2-({[(2R,14S,15S)-14-hydroxy-2,14,15-trimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-5-ylidene]amino}oxy)acetic acid

• ChemBase ID: 190166
• Molecular Formular: C22H31NO4
• Molecular Mass: 373.48584
• Monoisotopic Mass: 373.22530848
• SMILES: [C@@]12(C(=C/C(=N/OCC(=O)O)/C=C2)CCC2C1CC[C@]1(C2CC[C@@]1(O)C)C)C
• Canonical SMILES: OC(=O)CO/N=C/1\C=C[C@]2(C(=C1)CCC1C2CC[C@]2(C1CC[C@]2(C)O)C)C
• InChI: InChI=1S/C22H31NO4/c1-20-9-6-15(23-27-13-19(24)25)12-14(20)4-5-16-17(20)7-10-21(2)18(16)8-11-22(21,3)26/h6,9,12,16-18,26H,4-5,7-8,10-11,13H2,1-3H3,(H,24,25)/t16?,17?,18?,20-,21-,22-/m0/s1
• InChIKey: RLZYCYTZQGHRMD-GSQPBCFPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({[(2R,14S,15S)-14-hydroxy-2,14,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-5-ylidene]amino}oxy)acetic acid
• IUPAC Traditional name: ({[(2R,14S,15S)-14-hydroxy-2,14,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-5-ylidene]amino}oxy)acetic acid

Database IDs

• PubChem SID: 164246076
• PubChem CID: 16397446

CALCULATED PROPERTIES

• Acid pKa: 3.4976737
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.8114479
• LogD (pH = 7.4): 0.26079792
• Log P: 2.699065
• Molar Refractivity: 104.5499 cm^3
• Polarizability: 40.40971 Å^3
• Polar Surface Area: 79.12 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Description: Z/E Isomers
• Classification: Derivatives & analogs of Natural Compounds