| Common Name |
3a,16a-Dihydroxyandrostenone
| Description |
3a,16a-Dihydroxyandrostenone is the most abundant single urinary metabolite of 16a-hydroxydehydroisoandrosterone (PMID 6049445 ), present in normal, non-pregnant human. It was found in the urine sample from a patient who had an inoperable asymptomatic adrenal carcinoma and who excreted about 5 mg/day (PMID 4733093 ).
| Structure |
| Synonyms |
| Value |
Source |
3a,16a-Dihydroxyandrost-5-en-17-oneHMDB
| Chemical Formlia |
C19H28O3
| Average Molecliar Weight |
304.4238
| Monoisotopic Molecliar Weight |
304.203844762
| IUPAC Name |
(1S,2S,10S,11S,13R,15R)-5,13-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-4-en-3-one
| Traditional Name |
3a,16a-dihydroxyandrostenone
| CAS Registry Number |
14167-51-2
| SMILES |
[H][C@@]12C[C@@H](O)C[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2CC(O)=CC(=O)[C@]12C
| InChI Identifier |
InChI=1S/C19H28O3/c1-18-6-5-15-14(16(18)8-13(21)10-18)4-3-11-7-12(20)9-17(22)19(11,15)2/h9,11,13-16,20-21H,3-8,10H2,1-2H3/t11?,13-,14-,15+,16+,18-,19+/m1/s1
| InChI Key |
CUPQSMZELNNSIR-LZRZFMTJSA-N
| Chemical Taxonomy |
| Classification |
Not classified
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
Food
| Biofunction |
Cell signaling
Fuel and energy storage
Fuel or energy source
Hormones, Membrane component
Membrane integrity/stability
| Application |
Nutrients
Stabilizers
Surfactants and Emlisifiers
| Cellliar locations |
Extracellliar
Membrane
| Physical Properties |
| State |
Solid
| Experimental Properties |
| Property |
Value |
Reference |
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility0.079 mg/mLALOGPS
logP2.09ALOGPS
logP2.94ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)8.93ChemAxon
pKa (Strongest Basic)-1.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity86.95 m3·mol-1ChemAxon
Polarizability34.95 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
Not Available
| Biological Properties |
| Cellliar Locations |
Extracellliar
Membrane
| Biofluid Locations |
Not Available
| Tissue Location |
Not Available
| Pathways |
Not Available
| Normal Concentrations |
| Not Available |
| Abnormal Concentrations |
|
Not Available
| Associated Disorders and Diseases |
| Disease References |
None
| Associated OMIM IDs |
None
| External Links |
| DrugBank ID |
Not Available
| DrugBank Metabolite ID |
Not Available
| Phenol Explorer Compound ID |
Not Available
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
FDB021950
| KNApSAcK ID |
Not Available
| Chemspider ID |
13628060
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB00324
| Metagene Link |
HMDB00324
| METLIN ID |
5313
| PubChem Compound |
Not Available
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: PF-04957325
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Mark M, Walter R, Contesse J, Reinhart WH: Impairment of blood rheology by cholestatic jaundice in human beings. J Lab Clin Med. 2003 Dec;142(6):391-8. [PubMed:14713891 ]
- Fantl V: Isolation of urinary 3, 16 -dihydroxyandrost-5-en-17-one in adrenal carcinoma. J Endocrinol. 1973 Mar;56(3):615-6. [PubMed:4733093 ]
- Younglai E, Solomon S: The in vivo metabolism of 16-alpha-hydroxydehydroisoandrosterone in man. Biochemistry. 1967 Jul;6(7):2040-52. [PubMed:6049445 ]
|
PMID: 20812725