2-methoxyethyl 4-(3-hydroxyphenyl)-7-(2-methoxyphenyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate hydrate

• ChemBase ID: 154579
• Molecular Formular: C27H31NO7
• Molecular Mass: 481.53754
• Monoisotopic Mass: 481.21005234
• SMILES: CC1=C(C(C2=C(N1)CC(CC2=O)c1ccccc1OC)c1cccc(c1)O)C(=O)OCCOC.O
• Canonical SMILES: COCCOC(=O)C1=C(C)NC2=C(C1c1cccc(c1)O)C(=O)CC(C2)c1ccccc1OC.O
• InChI: InChI=1S/C27H29NO6.H2O/c1-16-24(27(31)34-12-11-32-2)25(17-7-6-8-19(29)13-17)26-21(28-16)14-18(15-22(26)30)20-9-4-5-10-23(20)33-3;/h4-10,13,18,25,28-29H,11-12,14-15H2,1-3H3;1H2
• InChIKey: BOASXIAGFOONSK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methoxyethyl 4-(3-hydroxyphenyl)-7-(2-methoxyphenyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate hydrate
• IUPAC Traditional name: 2-methoxyethyl 4-(3-hydroxyphenyl)-7-(2-methoxyphenyl)-2-methyl-5-oxo-4,6,7,8-tetrahydro-1H-quinoline-3-carboxylate hydrate
• Synonyms: 2-Methoxyethyl 1,4,5,6,7,8-hexahydro-4-(3-hydroxyphenyl)-7-(2-methoxyphenyl)-2-methyl-5-oxo-3-quinolinecarboxylate; Hedgehog Pathway Inhibitor 1; HPI-1 hydrate; 1,4,5,6,7,8-Hexahydro-4-(3-hydroxyphenyl)-7-(2-methoxyphenyl)-2-methyl-5-oxo-3-quinolinecarboxylic Acid 2-Methoxyethyl Ester Hydrate; HPI-1 Hydrate

Database IDs

• CAS Number: 599150-20-6(anhydrous); 1262770-72-8
• MDL Number: MFCD17215941
• PubChem SID: 162248717
• PubChem CID: 71311904

CALCULATED PROPERTIES

• Acid pKa: 9.423936
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 3.0434823
• LogD (pH = 7.4): 3.0490923
• Log P: 3.053283
• Molar Refractivity: 130.5009 cm^3
• Polarizability: 49.55519 Å^3
• Polar Surface Area: 94.09 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: desiccated
• European Hazard Symbols: Nature polluting (N); Harmful (Xn)
• German water hazard class: 2
• Risk Statements: 22-50/53
• Safety Statements: 60-61
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H400
• GHS Precautionary statements: P273
• Storage Temperature: 2-8°C

Product Information

• Empirical Formula (Hill Notation): C27H29NO6 · xH2O

DETAILS

Sigma Aldrich - H1542

Biochem/physiol Actions
HPI-1 is a Hedgehog pathway inhibitor; Gli1/Gli2 inhibitor.

Toronto Research Chemicals - H671250

HPI-1 is a Hedgehog pathway inhibitor; Gli1/Gli2 inhibitor.

REFERENCES

• Fiaschi, M., et al.: Cancer Res., 69, 4810 (2009)
• Fiaschi, M., et al.: Cancer Res., 69, 4810 (2009)
• Arnold, L., et al.: J. Biol. Chem., 280, 43048 (2009)