4-{[(1R,2R,6R,7R)-1,7,8,9,10,10-hexachlorotricyclo[5.2.1.02,6]deca-4,8-dien-3-yl]oxy}-4-oxobutanoic acid

• ChemBase ID: 170334
• Molecular Formular: C14H10Cl6O4
• Molecular Mass: 454.9448
• Monoisotopic Mass: 451.87102488
• SMILES: C1(=C([C@@]2([C@@H]3[C@H]([C@@]1(C2(Cl)Cl)Cl)C=CC3OC(=O)CCC(=O)O)Cl)Cl)Cl
• Canonical SMILES: O=C(OC1C=C[C@@H]2[C@H]1[C@@]1(Cl)C(=C([C@]2(C1(Cl)Cl)Cl)Cl)Cl)CCC(=O)O
• InChI: InChI=1S/C14H10Cl6O4/c15-10-11(16)13(18)9-5(12(10,17)14(13,19)20)1-2-6(9)24-8(23)4-3-7(21)22/h1-2,5-6,9H,3-4H2,(H,21,22)/t5-,6?,9-,12-,13-/m1/s1
• InChIKey: WTPNDFVLBUPONQ-QDMJUNFZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{[(1R,2R,6R,7R)-1,7,8,9,10,10-hexachlorotricyclo[5.2.1.0^2,^6]deca-4,8-dien-3-yl]oxy}-4-oxobutanoic acid
• IUPAC Traditional name: 4-{[(1R,2R,6R,7R)-1,7,8,9,10,10-hexachlorotricyclo[5.2.1.0^2,^6]deca-4,8-dien-3-yl]oxy}-4-oxobutanoic acid
• Synonyms: Butanedioic Acid 1-(4,5,6,7,8,8-hexachloro-3a,4,7,7a-tetrahydro-4,7-methano-1H-inden-1-yl) Ester; 1-Hydroxychlorodiene Hemisuccinate

Database IDs

• CAS Number: 144095-27-2
• PubChem SID: 164226244
• PubChem CID: 71748927

CALCULATED PROPERTIES

• Acid pKa: 3.7363179
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.9319707
• LogD (pH = 7.4): 0.40521342
• Log P: 3.6956882
• Molar Refractivity: 93.9233 cm^3
• Polarizability: 36.71683 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H915000

Hapten suitable for conjugation to a carrier protein which is used for the production of antibodies in the detection of chlorinated cyclodiene insecticides in meat, fish and milk products.