4,11-dimethyl (1S,4S,5R,6S,7S,8R,11S,12R,14S,15R)-12-(acetyloxy)-4,7-dihydroxy-6-[(1S,2S,6S,8S,9R,11S)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.02,6.09,11]dodec-3-en-9-yl]-6-methyl-14-[(2-methylbut-2-enoyl)oxy]-3,9-dioxatetracyclo[6.6.1.01,5.011,15]pentadecane-4,11-dicarboxylate

• ChemBase ID: 125993
• Molecular Formular: C35H44O16
• Molecular Mass: 720.71426
• Monoisotopic Mass: 720.26293533
• SMILES: O=C(OC)[C@@]1(O)OC[C@@]23[C@@H](OC(=O)/C(=C/C)/C)C[C@@H](OC(=O)C)[C@@]4(C(=O)OC)CO[C@@H]([C@@H](O)[C@](C)([C@H]12)[C@]12O[C@]1([C@@H]1[C@@]5(O)C=CO[C@H]5O[C@H]2C1)C)[C@H]34
• Canonical SMILES: C/C=C(/C(=O)O[C@H]1C[C@@H](OC(=O)C)[C@@]2([C@H]3[C@@]41CO[C@]([C@H]4[C@@](C)([C@@H]([C@@H]3OC2)O)[C@@]12O[C@@]2(C)[C@H]2C[C@@H]1O[C@H]1[C@]2(O)C=CO1)(O)C(=O)OC)C(=O)OC)\C
• InChI: InChI=1S/C35H44O16/c1-8-15(2)24(38)49-18-12-19(48-16(3)36)32(26(39)43-6)13-46-21-22(32)31(18)14-47-34(42,27(40)44-7)25(31)29(4,23(21)37)35-20-11-17(30(35,5)51-35)33(41)9-10-45-28(33)50-20/h8-10,17-23,25,28,37,41-42H,11-14H2,1-7H3/t17-,18+,19-,20+,21-,22-,23-,25+,28+,29-,30+,31+,32+,33+,34+,35+/m1/s1
• InChIKey: FTNJWQUOZFUQQJ-ARURJOCSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4,11-dimethyl (1S,4S,5R,6S,7S,8R,11S,12R,14S,15R)-12-(acetyloxy)-4,7-dihydroxy-6-[(1S,2S,6S,8S,9R,11S)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.0^2,^6.0^9,^1^1]dodec-3-en-9-yl]-6-methyl-14-[(2-methylbut-2-enoyl)oxy]-3,9-dioxatetracyclo[6.6.1.0^1,^5.0^1^1,^1^5]pentadecane-4,11-dicarboxylate
• IUPAC Traditional name: 4,11-dimethyl (1S,4S,5R,6S,7S,8R,11S,12R,14S,15R)-12-(acetyloxy)-4,7-dihydroxy-6-[(1S,2S,6S,8S,9R,11S)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.0^2,^6.0^9,^1^1]dodec-3-en-9-yl]-6-methyl-14-[(2-methylbut-2-enoyl)oxy]-3,9-dioxatetracyclo[6.6.1.0^1,^5.0^1^1,^1^5]pentadecane-4,11-dicarboxylate
• Synonyms: dimethyl (2aR,3S,4S,4aR,5S,7aS,8S,10R,10aS,10bR)- 10-acetoxy- 3,5-dihydroxy- 4-[(1aR,S,3aS,6aS,7S,7aS)- 6a-hydroxy- 7a-methyl- 3a,6a,7,7a-tetrahydro-2,7-methanofuro[2,3-b]oxireno[e]oxepin-1a(2H)-yl]- 4-methyl- 8-{[(2E)-2-methylbut- 2-enoyl]oxy}octahydro- 1H-naphtho[1,8a-c:4,5-b'c']difuran-5,10a(8H)-dicarboxylate; Azadirachtin

Database IDs

• CAS Number: 11141-17-6
• PubChem SID: 162220336
• PubChem CID: 5281303
• CHEBI ID: 2942
• Chemspider ID: 4444685
• KEGG ID: C08748
• Wikipedia Title: Azadirachtin

CALCULATED PROPERTIES

• Acid pKa: 9.429157
• H Acceptors: 12
• H Donor: 3
• LogD (pH = 5.5): -0.13221195
• LogD (pH = 7.4): -0.13619894
• Log P: -0.13216089
• Molar Refractivity: 166.2389 cm^3
• Polarizability: 67.69091 Å^3
• Polar Surface Area: 215.34 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false