(3E)-4-[(1S,12S,14S,15E,16R)-15-ethylidene-16-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4,6,8-tetraen-13-yl]but-3-en-2-one

• ChemBase ID: 305805
• Molecular Formular: C28H34N2O7
• Molecular Mass: 510.57876
• Monoisotopic Mass: 510.23660144
• SMILES: c1ccc2c(c1)c1c([nH]2)[C@H]2N3[C@@H](C1)C([C@H](C2)/C(=C\C)/[C@H]3O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)/C=C/C(=O)C
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@@H]2/C(=C/C)/[C@H]3C[C@@H]4N2[C@H](C3/C=C/C(=O)C)Cc2c4[nH]c3c2cccc3)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C28H34N2O7/c1-3-14-17-10-21-23-18(15-6-4-5-7-19(15)29-23)11-20(16(17)9-8-13(2)32)30(21)27(14)37-28-26(35)25(34)24(33)22(12-31)36-28/h3-9,16-17,20-22,24-29,31,33-35H,10-12H2,1-2H3/b9-8+,14-3+/t16?,17-,20+,21+,22-,24-,25+,26-,27-,28+/m1/s1
• InChIKey: WJIXKXVKQDQVFT-YEMDJYSSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3E)-4-[(1S,12S,14S,15E,16R)-15-ethylidene-16-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,17-diazapentacyclo[12.3.1.0^2,^1^0.0^4,^9.0^1^2,^1^7]octadeca-2(10),4,6,8-tetraen-13-yl]but-3-en-2-one
• IUPAC Traditional name: (3E)-4-[(1S,12S,14S,15E,16R)-15-ethylidene-16-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,17-diazapentacyclo[12.3.1.0^2,^1^0.0^4,^9.0^1^2,^1^7]octadeca-2(10),4,6,8-tetraen-13-yl]but-3-en-2-one
• Synonyms: Rauvotetraphylline C

Database IDs

• CAS Number: 1422506-51-1

CALCULATED PROPERTIES

• Acid pKa: 12.207936
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): 1.3550915
• LogD (pH = 7.4): 1.3647232
• Log P: 1.3648542
• Molar Refractivity: 136.4459 cm^3
• Polarizability: 54.35782 Å^3
• Polar Surface Area: 135.48 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder