methyl (2S,4aR,6aR,7R,9S,10aS,10bR)-9-(benzoyloxy)-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-dodecahydro-1H-naphtho[2,1-c]pyran-7-carboxylate

• ChemBase ID: 127668
• Molecular Formular: C28H30O8
• Molecular Mass: 494.533
• Monoisotopic Mass: 494.19406792
• SMILES: O=C(OC)[C@H]1[C@@]2(CC[C@H]3C(=O)O[C@H](c4ccoc4)C[C@@]3([C@H]2C(=O)[C@@H](OC(=O)c2ccccc2)C1)C)C
• Canonical SMILES: COC(=O)[C@@H]1C[C@H](OC(=O)c2ccccc2)C(=O)[C@H]2[C@@]1(C)CC[C@@H]1[C@]2(C)C[C@H](OC1=O)c1ccoc1
• InChI: InChI=1S/C28H30O8/c1-27-11-9-18-26(32)36-21(17-10-12-34-15-17)14-28(18,2)23(27)22(29)20(13-19(27)25(31)33-3)35-24(30)16-7-5-4-6-8-16/h4-8,10,12,15,18-21,23H,9,11,13-14H2,1-3H3/t18-,19-,20-,21-,23-,27-,28-/m0/s1
• InChIKey: PYDQMXRFUVDCHC-XAGHGKQISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,4aR,6aR,7R,9S,10aS,10bR)-9-(benzoyloxy)-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-dodecahydro-1H-naphtho[2,1-c]pyran-7-carboxylate
• IUPAC Traditional name: herkinorin
• Synonyms: Herkinorin

Database IDs

• PubChem SID: 162221986
• PubChem CID: 11431898
• CHEMBL: 363324
• Chemspider ID: 9606773
• Wikipedia Title: Herkinorin

CALCULATED PROPERTIES

• Acid pKa: 16.441185
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 4.443188
• LogD (pH = 7.4): 4.443188
• Log P: 4.443188
• Molar Refractivity: 126.6659 cm^3
• Polarizability: 50.15814 Å^3
• Polar Surface Area: 109.11 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Legal Status: Legal/Uncontrolled