(3R,5E,7Z,11S,12S,13E,15R,17S,18S,19E,21S,23S,24R,25R)-11-[(2S,3S,4S,8R,9R)-3,9-dimethoxy-4,8-dimethyl-7-oxoundecan-2-yl]-3,15,17,21,23-pentamethoxy-5,12,18,24-tetramethyl-10,26-dioxabicyclo[23.3.1]nonacosa-1(28),5,7,13,19-pentaene-9,27-dione

• ChemBase ID: 4321
• Molecular Formular: C51H84O12
• Molecular Mass: 889.20546
• Monoisotopic Mass: 888.59627813
• SMILES: CC[C@@H](OC)[C@@H](C)C(=O)CC[C@H](C)[C@H](OC)[C@H](C)[C@H]1OC(=O)/C=C\C=C(/C)\C[C@H](CC2=CC(=O)O[C@H](C2)[C@H](C)[C@@H](C[C@H](OC)/C=C/[C@H](C)[C@@H](C[C@H](OC)/C=C/[C@@H]1C)OC)OC)OC
• Canonical SMILES: CO[C@@H]1C/C(=C/C=C\C(=O)O[C@@H]([C@@H](C)/C=C/[C@@H](OC)C[C@H]([C@H](/C=C/[C@H](C[C@H]([C@H]([C@H]2CC(=CC(=O)O2)C1)C)OC)OC)C)OC)[C@H]([C@H]([C@H](CCC(=O)[C@@H]([C@H](OC)CC)C)C)OC)C)/C
• InChI: InChI=1S/C51H84O12/c1-16-44(58-12)36(6)43(52)25-22-34(4)50(61-15)38(8)51-35(5)21-24-40(55-9)30-45(59-13)33(3)20-23-41(56-10)31-46(60-14)37(7)47-28-39(29-49(54)62-47)27-42(57-11)26-32(2)18-17-19-48(53)63-51/h17-21,23-24,29,33-38,40-42,44-47,50-51H,16,22,25-28,30-31H2,1-15H3/b19-17-,23-20+,24-21+,32-18+/t33-,34-,35-,36-,37+,38-,40-,41+,42+,44+,45-,46-,47+,50-,51-/m0/s1
• InChIKey: GATPHXXEPJBDKA-DCQWOVGRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,5E,7Z,11S,12S,13E,15R,17S,18S,19E,21S,23S,24R,25R)-11-[(2S,3S,4S,8R,9R)-3,9-dimethoxy-4,8-dimethyl-7-oxoundecan-2-yl]-3,15,17,21,23-pentamethoxy-5,12,18,24-tetramethyl-10,26-dioxabicyclo[23.3.1]nonacosa-1(28),5,7,13,19-pentaene-9,27-dione
• IUPAC Traditional name: (3R,5E,7Z,11S,12S,13E,15R,17S,18S,19E,21S,23S,24R,25R)-11-[(2S,3S,4S,8R,9R)-3,9-dimethoxy-4,8-dimethyl-7-oxoundecan-2-yl]-3,15,17,21,23-pentamethoxy-5,12,18,24-tetramethyl-10,26-dioxabicyclo[23.3.1]nonacosa-1(28),5,7,13,19-pentaene-9,27-dione
• Synonyms: Reidispongiolide C

Database IDs

• PubChem SID: 46506095; 160967753
• PubChem CID: 46937019

CALCULATED PROPERTIES

JChem

• Acid pKa: 16.569096
• H Acceptors: 10
• H Donor: 0
• LogD (pH = 5.5): 8.635227
• LogD (pH = 7.4): 8.635227
• Log P: 8.635227
• Molar Refractivity: 252.996 cm^3
• Polarizability: 98.451004 Å^3
• Polar Surface Area: 134.28 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 6.32
• LOG S: -6.61
• Solubility (Water): 2.17e-04 g/l

DETAILS

DrugBank - DB04775

Drug information: experimental