(2E,6R)-6-[(1S,3R,6S,8R,11S,12S,15R,16R)-6-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-15-yl]-2-(hydroxymethyl)hept-2-enoic acid

• ChemBase ID: 305855
• Molecular Formular: C30H48O4
• Molecular Mass: 472.69972
• Monoisotopic Mass: 472.35526002
• SMILES: C1[C@@H](C([C@H]2[C@]3(C1)[C@]1([C@@H](CC2)[C@]2([C@](CC1)([C@H](CC2)[C@H](C)CC/C=C(/C(=O)O)\CO)C)C)C3)(C)C)O
• Canonical SMILES: OC/C(=C\CC[C@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)CC[C@@H](C2(C)C)O)C)C)/C(=O)O
• InChI: InChI=1S/C30H48O4/c1-19(7-6-8-20(17-31)25(33)34)21-11-13-28(5)23-10-9-22-26(2,3)24(32)12-14-29(22)18-30(23,29)16-15-27(21,28)4/h8,19,21-24,31-32H,6-7,9-18H2,1-5H3,(H,33,34)/b20-8+/t19-,21-,22+,23+,24+,27-,28+,29-,30+/m1/s1
• InChIKey: YWPLTMNXKKXXII-HJTGRKLOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E,6R)-6-[(1S,3R,6S,8R,11S,12S,15R,16R)-6-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0^1,^3.0^3,^8.0^1^2,^1^6]octadecan-15-yl]-2-(hydroxymethyl)hept-2-enoic acid
• IUPAC Traditional name: (2E,6R)-6-[(1S,3R,6S,8R,11S,12S,15R,16R)-6-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0^1,^3.0^3,^8.0^1^2,^1^6]octadecan-15-yl]-2-(hydroxymethyl)hept-2-enoic acid
• Synonyms: 27-Hydroxymangiferolic acid

Database IDs

• CAS Number: 17983-82-3

CALCULATED PROPERTIES

• Acid pKa: 4.5504627
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 4.463956
• LogD (pH = 7.4): 2.6908445
• Log P: 5.458584
• Molar Refractivity: 135.5251 cm^3
• Polarizability: 53.8447 Å^3
• Polar Surface Area: 77.76 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder