(10R,11R)-16-{[(2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-methyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-6-yl]oxy}-10-[4-(benzyloxy)-3-(2H3)methoxy-5-methoxyphenyl]-4,6,13-trioxatetracyclo[7.7.0.03,7.011,15]hexadeca-1(9),2,7-trien-12-one

• ChemBase ID: 161542
• Molecular Formular: C36H38O13
• Molecular Mass: 678.67912
• Monoisotopic Mass: 678.23124128
• SMILES: c1c(c(c(cc1[C@H]1[C@@H]2C(C(c3c1cc1c(c3)OCO1)O[C@H]1[C@H]([C@H]([C@H]3[C@H](O1)CO[C@H](O3)C)O)O)COC2=O)OC)OCc1ccccc1)OC
• Canonical SMILES: COc1cc(cc(c1OCc1ccccc1)OC)[C@H]1[C@H]2C(=O)OCC2C(c2c1cc1OCOc1c2)O[C@@H]1O[C@@H]2CO[C@H](O[C@H]2[C@@H]([C@@H]1O)O)C
• InChI: InChI=1S/C36H38O13/c1-17-42-15-27-34(47-17)30(37)31(38)36(48-27)49-32-21-12-24-23(45-16-46-24)11-20(21)28(29-22(32)14-44-35(29)39)19-9-25(40-2)33(26(10-19)41-3)43-13-18-7-5-4-6-8-18/h4-12,17,22,27-32,34,36-38H,13-16H2,1-3H3/t17-,22?,27-,28-,29+,30-,31-,32?,34-,36+/m1/s1
• InChIKey: FLJDTVHCABVNFY-HCLKEIGYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (10R,11R)-16-{[(2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-methyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-6-yl]oxy}-10-[4-(benzyloxy)-3-(^2H₃)methoxy-5-methoxyphenyl]-4,6,13-trioxatetracyclo[7.7.0.0^3,^7.0^1^1,^1^5]hexadeca-1(9),2,7-trien-12-one
• IUPAC Traditional name: (10R,11R)-16-{[(2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-methyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-6-yl]oxy}-10-[4-(benzyloxy)-3-(^2H₃)methoxy-5-methoxyphenyl]-4,6,13-trioxatetracyclo[7.7.0.0^3,^7.0^1^1,^1^5]hexadeca-1(9),2,7-trien-12-one
• Synonyms: (5R,5aR,8aR,9S)-5-[3,5-Dimethoxy-4-(phenylmethoxy)phenyl]-9-[[4,6-O-(1R)-ethylidene-β-D-glucopyranosyl]oxy]-5,8,8a,9-tetrahydro-furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one-d3; 4'-O-Benzyl Etoposide-d3

Database IDs

• PubChem SID: 162255677
• PubChem CID: 71313820

CALCULATED PROPERTIES

• Acid pKa: 12.275141
• H Acceptors: 12
• H Donor: 2
• LogD (pH = 5.5): 3.0307975
• LogD (pH = 7.4): 3.0307918
• Log P: 3.0307977
• Molar Refractivity: 168.1161 cm^3
• Polarizability: 67.31888 Å^3
• Polar Surface Area: 149.83 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol

DETAILS

Toronto Research Chemicals - B276562

An intermediate in the production of labelled Etoposide.