19-Hydroxyandrostenedione (HCID 252379)

Names & identifiers

Preferred name: 19-Hydroxyandrostenedione
IUPAC: (8R,9S,10S,13S,14S)-10-(hydroxymethyl)-13-methyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-dione
English name: 19-HYDROXY-4-ANDROSTENE-3,17-DIONE
Molecular formula: C19H26O3
Molecular weight: 302.41

Names & synonyms

19-Hydroxyandrost-4-ene-3,17-dione510-64-519-Hydroxy-4-androstene-3,17-dione19-HydroxyandrostenedioneAndrost-4-ene-3,17-dione, 19-hydroxy-NSC-74233A546CQ058419-HAEDJ117.011BCHEBI:27576DTXSID80199007C05290

Show more names

19-hydroxy-4-AndrostenedioneNSC 7423NSC 74233Dienogest Impurity 1Hydroxy-4-androsten-3Dienogest Impurity 16

RefChem:437595DTXCID70121498208-116-519-Hydroxyandrostendione4-Androsten-19-ol-3,17-dione(8R,9S,10S,13S,14S)-10-(hydroxymethyl)-13-methyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-dione4-Androstene-3,17-dione-19-ol19-Hydroxyandrost-4-enedione

Database identifiers

CAS: 510-64-5、61342-08-3
PubChem CID: 252379
ChEMBL: CHEMBL4517318
ChEBI: CHEBI:27576
UNII: A546CQ0584
EC Number: 208-116-5
Nikkaji: J117.011B

Properties

Computed structural properties

XLogP: 1.5
Topological polar surface area: 54.4 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 1
Heavy atoms: 22
Formal charge: 0
Complexity: 563

Experimental & physicochemical properties

Physical DescriptionSolid

Physicochemical properties

Melting point: 168 · 168-169 °C(lit.)
Boiling point: 485.4 · 485.4±45.0 °C(Predicted)
Density: 1.19 · 1.19±0.1 g/cm3(Predicted)
storage temp.: -20 °C · Sealed in dry,Store in freezer, under -20°C
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Solid
pka: 14.9 · 14.90±0.10(Predicted)
color: Off-White to Pale Yellow
optical activity: 190 · [α]/D +190±5°, c = 1 in chloroform
BRN: 2567249 · 2567249
InChI: InChI=1S/C19H26O3/c1-18-8-7-16-14(15(18)4-5-17(18)22)3-2-12-10-13(21)6-9-19(12,16)11-20/h10,14-16,20H,2-9,11H2,1H3/t14-,15-,16-,18-,19+/m0/s1
InChIKey: XGUHPTGEXRHMQQ-BGJMDTOESA-N
SMILES: C1(=O)C=C2[C@](CO)(CC1)[C@]1([H])[C@]([H])([C@@]3([H])[C@@](CC1)(C)C(=O)CC3)CC2
CAS DataBase Reference: 510 · 510-64-5(CAS DataBase Reference)
FDA UNII: 546 CQ0584 · A546CQ0584
NIST Chemistry Reference: 19 · 19-Hydroxyandrost-4-ene-3,17-dione(510-64-5)
Symbol(GHS): 8 · GHS08
Signal word: Warning
Hazard statements: 361 · H361
Precautionary statements: 281 · P281
Hazard Codes: Xi,Xn
Risk Statements: 36 · 36/37/38-63
Safety Statements: 22 · 22-24/25-36/37/39-27-26-36/37
WGK Germany: 3 · 3
HS Code: 29372900 · 29372900

Safety & regulation

GHS classification

GHS Classification · 5 items

Danger

H351 (15.2%): Suspected of causing cancer [Warning Carcinogenicity]；H360 (15.2%): May damage fertility or the unborn child [Danger Reproductive toxicity]；H361 (84.8%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]；H362 (15.2%): May cause harm to breast-fed children [Reproductive toxicity, effects on or via lactation]

P203, P260, P263, P264, P270, P280, P318, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 46 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Hazard Classes and CategoriesCarc. 2 (15.2%)；Repr. 1A (15.2%)；Repr. 2 (84.8%)；Lact. (15.2%)

Safety data

wgk: 3
hs_code: 29372900
risk_code: 36/37/38-63
Signal word: Warning
Symbol(GHS): GHS08
hazard_code: Xi,Xn
safety_code: 22-24/25-36/37/39-27-26-36/37
Hazard statements: H361
Precautionary statements: P281

Chemistry & industry

Pharmacology

Tissue LocationsPlacenta；Testis

Cellular LocationsExtracellular；Membrane

Metabolite Pathways17-Beta Hydroxysteroid Dehydrogenase III Deficiency；Androgen and Estrogen Metabolism；Androstenedione Metabolism；Aromatase deficiency

Applications

Uses19-Hydroxyandrostendione is a novel substituted estrogen as aromatase inhibitor. It induces neuroendocrine trans-differentiation of prostate cancer cells via an ectopic olactory receptor.

Upstream & downstream products

Upstream raw materials

Isopropyl acetate

Downstream products

Norethindrone 3,3-Dimethoxyestr-5(10)-ene-17-one

Suppliers50 total

湖北威德利化学试剂有限公司181-6332-1995 18062128043 · [email protected]

艾吉析科技（上海）有限公司17717235263 · [email protected]

上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]

江苏艾康生物医药研发有限公司025-58851090 19370895928 · [email protected]

山东海舟生物工程有限公司130-0567-0367 13006570367 · [email protected]

Additional notes

DefinitionChEBI: 19-hydroxyandrost-4-ene-3,17-dione is a 19-hydroxy steroid, a 3-oxo steroid, a 17-oxo steroid and an androstanoid. It has a role as a mouse metabolite.