Etiocholanolone
PubChem CID: 5880
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| Compound Synonyms | etiocholanolone, 53-42-9, 5-Isoandrosterone, Aetiocholanolone, Etiocholan-3alpha-ol-17-one, Etiocholanone, 3alpha-Hydroxy-5beta-androstan-17-one, 5beta-Androsterone, 5b-androsterone, 3alpha-Etiocholanolone, Androsterone, (5beta)-, 5 beta Androsterone, alpha-Etiocholanolone, 5.beta.-Androsterone, 5beta-Androstan-3alpha-ol-17-one, Androsterone, (5.beta.)-, NSC 50908, Etiocholan-3.alpha.-ol-17-one, 3.alpha.-Etiocholanolone, 5.beta.-Androstan-17-one, 3.alpha.-hydroxy-, NSC-50908, (3R,5R,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one, Androstan-17-one, 3-hydroxy-, (3alpha,5beta)-, 5beta-Androstan-17-one, 3alpha-hydroxy-, CHEMBL85799, (3alpha,5beta)-3-hydroxyandrostan-17-one, .ALPHA.-ETIOCHOLANOLONE, 97CGB1M48I, 3.alpha.-Hydroxy-5.beta.-androstan-17-one, 3alpha-Hydroxyetiocholan-17-one, CHEBI:28195, DTXSID001018919, NSC50908, J4.146G, Androstan-17-one, 3-hydroxy-, (3a,5b)-, 3-alpha-hydroxy-5-beta-androstan-17-one, 3-Hydroxyandrostan-17-one-, (3.alpha.,5.beta.)-, Androstan-17-one,3-hydroxy-, (3a,5b)-, SMR000857108, 3 alpha Hydroxy 5 beta Androstan 17 One, 5-beta-Androsterone, 5beta-Androsterone (1mg/ml in Acetonitrile), Androstan-17-one, 3-hydroxy-, (3.alpha.,5.beta.)-, UNII-97CGB1M48I, Atiocholanolon, a-Etiocholanolone, 1dbj, 3a-Etiocholanolone, 5.beta.-Androstan-3.alpha.-ol-17-one, (3R,5R,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta(a)phenanthren-17-one, MLS000563093, MLS001332471, MLS001332472, SCHEMBL148334, 5B-Androstan-3A-ol-17-one, 5b-Androstane-3a-ol-17-one, 3a-Hydroxy-5b-androstane-17-one, DTXCID801476933, HMS2231A23, 5beta-Androstane-3alpha-ol-17-one, BDBM50191348, LMST02020059, MFCD00064133, AKOS015895180, DB02854, FA17917, 3alpha-Hydroxy-5beta-androstane-17-one, NCGC00485031-01, MS-24148, 3-alpha-hydroxy-5-beta-androstane-17-one, Androstan-17-one, (3.alpha.,5.beta.)-, HY-113320, CS-0059589, NS00069543, 3-Hydroxyandrostan-17-one-, (3alpha,5beta)-, C04373, G60903, 5beta-Androstan-17-one, 3alpha-hydroxy-(8CI), (3alpha,5beta,8alpha)-3-hydroxyandrostan-17-one, Q5404598, Androstan-17-one, 3-hydroxy-, (3alpha,5beta)-(9CI), Etiocholan-3alpha-ol-17-one, VETRANAL(TM), analytical standard, (3a,5b)-3-Hydroxyandrostan-17-one, 3a-Hydroxy-5b-androstan-17-one, 3a-Etiocholanolone, (3R,5R,8R,10S,13S)-3-Hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-one, AE2 |
|---|---|
| Topological Polar Surface Area | 37.3 |
| Hydrogen Bond Donor Count | 1.0 |
| Heavy Atom Count | 21.0 |
| Description | Etiocholanolone is the 5-beta-reduced isomer of androsterone. Etiocholanolone is a major metabolite of testosterone and androstenedione in many mammalian species including humans. It is excreted in the urine and is androgenically inactive. Classified a ketosteroid, it causes fever (it is a pyrogen), immunostimulation and leukocytosis. The pyrogenic effect of Etiocholanolone has been shown to be due to the release of interleukin-1 (IL-1) from the leukocytes that are mobilized in response to its production or injection. Etiocholanolone has anticonvulsant activity and may be an endogenous modulator of seizure susceptibility. Significantly increased values of etiocholanolone (along with testoterone and androsterone) an be detected in the urine of men with androgenic alopecia (male pattern baldness). [HMDB] |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 458.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 7.0 |
