2-({[(8E,13R,15S)-5,13,14-trihydroxy-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-2(7),3,5-trien-8-ylidene]amino}oxy)acetic acid

• ChemBase ID: 199867
• Molecular Formular: C20H25NO6
• Molecular Mass: 375.4156
• Monoisotopic Mass: 375.16818753
• SMILES: [C@@]12(C(C3C(c4c(/C(=N/OCC(=O)O)/C3)cc(cc4)O)CC2)C[C@H](C1O)O)C
• Canonical SMILES: OC(=O)CO/N=C/1\CC2C(c3c1cc(O)cc3)CC[C@]1(C2C[C@H](C1O)O)C
• InChI: InChI=1S/C20H25NO6/c1-20-5-4-12-11-3-2-10(22)6-14(11)16(21-27-9-18(24)25)7-13(12)15(20)8-17(23)19(20)26/h2-3,6,12-13,15,17,19,22-23,26H,4-5,7-9H2,1H3,(H,24,25)/b21-16+/t12?,13?,15?,17-,19?,20+/m1/s1
• InChIKey: HXNCOPXZMVYOSZ-RZXQKGKGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({[(8E,13R,15S)-5,13,14-trihydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-trien-8-ylidene]amino}oxy)acetic acid
• IUPAC Traditional name: ({[(8E,13R,15S)-5,13,14-trihydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-trien-8-ylidene]amino}oxy)acetic acid

Database IDs

• PubChem SID: 164255777
• PubChem CID: 16399497

CALCULATED PROPERTIES

• Acid pKa: 3.534654
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -0.6746924
• LogD (pH = 7.4): -2.0094569
• Log P: 1.0116181
• Molar Refractivity: 96.4413 cm^3
• Polarizability: 37.686737 Å^3
• Polar Surface Area: 119.58 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds