eltanolone   Click here for help

GtoPdb Ligand ID: 11534

Synonyms: 3α,5β-tetrahydroprogesterone | 3α,5β-THP | 3α-hydroxy-5β-pregnan-20-one | Pregnan-3alpha-ol-20-one | pregnanolone
PDB Ligand
Comment: Eltanolone (pregnanolone) is an endogenous neurosteroid that is derived from progesterone. It is a stereoisomer of 5α-pregnan-3α-ol-20-one (allopregnanolone). Like allopregnanolone it behaves as a positive allosteric modulator of GABAA receptors. It is often formulated as the sulphate salt. Eltanolone induces sedative, anxiolytic, anesthetic, and anticonvulsant effects.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 37.3
Molecular weight 318.26
XLogP 6.1
No. Lipinski's rules broken 1
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Canonical SMILES O[C@@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2C(=O)C)C)C
Isomeric SMILES O[C@@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2C(=O)C)C)C
InChI InChI=1S/C21H34O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h14-19,23H,4-12H2,1-3H3/t14-,15-,16+,17-,18+,19+,20+,21-/m1/s1
Classification Click here for help
Compound class Metabolite or derivative
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
6781 eltanolone
Synonyms Click here for help
3α,5β-tetrahydroprogesterone | 3α,5β-THP | 3α-hydroxy-5β-pregnan-20-one | Pregnan-3alpha-ol-20-one | pregnanolone
Database Links Click here for help
CAS Registry No. 128-20-1 (source: WHO INN record)
DrugBank Ligand DB12308
GtoPdb PubChem SID 441604906
PubChem CID 31402
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