(2R,3S,6S)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.02,6.06,10.015,19]icosa-1(20),4,13,15(19)-tetraene-2,3-diol

• ChemBase ID: 305063
• Molecular Formular: C18H21NO5
• Molecular Mass: 331.36304
• Monoisotopic Mass: 331.14197278
• SMILES: c12c(cc3c(c1)CCN1[C@@]4([C@]3([C@@H](C(=C4)OC)O)O)CCC1)OCO2
• Canonical SMILES: COC1=C[C@]23[C@]([C@@H]1O)(O)c1cc4OCOc4cc1CCN3CCC2
• InChI: InChI=1S/C18H21NO5/c1-22-15-9-17-4-2-5-19(17)6-3-11-7-13-14(24-10-23-13)8-12(11)18(17,21)16(15)20/h7-9,16,20-21H,2-6,10H2,1H3/t16-,17+,18+/m1/s1
• InChIKey: MVSKPPYUIBULOR-SQNIBIBYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,6S)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.0^2,^6.0^6,^1^0.0^1^5,^1^9]icosa-1(20),4,13,15(19)-tetraene-2,3-diol
• IUPAC Traditional name: (2R,3S,6S)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.0^2,^6.0^6,^1^0.0^1^5,^1^9]icosa-1(20),4,13,15(19)-tetraene-2,3-diol
• Synonyms: 4-Hydroxycephalotaxine

Database IDs

• CAS Number: 84567-08-8

CALCULATED PROPERTIES

• Acid pKa: 12.085167
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -2.6730876
• LogD (pH = 7.4): -1.0055991
• Log P: 0.42786786
• Molar Refractivity: 87.5857 cm^3
• Polarizability: 34.03065 Å^3
• Polar Surface Area: 71.39 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder