clarification. It is worth mentioning that the concentration parameters vary enormously according to the gender of the subjects, ethnic origin, the urine collection period (before or after effort, period of the day) and the hydration state of the athlete. Urinary steroid data using several methodologies are not appropriate for identification purposes and to an extent not unique to individuals. (PMID: 16337352 , 16338181 , 16337352 , 17260133 ).
Structure
Molecular Formula	C₁₉H₃₂O₂
Average Mass	292.45620
Monoisotopic Mass	292.24023
IUPAC Name	(1S,2S,5R,7R,10R,11S,14S,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,14-diol
Traditional Name	5β-androstane-3α,17β-diol
CAS Registry Number	1851-23-6
SMILES	C[C@]12CC[C@@H](O)C[C@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O)CC[C@@H]12
InChI Identifier	InChI=1S/C19H32O2/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/h12-17,20-21H,3-11H2,1-2H3/t12-,13-,14+,15+,16+,17+,18+,19+/m1/s1
InChI Key	CBMYJHIOYJEBSB-GCXXXECGSA-N
CHEBI ID	CHEBI:36714
HMDB ID	HMDB0000551
State	Solid
Water Solubility	1.93e-02 g/l
logP	3.56
logS	-4.18
pKa (Strongest Acidic)	18.30
pKa (Strongest Basic)	-0.76
Hydrogen Acceptor Count	2
Hydrogen Donor Count	2
Polar Surface Area	40.46 Å²
Rotatable Bond Count	0
Physiological Charge	0
Formal Charge	0
Refractivity	84.63 m³·mol⁻¹
Polarizability	35.20

We require the use of cookies for essential features like storing your previously submitted BASys2 queries. Rejecting the usage of cookies will result in certain features being disabled. By clicking ACCEPT or continuing to use the website you are agreeing to our use of cookies.