Basic information
- CAS
58449-06-2- Standard SMILES
COc1cc(O)c(Cc2ccccc2O)c(O)c1C(=O)CCc1ccccc1- InChIKey
LQHGGFQNRNEFIG-UHFFFAOYSA-N- Molecular formula
- C23H22O5
- Average molar mass
- 378.4 g/mol
- Monoisotopic mass
- 378.1467238
Overview
Uvaretin is a member of the class of dihydrochalcones that is 1,3-diphenylpropan-1-one in which the phenyl group that is bonded to the carbonyl group is substituted by hydroxy groups at positions 2 and 4, an o-hydroxybenzyl group at position 3, and a methoxy group at position 6. A cytotoxic natural product found particularly in Uvaria acuminata and Uvaria chamae. It has a role as an antineoplastic agent and a plant metabolite. It is a polyketide, a resorcinol, an aromatic ether and a member of dihydrochalcones.
Names & identifiers
- Preferred name
- Uvaretin
- IUPAC
- 1-[2,4-dihydroxy-3-[(2-hydroxyphenyl)methyl]-6-methoxyphenyl]-3-phenylpropan-1-one
- English name
- 1-[2,4-Dihydroxy-3-[(2-hydroxyphenyl)methyl]-6-methoxyphenyl]-3-phenyl-1-propanone
- Molecular formula
- C23H22O5
- Molecular weight
- 378.42
Names & synonyms
Uvaretin58449-06-21-(2,4-Dihydroxy-3-(2-hydroxybenzyl)-6-methoxyphenyl)-3-phenyl-1-propanoneVZ5C9UL7V11-[2,4-dihydroxy-3-[(2-hydroxyphenyl)methyl]-6-methoxyphenyl]-3-phenylpropan-1-oneNSC-241906CHEBI:9915DTXSID502071481-(2,4-Dihydroxy-3-((2-hydroxyphenyl)methyl)-6-methoxyphenyl)-3-phenyl-1-propanone1-[2,4-Dihydroxy-3-[(2-hydroxyphenyl)methyl]-6-methoxyphenyl]-3-phenyl-1-propanone1-{2,4-dihydroxy-3-[(2-hydroxyphenyl)methyl]-6-methoxyphenyl}-3-phenylpropan-1-one1-(2,4-dihydroxy-3-((2-hydroxyphenyl)methyl)-6-methoxyphenyl)-3-phenylpropan-1-one
Show more names
RefChem:193429DTXCID50129639NSC2419061-Propanone, 1-[2,4-dihydroxy-3-[(2-hydroxyphenyl)methyl]-6-methoxyphenyl]-3-phenyl-1-PROPANONE, 1-(2,4-DIHYDROXY-3-((2-HYDROXYPHENYL)METHYL)-6-METHOXYPHENYL)-3-PHENYL-NSC 241906UNII-VZ5C9UL7V1NCIMech_000569
Database identifiers
Properties
Computed structural properties
- XLogP
- 4.9
- Topological polar surface area
- 87 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 7
- Heavy atoms
- 28
- Formal charge
- 0
- Complexity
- 489
Experimental & physicochemical properties
LipidsPolyketides [PK] -> Flavonoids [PK12] -> Chalcones and dihydrochalcones [PK1212]
Physicochemical properties
- FDA UNII
- 5 C9UL7V1 · VZ5C9UL7V1
Chemistry & industry
Additional notes
DefinitionChEBI: A natural product found particularly in Uvaria acuminata and Uvaria chamae.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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