Basic information
- CAS
734-32-7- Standard SMILES
C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@H]43)[C@@H]1CCC2=O- InChIKey
JRIZOGLBRPZBLQ-QXUSFIETSA-N- Molecular formula
- C18H24O2
- Average molar mass
- 272.4 g/mol
- Monoisotopic mass
- 272.17763001
Overview
19-Norandrostenedione is a 3-oxo steroid.
Names & identifiers
- Preferred name
- (+)-Estr-4-ene-3,17-dione
- IUPAC
- (8R,9S,10R,13S,14S)-13-methyl-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,17-dione
- English name
- Norandrostenedione
- Molecular formula
- C18H24O2
- Molecular weight
- 272.38
Names & synonyms
19-Norandrostenedione734-32-719-Norandrost-4-ene-3,17-dione19-nor-4-androstene-3,17-dioneNordionedelta4-Estrene-3,17-dionedelta,4-Estrene-3,17-dioneU90987PVU5(+)-Estr-4-ene-3,17-dioneNSC-12164DTXSID5086239219-nor-A-dione
Show more names
BolandioneESTRENONE19-demethyl-4-androstenedioneNSC 121644-ESTREN-3,17-DIONE
RefChem:79523DTXCID601334157(1S,2R,10R,11S,15S)-15-methyltetracyclo(8.7.0.02,?.011,1?)heptadec-6-ene-5,14-dione211-995-8NorandrostenedioneEstr-4-ene-3,17-dione(+)-19-Norandrost-4-ene-3,17-dione19-Nor-4-androstenedione
Database identifiers
- CAS
734-32-7- PubChem CID
- 92834
- DTXSID
DTXSID50862392- ChEBI
CHEBI:34187- UNII
- U90987PVU5
- EC Number
- 211-995-8
- Nikkaji
- J38.938B
Properties
Computed structural properties
- XLogP
- 2.5
- Topological polar surface area
- 34.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 504
Experimental & physicochemical properties
Drugs
DEA NFLIS-Drug Category -> Steroids
DEA NFLIS-Drug Category -> Steroids
DEA Schedule III Controlled Substance -> Anabolic steroids
Pharmaceuticals -> Listed in ZINC15
Endocrine DisruptorsPotential endocrine disrupting compound
Physicochemical properties
- Melting point
- 169 · 169-172°C
- Boiling point
- 433.4 · 433.4±45.0 °C(Predicted)
- alpha
- 134 · +134~+143°(D/25℃)(c=0.5,C2H5OH)
- Density
- 1.13 · 1.13±0.1 g/cm3(Predicted)
- vapor pressure
- 0.001 Pa · 0.001Pa at 25℃
- storage temp.
- Refrigerator
- solubility
- 25 mg/ml; · DMF: 25 mg/ml; DMSO: 15 mg/ml; DMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml; Ethanol: 10 mg/ml
- form
- A crystalline solid
- Water Solubility
- 191 mg/L · 191mg/L at 20℃
- InChI
- InChI=1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h10,13-16H,2-9H2,1H3/t13-,14+,15+,16-,18-/m0/s1
- InChIKey
- JRIZOGLBRPZBLQ-QXUSFIETSA-N
- SMILES
- C1(=O)C=C2[C@]([H])(CC1)[C@]1([H])[C@]([H])([C@@]3([H])[C@@](CC1)(C)C(=O)CC3)CC2
- LogP
- 2.18 at · 2.18 at 25℃
- CAS DataBase Reference
- 734 · 734-32-7(CAS DataBase Reference)
- FDA UNII
- 90987 PVU5 · U90987PVU5
- Symbol(GHS)
- 7 · GHS07,GHS08,GHS09
- Signal word
- Danger
- Hazard statements
- 410 · H410-H351-H360FD-H302
- Precautionary statements
- 273 · P273-P391-P501-P201-P202-P281-P308+P313-P405-P501-P264-P270-P301+P312-P330-P501
- Hazard Codes
- F,C
- Risk Statements
- 11 · 11-34
- Safety Statements
- 16 · 16-26-36/37/39-45
- WGK Germany
- 3 · 3
- HS Code
- 29372900 · 29372900
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
Danger
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P203, P264, P270, P273, P280, P301+P317, P302+P352, P317, P318, P321, P330, P362+P364, P391, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 15 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
DEA schedule III controlled substance
Status: Active Update: 09-01-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/18736
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- wgk
- 3
- hs_code
- 29372900
- risk_code
- 11-34
- Signal word
- Danger
- Symbol(GHS)
- GHS07,GHS08,GHS09
- hazard_code
- F,C
- safety_code
- 16-26-36/37/39-45
- Hazard statements
- H410-H351-H360FD-H302
- REACH Registrations
- Active
- Precautionary statements
- P273-P391-P501-P201-P202-P281-P308+P313-P405-P501-P264-P270-P301+P312-P330-P501
Chemistry & industry
Pharmacology
Mechanism of Action
19-Norandrostenedione may be metabolized to 19-nortestosterone in both men and women. 19-Norandrostenedione, also known as nandrolone, is the basic substance of some very popular injectable anabolic steroids, however 19-norandrostenedione is not metabolized to testosterone. Whether or not increases in 19-nortestosterone levels would be sustained long enough by taking 19-norandrostenedione to show an increase in nitrogen retention and muscle strength and mass is unknown. 19-Norandrostenedione has also been shown to bind to androgen receptors with high selectivity. Transactivation of androgen receptor dependent reporter gene expression was 10 times lower than that produced by dihydrotestosterone. [1]
Metabolism/MetabolitesSpecific metabolites of 19-nor-5-androstene-3, 17-dione are 19-nordehydroandrosterone and 19-nordehydroepiandrosterone.
