6-Dehydrotestosterone
Basic information
- CAS
2352-19-4- Standard SMILES
C[C@]12CC[C@H]3[C@@H](C=CC4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2O- InChIKey
UMDCOKNNLDEKJB-DYKIIFRCSA-N- Molecular formula
- C19H26O2
- Average molar mass
- 286.4 g/mol
- Monoisotopic mass
- 286.19328007
Overview
6-dehydrotestosterone is a 17beta-hydroxy steroid that is testosterone that contains an additional double bond between positions 6 and 7. It is a 17beta-hydroxy steroid, a 3-oxo-Delta(4) steroid and an enone. It is functionally related to a testosterone.
Names & identifiers
- Preferred name
- 6-Dehydrotestosterone
- IUPAC
- (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
- English name
- (17beta)-hydroxyandrosta-4,6-dien-3-one
- Molecular formula
- C19H26O2
- Molecular weight
- 286.41
Names & synonyms
6-Dehydrotestosterone2484-30-26,7-didehydrotestosterone17beta-hydroxyandrosta-4,6-dien-3-oneDelta(6)-testosterone4P45K0O2LXDTXSID80104324717-hydroxy-4,6-androstadiene-3-oneCHEBI:29117Androsta-4,6-dien-3-one, 17-hydroxy-, (17beta)-17 beta-hydroxy-4,6-androstadien-3-one17 beta-hydroxyandrosta-4,6-dien-3-one
Show more names
Nsc75560Δ6-Testosterone?6-TestosteroneDelta-6-Testosterone4, 6-ANDROSTADIEN-17β-OL-3-ONETestosterone impurity I CRS/A1A17β-Hydroxy-4,6-androstadien-3-one17β-Hydroxyandrosta-4,6-dien-3-one
RefChem:104489(17 beta)-17-hydroxyandrosta-4,6-dien-3-oneDTXCID001525930Testosterone EP impurity I(17beta)-Hydroxyandrosta-4,6-dien-3-one(17beta)-17-Hydroxyandrosta-4,6-dien-3-oneNSC-755606,7-Dehydrotestosterone
Properties
Computed structural properties
- XLogP
- 2.2
- Topological polar surface area
- 37.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 546
Experimental & physicochemical properties
LipidsLipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C19 steroids (androgens) and derivatives [ST0202]
Physicochemical properties
- Melting point
- 224 · 224-226 °C
- Boiling point
- 450.411 · 450.411±45.00 °C(Press: 760.00 Torr)(predicted)
- Density
- 1.144 · 1.144±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- storage temp.
- -10 to · -10 to -25°C
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 15.026 · 15.026±0.60(predicted)
- color
- Pale Beige
- Major Application
- pharmaceutical
- InChI
- 1S/C19H26O2/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/h3-4,11,14-17,21H,5-10H2,1-2H3/t14-,15-,16-,17-,18-,19-/m0/s1
- InChIKey
- UMDCOKNNLDEKJB-DYKIIFRCSA-N
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P203, P264, P270, P280, P301+P316, P318, P321, P330, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Danger
H351 (100%): Suspected of causing cancer [Warning Carcinogenicity]
Hazard information
Hazard Classes and CategoriesCarc. 2 (100%)
Safety data
- wgk
- WGK 3
- hs_code
- 2937290000
- Signal word
- Danger
- Symbol(GHS)
- GHS08
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H351-H360FD
- Precautionary statements
- P201-P308+P313
Chemistry & industry
Applications
UsesA metabolite of Testosterone (T155000). Controlled substance.
Additional notes
DefinitionChEBI: A 17beta-hydroxy steroid that is testosterone that contains an additional double bond between positions 6 and 7.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…