TTNPB

Synonyms :
(E)-4-[2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthylenyl)-1 -propenyl] benzoic acid, Arotinoic acid, Arotinoid acid, CCRIS 3297, Tocris-0761

Status : experimental

Category

Antineoplastic Agents

Description

TTNPB is a retinoic acid analog which acts as a selective RAR agonist.

Chemical Classification

This compound belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Stilbenes

Organic compounds

Phenylpropanoids and polyketides

Stilbenes

Chemical Name

(E)-4-[2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthylenyl)-1 -propenyl] benzoic acid

Calculated Property

kind Value Source
logP 6.93 ALOGPS
logS -6.4 ALOGPS
Water Solubility 1.44e-04 g/l ALOGPS
logP 6.9 ChemAxon
IUPAC Name 4-[(1E)-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)prop-1-en-1-yl]benzoic acid ChemAxon
Traditional IUPAC Name ttnpb ChemAxon
Molecular Weight 348.4779 ChemAxon
Monoisotopic Weight 348.20893014 ChemAxon
SMILES CC(=C/C1=CC=C(C=C1)C(O)=O)C1=CC=C2C(=C1)C(C)(C)CCC2(C)C ChemAxon
Molecular Formula C24H28O2 ChemAxon
InChI InChI=1S/C24H28O2/c1-16(14-17-6-8-18(9-7-17)22(25)26)19-10-11-20-21(15-19)24(4,5)13-12-23(20,2)3/h6-11,14-15H,12-13H2,1-5H3,(H,25,26)/b16-14+ ChemAxon
InChIKey InChIKey=FOIVPCKZDPCJJY-JQIJEIRASA-N ChemAxon
Polar Surface Area (PSA) 37.3 ChemAxon
Refractivity 108.58 ChemAxon
Polarizability 41.77 ChemAxon
Rotatable Bond Count 3 ChemAxon
H Bond Acceptor Count 2 ChemAxon
H Bond Donor Count 1 ChemAxon
pKa (strongest acidic) 4.12 ChemAxon
Physiological Charge -1 ChemAxon
Number of Rings 3 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 0 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 0 ChemAxon

Affected organism

Humans and other mammals

Target within organism

  • Retinoic acid receptor beta : in Human