6-Deoxoteasterone
Basic information
- CAS
188397-19-5- Standard SMILES
CC(C)[C@H](C)[C@@H](O)[C@H](O)[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C- InChIKey
WPHVOXMMNSLJSF-GUOPQYDVSA-N- Molecular formula
- C28H50O3
- Average molar mass
- 434.7 g/mol
- Monoisotopic mass
- 434.37599545
Overview
6-deoxoteasterone is a 3beta-hydroxy steroid that is teasterone lacking the oxo substituent at position 6. It is a (22S)-22-hydroxy C28-steroid, a brassinosteroid, a 3beta-hydroxy steroid, a 22-hydroxy steroid and a 23-hydroxy steroid. It is functionally related to a teasterone. It derives from a hydride of a 5alpha-campestane.
Names & identifiers
- Preferred name
- 6-Deoxoteasterone
- IUPAC
- (2S,3R,4R,5S)-2-[(3S,5S,8R,9S,10S,13S,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-5,6-dimethylheptane-3,4-diol
Names & synonyms
6-deoxoteasteronedeoxoteasterone6-deoxyteasterone5alpha-campestan-3beta,22R,23R-triol(22R,23R,24S)-5alpha-ergostane-3beta,22,23-triolDTXSID6040953CHEBI:20716Campestan-3beta,22R,23R-triol188397-19-5(22R,23R)-5alpha-campestane-3beta,22,23-triol(2S,3R,4R,5S)-2-[(3S,5S,8R,9S,10S,13S,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-5,6-dimethylheptane-3,4-diol(2S,3R,4R,5S)-2-((3S,5S,8R,9S,10S,13S,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta(a)phenanthren-17-yl)-5,6-dimethylheptane-3,4-diol
Show more names
RefChem:104503DTXCID4020953ST 28:0;O3SCHEMBL1517871LMST01030120Q27109345
Database identifiers
- CAS
Properties
Computed structural properties
- XLogP
- 7.3
- Topological polar surface area
- 60.7 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 5
- Heavy atoms
- 31
- Formal charge
- 0
- Complexity
- 634
Experimental & physicochemical properties
LipidsLipids -> Sterol Lipids [ST] -> Sterols [ST01] -> Ergosterols and C24-methyl derivatives [ST0103]
Related reactions
0 records
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Compound notes
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