| Enzyme Uniprot Id | Q9BY64, P06133, P22310, P36537, P16662, P54855, Q9Y4X1, P22309, O60656, Q9HAW9, P35503, Q9HAW8, O75795, P19224, P35504, O75310, Q9HAW7, Q6UWM9 |
| Uniprot Id | P08185, P04278, Q9GK37, P37058, n.a., Q9ES14, P63138, Q8TDU6, P00811, P83916, P84022, P22309, P22310, P16662, O75795, P54855, O75496, P80244, Q9NUW8, Q13148, P63092, P0DTD1 |
| Iupac Name | (3R,5R,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one |
| Prediction Hob | 0.0 |
| Class | Steroids and steroid derivatives |
| Target Id | NPT958, NPT894, NPT745 |
| Xlogp | 3.7 |
| Superclass | Lipids and lipid-like molecules |
| Subclass | Androstane steroids |
| Molecular Formula | C19H30O2 |
| Prediction Swissadme | 0.0 |
| Inchi Key | QGXBDMJGAMFCBF-BNSUEQOYSA-N |
| Fcsp3 | 0.9473684210526316 |
| Logs | -4.233 |
| Rotatable Bond Count | 0.0 |
| State | Solid |
| Logd | 3.658 |
| Synonyms | (3a,5b)-3-Hydroxyandrostan-17-one, (3alpha,5beta)-3-Hydroxyandrostan-17-one, (3α,5β)-3-hydroxyandrostan-17-one, 3a-Etiocholanolone, 3a-Hydroxy-5b-androstan-17-one, 3a-Hydroxy-5b-androstane-17-one, 3a-Hydroxyetiocholan-17-one, 3alpha-Etiocholanolone, 3alpha-Hydroxy-5beta-androstan-17-one, 3alpha-Hydroxyetiocholan-17-one, 3α-etiocholanolone, 3α-hydroxy-5β-androstan-17-one, 3α-hydroxyetiocholan-17-one, 5 beta Androsterone, 5-Isoandrosterone, 5b-Androstan-3a-ol-17-one, 5b-Androstane-3a-ol-17-one, 5b-Androsterone, 5beta-Androstan-3alpha-ol-17-one, 5beta-Androsterone, 5β-androstan-3α-ol-17-one, 5β-androsterone, a-Etiocholanolone, Aetiocholanolone, alpha-Etiocholanolone, Etiocholan-3a-ol-17-one, Etiocholan-3alpha-ol-17-one, Etiocholan-3α-ol-17-one |
| Substituent Name | Androgen-skeleton, 3-alpha-hydroxysteroid, Oxosteroid, 17-oxosteroid, Hydroxysteroid, 3-hydroxysteroid, Cyclic alcohol, Secondary alcohol, Ketone, Hydrocarbon derivative, Organooxygen compound, Carbonyl group, Alcohol, Aliphatic homopolycyclic compound |
| Compound Name | Etiocholanolone |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 290.225 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 290.225 |
| Hydrogen Bond Acceptor Count | 2.0 |
| Molecular Weight | 290.4 |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 7.0 |
| Total Bond Stereocenter Count | 0.0 |
| Esol | -3.9654713999999998 |
| 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/h12-16,20H,3-11H2,1-2H3/t12-,13-,14+,15+,16+,18+,19+/m1/s1 |
| Smiles | C[C@]12CC[C@H](C[C@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CCC4=O)C)O |
| Nring | 4.0 |
| Defined Bond Stereocenter Count | 0.0 |
- 1. Outgoing r'ship
FOUND_INto/from Aloe Marlothii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all