CAS 130518-19-3|(1S,8S,16S)-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaene-4,6...

General Information

Structure

Molecular Formula

C₂₈H₂₂O₆

Molecular Mass

454.47068

Exact Mass

454.14163842

Charge

InChI

InChI=1S/C28H22O6/c29-17-5-1-14(2-6-17)21-10-16-9-19(31)13-24-25(16)27(22-11-20(32)12-23(33)26(21)22)28(34-24)15-3-7-18(30)8-4-15/h1-9,11-13,21,27-33H,10H2/t21-,27-,28+/m0/s1

InChIKey

JJCVXDDMIRXVJA-YNOBPPCASA-N

Canonic Smiles

Oc1ccc(cc1)[C@H]1Oc2c3[C@@H]1c1cc(O)cc(c1[C@@H](Cc3cc(c2)O)c1ccc(cc1)O)O

Isomeric Smiles

Oc1ccc(cc1)[C@H]1c2c(cc(O)cc2O)[C@H]2c3c(cc(O)cc3O[C@@H]2c2ccc(O)cc2)C1

Calculated Properties

JChem

LogD (pH = 7.4)

5.59

LogD (pH = 5.5)

5.60

Log P

5.60

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

false

Acid pKa

9.03

Polar Surface Area

110.38

Polarizability

47.22

Molar Refractivity

127.51

LOG S

-4.61

Data Source

Academic Data

Data Source

Names and Identifiers

IUPAC name

(1S,8S,16S)-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2(7),3,5,10(17),11,13-hexaene-4,6,12-triol (1S,8S,16S)-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2(7),3,5,10(17),11,13-hexaene-4,6,12-triol

Synonyms

Ampelopsin B(+)-Ampelopsin B(-)-Ampelopsin Bampelopsin B

IUPAC Traditional name

ampelopsin B (1S,8S,16S)-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.0^{2,7}.0^{14,17}]heptadeca-2(7),3,5,10(17),11,13-hexaene-4,6,12-triol

Names and Identifiers

Registration numbers

Wikipedia Title

Ampelopsin_B

CAS Number

130518-19-3

Chemspider ID

4476716