N-(4-chloro-2,5-dimethoxyphenyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}naphthalene-2-carboxamide

• ChemBase ID: 133627
• Molecular Formular: C25H26ClNO9
• Molecular Mass: 519.92824
• Monoisotopic Mass: 519.1296091
• SMILES: COc1cc(c(cc1Cl)OC)NC(=O)c1cc2ccccc2cc1OC1C(C(C(C(O1)CO)O)O)O
• Canonical SMILES: OCC1OC(Oc2cc3ccccc3cc2C(=O)Nc2cc(OC)c(cc2OC)Cl)C(C(C1O)O)O
• InChI: InChI=1S/C25H26ClNO9/c1-33-18-10-16(19(34-2)9-15(18)26)27-24(32)14-7-12-5-3-4-6-13(12)8-17(14)35-25-23(31)22(30)21(29)20(11-28)36-25/h3-10,20-23,25,28-31H,11H2,1-2H3,(H,27,32)
• InChIKey: UJPWFVGXQNDAFV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(4-chloro-2,5-dimethoxyphenyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}naphthalene-2-carboxamide
• IUPAC Traditional name: N-(4-chloro-2,5-dimethoxyphenyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}naphthalene-2-carboxamide
• Synonyms: 2-(β-D-Galactosidoxy)naphthalene-3-carboxylic acid (2,5-dimethoxy-4-chloroanilide; Naphthol AS-LC β-D-galactoside; 2-(β-D-Galactosidoxy)naphthol AS-LC

Database IDs

• CAS Number: 94123-05-4
• MDL Number: MFCD00056617
• PubChem SID: 162227904; 24895080
• PubChem CID: 4083260

CALCULATED PROPERTIES

• Acid pKa: 9.959189
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): 1.7716618
• LogD (pH = 7.4): 1.7705387
• Log P: 1.7716761
• Molar Refractivity: 129.8982 cm^3
• Polarizability: 51.62305 Å^3
• Polar Surface Area: 146.94 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

DETAILS

Sigma Aldrich - G2000

Substrates
Substrate for the histochemical demonstration of galactosidase.