(6R)-6-[(1R,2S,5R,6R,9S,10S)-10-(2-carboxyethyl)-2,6,9,12-tetramethyl-13-oxo-14-oxatetracyclo[7.7.0.02,6.011,15]hexadeca-11,15-dien-5-yl]-2-methylhepta-2,4-dienoic acid

• ChemBase ID: 128037
• Molecular Formular: C30H40O6
• Molecular Mass: 496.635
• Monoisotopic Mass: 496.282489
• SMILES: C[C@]12[C@](CC[C@@H]1[C@H](C)/C=C/C=C(\C)/C(=O)O)(C)[C@@H]1C=C3C(=C(C)C(=O)O3)[C@@H](CCC(=O)O)[C@]1(C)CC2
• Canonical SMILES: OC(=O)CC[C@@H]1C2=C(C)C(=O)OC2=C[C@@H]2[C@@]1(C)CC[C@]1([C@@]2(C)CC[C@@H]1[C@@H](/C=C/C=C(/C(=O)O)\C)C)C
• InChI: InChI=1S/C30H40O6/c1-17(8-7-9-18(2)26(33)34)20-12-13-30(6)23-16-22-25(19(3)27(35)36-22)21(10-11-24(31)32)28(23,4)14-15-29(20,30)5/h7-9,16-17,20-21,23H,10-15H2,1-6H3,(H,31,32)(H,33,34)/t17-,20-,21-,23-,28+,29-,30+/m1/s1
• InChIKey: XQPMQYSWONIJSL-RYSMKZNLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6R)-6-[(1R,2S,5R,6R,9S,10S)-10-(2-carboxyethyl)-2,6,9,12-tetramethyl-13-oxo-14-oxatetracyclo[7.7.0.0^2,^6.0^1^1,^1^5]hexadeca-11,15-dien-5-yl]-2-methylhepta-2,4-dienoic acid
• IUPAC Traditional name: (6R)-6-[(1R,2S,5R,6R,9S,10S)-10-(2-carboxyethyl)-2,6,9,12-tetramethyl-13-oxo-14-oxatetracyclo[7.7.0.0^2,^6.0^1^1,^1^5]hexadeca-11,15-dien-5-yl]-2-methylhepta-2,4-dienoic acid
• Synonyms: Lepidolide

Database IDs

• CAS Number: 605664-52-6
• PubChem SID: 162222353
• PubChem CID: 57518365
• Wikipedia Title: Lepidolide

CALCULATED PROPERTIES

• Acid pKa: 4.324966
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 3.7393246
• LogD (pH = 7.4): 0.18870646
• Log P: 5.58169
• Molar Refractivity: 140.6904 cm^3
• Polarizability: 53.896244 Å^3
• Polar Surface Area: 100.9 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Soluble in chloroform
• Apperance: Pale yellow oil