Impatienol
Basic information
- CAS
177791-61-6- Standard SMILES
CC(C1=C(O)c2ccccc2C(=O)C1=O)C1=C(O)c2ccccc2C(=O)C1=O- InChIKey
MFQBALCZNOKWIP-UHFFFAOYSA-N- Molecular formula
- C22H14O6
- Average molar mass
- 374.3 g/mol
- Monoisotopic mass
- 374.07903816
Overview
Impatienol is a hydroxy-1,4-naphthoquinone that is ethane in which one of the carbons is substituted by two 3-hydroxy-1,4-naphthoquinon-2-yl groups. It has a role as a metabolite, a cyclooxygenase 2 inhibitor, an EC 1.3.1.22 [3-oxo-5alpha-steroid 4-dehydrogenase (NADP(+))] inhibitor and an antipruritic drug. It is a conjugate acid of an impatienol(2-).
Names & identifiers
- Preferred name
- Impatienol
- IUPAC
- 4-hydroxy-3-[1-(1-hydroxy-3,4-dioxonaphthalen-2-yl)ethyl]naphthalene-1,2-dione
Names & synonyms
impatienolNSC920734-hydroxy-3-[1-(1-hydroxy-3,4-dioxonaphthalen-2-yl)ethyl]naphthalene-1,2-dione2,2'-ethylenebis(3-hydroxy-1,4-naphthoquinone)2,2'-ethane-1,1-diylbis(3-hydroxy-1,4-naphthoquinone)NCIOpen2_009945SCHEMBL8011519CHEBI:72634DTXSID301226335177791-61-62,2'-ethylidenebis(3-hydroxy-1,4-naphthoquinone)Q27140033
Show more names
2,2a(2)-Ethylidenebis[3-hydroxy-1,4-naphthalenedione]2,2'-(1,1-Ethanediyl)bis(3-hydroxy-1,4-naphthalenedione)2,2'-(Ethane-1,1-diyl)bis(3-hydroxynaphthalene-1,4-dione)2-hydroxy-3-[1-(3-hydroxy-1,4-dioxo-2-naphthyl)ethyl]naphthalene-1,4-dione
Database identifiers
- CAS
177791-61-6- PubChem CID
- 260552
- DTXSID
DTXSID301226335- ChEMBL
CHEMBL310847- ChEBI
CHEBI:72634- Nikkaji
- J751.381J
Properties
Computed structural properties
- XLogP
- 2
- Topological polar surface area
- 109 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 2
- Heavy atoms
- 28
- Formal charge
- 0
- Complexity
- 764
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Related reactions
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Compound notes
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