Testosterone glucuronide
Basic information
- CAS
1180-25-2- Standard SMILES
C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]1O- InChIKey
NIKZPECGCSUSBV-HMAFJQTKSA-N- Molecular formula
- C25H36O8
- Average molar mass
- 464.5 g/mol
- Monoisotopic mass
- 464.2410181
Overview
Testosterone 17-glucosiduronic acid is a steroid glucosiduronic that is testosterone carrying a glucosiduronic acid residue at position 17. It has a role as a human metabolite. It is a beta-D-glucosiduronic acid, a steroid glucosiduronic acid, a 3-oxo steroid and an enone. It is functionally related to a testosterone. It is a conjugate acid of a testosterone 17-O-(beta-D-glucuronide)(1-).
Names & identifiers
- Preferred name
- Testosterone glucuronide
- IUPAC
- (2S,3S,4S,5R,6R)-6-[[(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
- English name
- 17beta-Hydroxy-4-androsten-3-one 17-D-glucuronide
- Molecular formula
- C25H36O8
- Molecular weight
- 464.55
Names & synonyms
Testosterone glucuronide1180-25-2Testosterone glucuronateDTXSID00904352Testosterone 17beta-(beta-D-glucuronide)17beta-hydroxyandrost-4-en-3-one 3-D-glucuronideRefChem:188330DTXCID601333509Epitestosterone glucuronideTestosterone 17-glucosiduronate16996-33-1testosterone 17-glucosiduronic acid
Show more names
testosterone β-d-glucuronide4-ANDROSTEN-17β-OL-3-ONE GLUCOSIDURONATEtestosteroneglucuronateTESTOSTERONE-17-GLUCURONIDETestosterone glucuronic acidestosterone beta-glucuronide2H3]-Testosterone GlucuronideTESTOSTERONE BETA-D-GLUCURONIDE
testosterone glucuronoside(2S,3S,4S,5R,6R)-6-[[(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acidCHEMBL20746513-oxoandrost-4-en-17beta-yl beta-D-glucopyranosiduronic acidTestosterone 17b-(b-D-glucuronide)(2S,3S,4S,5R,6R)-6-(((8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acidTestosterone b-D-glucuronide17beta-Hydroxy-4-androsten-3-one 17-D-glucuronide
Properties
Computed structural properties
- XLogP
- 2
- Topological polar surface area
- 134 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 3
- Heavy atoms
- 33
- Formal charge
- 0
- Complexity
- 855
Experimental & physicochemical properties
LipidsLipids -> Sterol Lipids [ST] -> Steroid conjugates [ST05] -> Glucuronides [ST0501]
Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point155 - 156 °C
Physical DescriptionSolid
Collision Cross Section221.48 Ų [M+H]+
Physicochemical properties
- Boiling point
- 677 · 677.0±55.0 °C(Predicted)
- Density
- 1.37 · 1.37±0.1 g/cm3(Predicted)
- pka
- 2.82 · 2.82±0.70(Predicted)
- EPA Substance Registry System
- 17 · .beta.-D-Glucopyranosiduronic acid, (17.beta.)-3-oxoandrost-4-en-17-yl (1180-25-2)
- Symbol(GHS)
- 8 · GHS08
- Signal word
- Danger
- Hazard statements
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
H350 (100%): May cause cancer [Danger Carcinogenicity]
P203, P280, P318, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 55 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesCarc. 1A (100%)
Safety data
- wgk
- 3
- hs_code
- 29372900
- risk_code
- 45-63
- Signal word
- Danger
- Symbol(GHS)
- GHS08
- hazard_code
- T
- safety_code
- 53-36/37-45
- Hazard statements
- H361-H350
- Precautionary statements
- P201-P202-P281-P308+P313-P405-P501
Chemistry & industry
Pharmacology
Tissue LocationsBrain
Cellular LocationsCytoplasm
Metabolite Pathways17-Beta Hydroxysteroid Dehydrogenase III Deficiency
Additional notes
DefinitionChEBI: Testosterone 17-glucosiduronic acid is a steroid glucosiduronic that is testosterone carrying a glucosiduronic acid residue at position 17. It has a role as a human metabolite. It is a 3-oxo steroid, a beta-D-glucosiduronic acid, an enone and a steroid glucosiduronic acid. It is functionally related to a testosterone. It is a conjugate acid of a testosterone 17-O-(beta-D-glucuronide)(1-).
Related reactions
0 records
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Compound notes
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