(1S,2S,5S,10S,11R,12E,14S,15S,16R,17R,18S)-1,17-dihydroxy-10,11,18-trimethoxy-2,14,16-trimethyl-5-phenyl-4,19-dioxabicyclo[13.3.1]nonadec-12-en-3-one

• ChemBase ID: 2572
• Molecular Formular: C29H44O8
• Molecular Mass: 520.65486
• Monoisotopic Mass: 520.30361837
• SMILES: CO[C@H]1CCCC[C@H](OC(=O)[C@@H](C)[C@]2(O)O[C@@H]([C@@H](C)/C=C/[C@H]1OC)[C@H](C)[C@@H](O)[C@@H]2OC)c1ccccc1
• Canonical SMILES: CO[C@@H]1/C=C/[C@H](C)[C@@H]2O[C@@](O)([C@H](C)C(=O)O[C@@H](CCCC[C@@H]1OC)c1ccccc1)[C@H]([C@@H]([C@H]2C)O)OC
• InChI: InChI=1S/C29H44O8/c1-18-16-17-24(34-5)23(33-4)15-11-10-14-22(21-12-8-7-9-13-21)36-28(31)20(3)29(32)27(35-6)25(30)19(2)26(18)37-29/h7-9,12-13,16-20,22-27,30,32H,10-11,14-15H2,1-6H3/b17-16+/t18-,19+,20+,22-,23-,24+,25+,26-,27-,29-/m0/s1
• InChIKey: WPMGNXPRKGXGBO-AKNGRICVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,5S,10S,11R,12E,14S,15S,16R,17R,18S)-1,17-dihydroxy-10,11,18-trimethoxy-2,14,16-trimethyl-5-phenyl-4,19-dioxabicyclo[13.3.1]nonadec-12-en-3-one
• IUPAC Traditional name: (1S,2S,5S,10S,11R,12E,14S,15S,16R,17R,18S)-1,17-dihydroxy-10,11,18-trimethoxy-2,14,16-trimethyl-5-phenyl-4,19-dioxabicyclo[13.3.1]nonadec-12-en-3-one
• Synonyms: Soraphen A

Database IDs

• CAS Number: 122547-72-2
• PubChem SID: 46505293; 160966022
• PubChem CID: 46936509

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.601559
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 4.4940953
• LogD (pH = 7.4): 4.493826
• Log P: 4.4940987
• Molar Refractivity: 139.9352 cm^3
• Polarizability: 55.780777 Å^3
• Polar Surface Area: 103.68 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 3.67
• LOG S: -4.75
• Solubility (Water): 9.16e-03 g/l

DETAILS

DrugBank - DB02859

Drug information: experimental