(1S,3R,6R,7S,8S,9R,10S,11R,12R,13R,16S)-8-tert-butyl-6,9,12-trihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.0^{1,11}.0^{3,7}.0^{7,11}.0^{13,17}]nonadecane-5,15,18-trione

• ChemBase ID: 4468
• Molecular Formular: C20H24O10
• Molecular Mass: 424.39856
• Monoisotopic Mass: 424.13694697
• SMILES: C1(=O)O[C@@H]2C([C@@H]1C)[C@@]13[C@]4([C@@]5([C@H](O1)OC(=O)[C@@H]5O)[C@@H]([C@H]([C@H]4OC3=O)O)C(C)(C)C)[C@H]2O
• Canonical SMILES: O=C1O[C@@H]2C([C@@H]1C)[C@@]13[C@]4([C@H]2O)[C@H](OC3=O)[C@@H]([C@H]([C@@]24[C@H](O1)OC(=O)[C@@H]2O)C(C)(C)C)O
• InChI: InChI=1S/C20H24O10/c1-5-6-8(27-13(5)24)10(22)19-12-7(21)9(17(2,3)4)18(19)11(23)14(25)29-16(18)30-20(6,19)15(26)28-12/h5-12,16,21-23H,1-4H3/t5-,6?,7+,8+,9-,10-,11-,12+,16-,18-,19+,20+/m0/s1
• InChIKey: KDKROYXEHCYLJQ-FJFAJXJPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,3R,6R,7S,8S,9R,10S,11R,12R,13R,16S)-8-tert-butyl-6,9,12-trihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.0^{1,11}.0^{3,7}.0^{7,11}.0^{13,17}]nonadecane-5,15,18-trione
• IUPAC Traditional name: (1S,3R,6R,7S,8S,9R,10S,11R,12R,13R,16S)-8-tert-butyl-6,9,12-trihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.0^{1,11}.0^{3,7}.0^{7,11}.0^{13,17}]nonadecane-5,15,18-trione
• Synonyms: ginkgolide-M

Database IDs

• CAS Number: 15291-78-8
• PubChem SID: 99443283; 160967900
• PubChem CID: 46937025

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.046695
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -0.92398214
• LogD (pH = 7.4): -0.92399186
• Log P: -0.923982
• Molar Refractivity: 91.5786 cm^3
• Polarizability: 38.405952 Å^3
• Polar Surface Area: 148.82 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.6
• LOG S: -1.73
• Solubility (Water): 7.96e+00 g/l

DETAILS

DrugBank - DB06747

Drug information: nutraceutical