Absorption, Distribution and ExcretionAbsorption appears variable, but some absorption does occur.
Applications
UsesNorethindrone intermediate
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 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]
山东海舟生物工程有限公司130-0567-0367 13006570367 · [email protected]
广州隽沐生物科技股份有限公司020-36607679; 13502246435 · [email protected]
陕西帕尼尔生物科技有限公司029-84385017-8003 13259417953 · [email protected]
湖北海克斯生化有限公司17362916295; 17362916295 · [email protected]
上海遐瑞医药科技有限公司+86-021-61551413 · [email protected]
Hebei shuoxi biotechnology co. LTD+8613081092107
河北展药生物科技有限公司15369953316 +8615369953316 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]
广州隽唐科技有限公司020-36607679 13502246435 · [email protected]
南京兰亚化工贸易有限公司+86-25-8331-5620 · [email protected]
Hebei Yanxi Chemical Co., Ltd.+86-17531190177 · [email protected]
郑州鸿晟医药科技有限公司0371-55695890 15637198702 · [email protected]
上海赛可锐生物科技有限公司021-58000709 13120558703 · [email protected]
上海钰源生物化学有限公司021-13814116 13814116708 · [email protected]
湖南瑞威尔生物科技有限公司15608648206 13297919155 · [email protected]
杭州甾特生化科技有限公司18858184290
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
Cangzhou Wanyou New Material Technology Co.,Ltd18631714998 · [email protected]
西安泽邦生物科技有限公司[email protected]
凯试(上海)科技有限公司021-50135380 · [email protected]
河北茹麒科技有限公司176-03256889 17603256889 · [email protected]
云南西力生物技术股份有限公司0871-65217109 · [email protected]
Nanjing Shizhou Biotechnology Co., Ltd+86-15850508050 · [email protected]
HONG KONG IPURE BIOLOGY CO.,LIMITED86 18062405514 18062405514 · [email protected]
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
Xiamen AmoyChem Co., Ltd+86-86-5926051114 · [email protected]
湖南汇百侍生物科技有限公司0731-85526065 13308475853 · [email protected]
斯百全化学（上海）有限公司021-021-021-67601398-809-809-809 15221380277 · [email protected]
卡迪亚医药科技有限公司0371-86615086 18203638366 0371-86159066 13526786601
深圳振强药物研发有限公司0755-66853366 13670046396 · [email protected]
Clearsynth Labs Limited+91-22-26355700 · [email protected]
南京生利德生物科技有限公司025-57798810 18652991625 · [email protected]
湖北鑫源顺医药化工有限公司13971561712, 13995564702, 027-50664929 · [email protected]
北京汤普森生物科技有限公司+86-13439059536 +86-15201677815 · [email protected]
成都零六生物科技有限公司400-1166-196 13458535857 · [email protected]
上海御略医药科技有限公司021-60345187 13671753212 · [email protected]
上海孚一生物科技有限公司+86 (21) 61124340
池州凯隆进出口贸易有限公司[email protected]
珠海安哲生物科技有限公司13169972583 · [email protected]
武汉鑫儒化工有限公司15927387915 15337108568
泰安市江舟生物科技有限公司1385-13854830759 13854830759 · [email protected]
湖北辰心化工有限公司17362916295
Standardpharm Co. Ltd.86-714-3992388 · [email protected]
湖北万业众诚化学试剂有限责任公司18671296875 · [email protected]
EMMX Biotechnology LLC888-539-0666 · [email protected]
石家庄斯迪亚诺精细化工有限公司0311-89250318 031166536426 · [email protected]
成都艾娜华化学制剂有限公司028-86612776; 13699069380 · [email protected]
上海前衍生物科技有限公司02781293128 · [email protected]
Additional notes
DefinitionChEBI: 19-Norandrostenedione is a 3-oxo steroid.
Related reactions
18 records
Compound notes
Loading…