CAS 20638-84-0 Retinamide (HCID 5370221)

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Basic information

CAS: 20638-84-0
Standard SMILES: CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(N)=O)C(C)(C)CCC1
InChIKey: NUXWXMZVAHSICO-YCNIQYBTSA-N
Molecular formula: C20H29NO
Average molar mass: 299.4 g/mol
Monoisotopic mass: 299.22491455

Overview

metabolite of tretinoin

Names & identifiers

Preferred name: Retinamide
IUPAC: (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenamide
English name: retinamide
Molecular formula: C20H29NO
Molecular weight: 299.45

Names & synonyms

RETINAMIDE20638-84-0Vitamin A amideRetinamide, all-trans-Ro 4-3930BQC43T81DZDTXSID001318373Ro-4-3930RefChem:178983DTXCID001748184(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenamideall-trans-Retinamide

Show more names

Retinoyl amidRetinoyl Amide(2E,4E,6E,8E)-3,7-DIMETHYL-9-(2,6,6-TRIMETHYLCYCLOHEX-1-EN-1-YL)NONA-2,4,6,8-TETRAENAMIDEall-trans-Vitamin A AmideVitamin A-SaeureamidVitamin A-Saeureamid [German]UNII-BQC43T81DZ15-Aminoretinal

Database identifiers

CAS: 20638-84-0
PubChem CID: 5370221
DTXSID: DTXSID001318373
UNII: BQC43T81DZ
Nikkaji: J1.106.925H

Properties

Computed structural properties

XLogP: 5.6
Topological polar surface area: 43.1 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 1
Rotatable bonds: 5
Heavy atoms: 22
Formal charge: 0
Complexity: 569

Physicochemical properties

Boiling point: 481.9 · 481.9±18.0 °C(Predicted)
Density: 0.987 · 0.987±0.06 g/cm3(Predicted)
solubility: Chloroform (Slightly), Methanol (Slightly)
pka: 14.84 · 14.84±0.50(Predicted)
form: Solid
color: Pale Yellow to Light Yellow
Stability: Light Sensitive, Temperature Sensitive
FDA UNII: 43 T81DZ · BQC43T81DZ

Chemistry & industry

Pharmacology

MeSH Pharmacological ClassificationSubstances that inhibit or prevent the proliferation of NEOPLASMS.

Applications

UsesA Vitamin A derivative; a potent and selective apoptosis-inducing agent. It can be used in the treatment of cancer and other hyperproliferative disorders.