(1S,2S,5S,8S,9R,10S,11R,15S)-9,10,15-trihydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-7-one

• ChemBase ID: 305183
• Molecular Formular: C20H28O5
• Molecular Mass: 348.43332
• Monoisotopic Mass: 348.193674
• SMILES: C1CC([C@@H]2[C@@]3([C@H]1O)[C@H]1[C@]4([C@@]([C@H]2O)(O)OC3)C(=O)C(=C)[C@@H](CC1)C4)(C)C
• Canonical SMILES: C=C1[C@H]2CC[C@@H]3[C@](C1=O)(C2)[C@@]1(O)OC[C@@]23[C@@H](O)CCC([C@H]2[C@@H]1O)(C)C
• InChI: InChI=1S/C20H28O5/c1-10-11-4-5-12-18-9-25-20(24,19(12,8-11)15(10)22)16(23)14(18)17(2,3)7-6-13(18)21/h11-14,16,21,23-24H,1,4-9H2,2-3H3/t11?,12-,13-,14+,16-,18+,19-,20-/m0/s1
• InChIKey: PXLVZESUZUOWAJ-BPGIRNOZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,5S,8S,9R,10S,11R,15S)-9,10,15-trihydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.1^5,^8.0^1,^1^1.0^2,^8]octadecan-7-one
• IUPAC Traditional name: (1S,2S,5S,8S,9R,10S,11R,15S)-9,10,15-trihydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.1^5,^8.0^1,^1^1.0^2,^8]octadecan-7-one
• Synonyms: Effusanin A

Database IDs

• CAS Number: 30220-43-0

CALCULATED PROPERTIES

• Acid pKa: 10.593236
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.693462
• LogD (pH = 7.4): 1.6931876
• Log P: 1.6934656
• Molar Refractivity: 90.4388 cm^3
• Polarizability: 36.34402 Å^3
• Polar Surface Area: 86.99 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder