(1S,3S,5R,8S,10S,11S,13R,16R,17R)-10-hydroxy-8-[(2S,3R)-3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-11,16-dimethyl-4,7,12,18-tetraoxatetracyclo[15.3.1.03,5.011,13]henicos-14-ene-6,19-dione

• ChemBase ID: 129262
• Molecular Formular: C35H47NO9
• Molecular Mass: 625.74898
• Monoisotopic Mass: 625.32508209
• SMILES: O=C1C[C@@H]2C[C@@H]3[C@@H](O3)C(=O)O[C@@H](C[C@@H]([C@]3([C@@H](C=C[C@H]([C@@H](C2)O1)C)O3)C)O)[C@H](C)[C@@H](OC)/C(=C/C=C/C(=C/c1coc(C)n1)/C)/C
• Canonical SMILES: CO[C@H]([C@H]([C@H]1OC(=O)[C@@H]2O[C@@H]2C[C@H]2CC(=O)O[C@H](C2)[C@@H](C=C[C@@H]2[C@@]([C@H](C1)O)(C)O2)C)C)/C(=C/C=C/C(=C/c1coc(n1)C)/C)/C
• InChI: InChI=1S/C35H47NO9/c1-19(13-25-18-41-23(5)36-25)9-8-10-21(3)32(40-7)22(4)27-17-29(37)35(6)30(45-35)12-11-20(2)26-14-24(16-31(38)42-26)15-28-33(43-28)34(39)44-27/h8-13,18,20,22,24,26-30,32-33,37H,14-17H2,1-7H3/t20-,22+,24?,26?,27+,28+,29+,30-,32+,33-,35+/m1/s1
• InChIKey: OWPCHSCAPHNHAV-VAZCCIPCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,3S,5R,8S,10S,11S,13R,16R,17R)-10-hydroxy-8-[(2S,3R)-3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-11,16-dimethyl-4,7,12,18-tetraoxatetracyclo[15.3.1.0^3,^5.0^1^1,^1^3]henicos-14-ene-6,19-dione
• IUPAC Traditional name: (1S,3S,5R,8S,10S,11S,13R,16R,17R)-10-hydroxy-8-[(2S,3R)-3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-11,16-dimethyl-4,7,12,18-tetraoxatetracyclo[15.3.1.0^3,^5.0^1^1,^1^3]henicos-14-ene-6,19-dione
• Synonyms: Rhizoxin

Database IDs

• CAS Number: 90996-54-6
• PubChem SID: 162223556
• PubChem CID: 11969567; 71308262
• CHEMBL: 379989
• Wikipedia Title: Rhizoxin

CALCULATED PROPERTIES

• Acid pKa: 13.824323
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 3.7225552
• LogD (pH = 7.4): 3.72256
• Log P: 3.7225602
• Molar Refractivity: 168.6673 cm^3
• Polarizability: 65.63601 Å^3
• Polar Surface Area: 133.15 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false