(1R,18S,19R,20S)-19-ethenyl-18-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,15-pentaen-14-one

• ChemBase ID: 305410
• Molecular Formular: C26H30N2O8
• Molecular Mass: 498.525
• Monoisotopic Mass: 498.20021593
• SMILES: c1ccc2c(c1)c1c([nH]2)[C@@H]2N(CC1)C(=O)C1=CO[C@H]([C@@H]([C@@H]1C2)C=C)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@@H]2OC=C3[C@H]([C@H]2C=C)C[C@H]2N(C3=O)CCc3c2[nH]c2c3cccc2)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C26H30N2O8/c1-2-12-15-9-18-20-14(13-5-3-4-6-17(13)27-20)7-8-28(18)24(33)16(15)11-34-25(12)36-26-23(32)22(31)21(30)19(10-29)35-26/h2-6,11-12,15,18-19,21-23,25-27,29-32H,1,7-10H2/t12-,15+,18-,19-,21-,22+,23-,25+,26+/m1/s1
• InChIKey: LBRPLJCNRZUXLS-AZVRXDBZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,18S,19R,20S)-19-ethenyl-18-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-17-oxa-3,13-diazapentacyclo[11.8.0.0^2,^1^0.0^4,^9.0^1^5,^2^0]henicosa-2(10),4,6,8,15-pentaen-14-one
• IUPAC Traditional name: (1R,18S,19R,20S)-19-ethenyl-18-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-17-oxa-3,13-diazapentacyclo[11.8.0.0^2,^1^0.0^4,^9.0^1^5,^2^0]henicosa-2(10),4,6,8,15-pentaen-14-one
• Synonyms: Vincoside lactam; Vincosamide

Database IDs

• CAS Number: 23141-27-7

CALCULATED PROPERTIES

• Acid pKa: 12.206657
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -0.025122413
• LogD (pH = 7.4): -0.025127582
• Log P: -0.025120791
• Molar Refractivity: 126.8509 cm^3
• Polarizability: 51.094067 Å^3
• Polar Surface Area: 144.71 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder