6-{4,13-dihydroxy-1,6,6,11,15-pentamethyl-5,17-dioxotetracyclo[8.7.0.02,7.011,15]heptadeca-3,7-dien-14-yl}-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl acetate

• ChemBase ID: 126757
• Molecular Formular: C32H44O8
• Molecular Mass: 556.68696
• Monoisotopic Mass: 556.30361837
• SMILES: CC(=O)OC(C)(C)/C=C/C(=O)C(C)(C1C(CC2(C1(CC(=O)C1(C2CC=C2C1C=C(C(=O)C2(C)C)O)C)C)C)O)O
• Canonical SMILES: CC(=O)OC(/C=C/C(=O)C(C1C(O)CC2(C1(C)CC(=O)C1(C2CC=C2C1C=C(O)C(=O)C2(C)C)C)C)(O)C)(C)C
• InChI: InChI=1S/C32H44O8/c1-17(33)40-27(2,3)13-12-23(36)32(9,39)25-21(35)15-29(6)22-11-10-18-19(14-20(34)26(38)28(18,4)5)31(22,8)24(37)16-30(25,29)7/h10,12-14,19,21-22,25,34-35,39H,11,15-16H2,1-9H3
• InChIKey: NDYMQXYDSVBNLL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-{4,13-dihydroxy-1,6,6,11,15-pentamethyl-5,17-dioxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,7-dien-14-yl}-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl acetate
• IUPAC Traditional name: 6-{4,13-dihydroxy-1,6,6,11,15-pentamethyl-5,17-dioxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,7-dien-14-yl}-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl acetate
• Synonyms: Cucurbitacin E

Database IDs

• CAS Number: 18444-66-1
• PubChem SID: 162221085
• PubChem CID: 5353547; 5281319
• Wikipedia Title: Cucurbitacin_E

CALCULATED PROPERTIES

• Acid pKa: 9.086397
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 3.4832041
• LogD (pH = 7.4): 3.4744692
• Log P: 3.4833167
• Molar Refractivity: 152.6118 cm^3
• Polarizability: 58.9066 Å^3
• Polar Surface Area: 138.2 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 501 - 505 K
• Boiling Point: 985.62 K
• Flash Point: 497.45 K
• Density: 1.249 g/cm^3