Cortisol sulfate
Basic information
- CAS
1253-43-6- Standard SMILES
C[C@]12CCC(=O)C=C1CC[C@@H]1[C@@H]2[C@@H](O)C[C@@]2(C)[C@H]1CC[C@]2(O)C(=O)COS(=O)(=O)O- InChIKey
JOVLCJDINAUYJW-VWUMJDOOSA-N- Molecular formula
- C21H30O8S
- Average molar mass
- 442.5 g/mol
- Monoisotopic mass
- 442.16613908
Overview
Cortisol 21-sulfate is a steroid sulfate obtained by the formal condensation of hydroxy group at position 21 of cortisol with sulfuric acid. It has a role as a human metabolite. It is a tertiary alpha-hydroxy ketone, a steroid sulfate, a cortisol ester, a 17alpha-hydroxy steroid, an 11beta-hydroxy steroid, a 20-oxo steroid and a 3-oxo-Delta(4) steroid. It is a conjugate acid of a cortisol 21-sulfate(1-).
Names & identifiers
- Preferred name
- Cortisol sulfate
- IUPAC
- [2-[(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] hydrogen sulfate
- English name
- cortisol 21-sulfate
- Molecular formula
- C21H30O8S
- Molecular weight
- 442.53
Names & synonyms
Cortisol 21-sulfateCortisol sulfate1253-43-6Cortisol-21-sulfateF(K)S Cpd11,17-Dihydroxy-4-pregnene-3,20-dione-21-yl-sulfateSS441 Compound(11beta)-11,17-Dihydroxy-21-(sulfooxy)pregn-4-ene-3,20-dioneCHEBI:1647311beta,17-dihydroxy-3,20-dioxopregn-4-en-21-yl hydrogen sulfate4-Pregnen-11,17,21-triol-3,20-dione 21-sulfateRefChem:128090
Show more names
Cortisol 21-(Hydrogen Sulfate)11β,17α-Dihydroxypregn-4-ene-3,20Hydrocortisone 21-sulfate potassium salt11β,17-Dihydroxy-3,20-diketopregn-4-ene-21-yl Sulfate11β,17α-Dihydroxy-3,20-diketopregn-4-ene-21-yl Sulfate(11β)-11,17-Dihydroxy-21-(sulfooxy)pregn-4-ene-3,20-dionePregn-4-ene-3,20-dione, 11,17-dihydroxy-21-(sulfooxy)-, (11β)-
(11 beta)-11,17-dihydroxy-21-(sulfooxy)pregn-4-ene-3,20-dione[2-[(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] hydrogen sulfate2-((8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-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)-2-oxoethyl hydrogen sulfateCortisol 21-sulphateCortisol-21-sulphateCortisol 21-sulfuric acidCortisol-21-sulfuric acidCortisol 21-sulphuric acid
Properties
Computed structural properties
- XLogP
- 0.7
- Topological polar surface area
- 147 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 4
- Heavy atoms
- 30
- Formal charge
- 0
- Complexity
- 904
Experimental & physicochemical properties
LipidsLipids -> Sterol Lipids [ST] -> Steroid conjugates [ST05] -> Sulfates [ST0502]
Physicochemical properties
- Density
- 1.444 · 1.444±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- pka
- -4.038 · -4.038±0.18(predicted)
Chemistry & industry
Applications
UsesCortisol 21-Sulfate is a phase II metabolite of Cortisol (H714615).
Additional notes
DefinitionChEBI: A steroid sulfate obtained by the formal condensation of hydroxy group at position 21 of cortisol with sulfuric acid.
Related reactions
0 records
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Compound notes
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