phenylacetylrinvanil

Ligand id: 4283

Name: phenylacetylrinvanil

Structure and Physico-chemical Properties

2D Structure
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Calculated Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 23
Topological polar surface area 84.86
Molecular weight 551.36
XLogP 9.12
No. Lipinski's rules broken 2

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
IUPAC Name
(7R,9E)-17-{[(4-hydroxy-3-methoxyphenyl)methyl]carbamoyl}heptadec-9-en-7-yl 2-phenylacetate
Synonyms
12-Phenylacetyl-ricinoleoyl-vanillamide [1] | compound 1e [PMID: 15356216] | IDN5890 | PhAR
Comments
Phenylacetylrinvanil is a 'capsaicinoid' type compound that is a potent agonist/activator at the transient receptor potential vanilloid type 1 (TRPV1) channel [2]. Structurally it is a hybrid molecule that combines a vanillamide TRPV1 agonist with a non-polyunsaturated fatty acid-derived cannabinoid CB2 receptor-selective ligand. Phenylacetylrinvanil has demonstrated some antineoplastic activity against leukaemia cells in vitro and in vivo [3] and against cervical cancer tumour cell lines [4].
Database Links
BindingDB Ligand 86536
GtoPdb PubChem SID 178101100
PubChem CID 57340639
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