Estrone 3-glucuronide
Basic information
- CAS
2479-90-5- Standard SMILES
C[C@]12CC[C@@H]3c4ccc(O[C@@H]5O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]5O)cc4CC[C@H]3[C@@H]1CCC2=O- InChIKey
FJAZVHYPASAQKM-JBAURARKSA-N- Molecular formula
- C24H30O8
- Average molar mass
- 446.5 g/mol
- Monoisotopic mass
- 446.19406791
Overview
Estrone 3-O-(beta-D-glucuronide) is the 3-beta-D-glucuronide of estrone. It has a role as a mouse metabolite and a human metabolite. It is a beta-D-glucosiduronic acid, a 17-oxo steroid and a steroid glucosiduronic acid. It is functionally related to an estrone. It is a conjugate acid of an estrone 3-O-(beta-D-glucuronide)(1-).
Names & identifiers
- Preferred name
- Estrone 3-glucuronide
- IUPAC
- (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[[(8R,9S,13S,14S)-13-methyl-17-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-2-carboxylic acid
- English name
- 1,3,5(10)-Estratrien-3-ol-17-one 3(o->1beta)-D-glycopyranosiduronic acid
- Molecular formula
- C24H30O8
- Molecular weight
- 446.49
Names & synonyms
Estrone 3-glucuronide2479-90-5Estrone glucuronideEstrone-3-glucuronideESTRONE BETA-D-GLUCURONIDEEstrone-3-glucosiduronateDTXSID20891497933Q277TO2(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[[(8R,9S,13S,14S)-13-methyl-17-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-2-carboxylic acid3-hydroxy-estra-1,3,5(10)-trien-17-one 3-D-glucuronidebeta-D-Glucopyranosiduronic acid, 17-oxoestra-1,3,5(10)-trien-3-yl(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(((8R,9S,13S,14S)-13-methyl-17-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta(a)phenanthren-3-yl)oxy)oxane-2-carboxylic acid
Show more names
C11133Estrone Impurity 22Estrone b-GlucuronideEstrone-β-GlucuronideEstrone -D-GlucuronideEstrone-D4 GlucuronideEstrone GlucosiduronateEstrone Monoglucuronide
RefChem:921188DTXCID50103059817-oxoestra-1,3,5(10)-trien-3-yl beta-D-glucopyranosiduronic acid.beta.-D-Glucopyranosiduronic acid, 17-oxoestra-1,3,5(10)-trien-3-ylE3GUNII-933Q277TO2estrone 3-glucosiduronic acidEstrone-3-glucosiduronic acid
Properties
Computed structural properties
- XLogP
- 1.6
- Topological polar surface area
- 134 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 3
- Heavy atoms
- 32
- Formal charge
- 0
- Complexity
- 756
Experimental & physicochemical properties
LipidsLipids -> Sterol Lipids [ST] -> Steroid conjugates [ST05] -> Glucuronides [ST0501]
Melting Point254.5 °C
Physical DescriptionSolid
Collision Cross Section215.74 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
Physicochemical properties
- Melting point
- 254.5 · 254.5
- Boiling point
- 703.8 · 703.8±60.0 °C(Predicted)
- Density
- 1.419 · 1.419±0.06 g/cm3(Predicted)
- pka
- 2.8 · 2.80±0.70(Predicted)
- form
- powder
- color
- white to off-white
- Major Application
- metabolomics
- InChIKey
- FJAZVHYPASAQKM-JBAURARKSA-N
- SMILES
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- hs_code
- 2938909090
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P280-P302+P352-P362+P364
Chemistry & industry
Pharmacology
Tissue LocationsAdipose Tissue
Cellular LocationsCytoplasm
Metabolite PathwaysEstrone Metabolism
Applications
UsesA metabolite of 17 -Estradiol
UsesEstrone β-D-Glucuronide is a metabolite of 17β -Estradiol (E888000), the major estrogen (1) secreted by the premenopausal ovary (2).
Additional notes
DefinitionChEBI: Estrone 3-O-(beta-D-glucuronide) is the 3-beta-D-glucuronide of estrone. It has a role as a human metabolite and a mouse metabolite. It is a 17-oxo steroid, a beta-D-glucosiduronic acid and a steroid glucosiduronic acid. It is functionally related to an estrone. It is a conjugate acid of an estrone 3-O-(beta-D-glucuronide)(1-).
Related reactions
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Compound notes
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