1-(HEXOPYRANOSYLOXY)-7-HYDROXY-7-({[3-(4-HYDROXYPHENYL)PROP-2-ENOYL]OXY}METHYL)-1,4A,7,7A-TETRAHYDROCYCLOPENTA[C]PYRAN-4-CARBOXYLIC ACID (VACCINOSIDE)

/static/temp/default.svg Search structure
Keyword(s): Natural Toxins
Molecule Category Free-form
EPA CompTox DTXSID30957553

Structure

InChI Key WJPRKOJNQIZCGY-WEDRWRFZSA-N
Smiles C1=C[C@@]([C@@H]2[C@H]1C(=CO[C@H]2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C(=O)O)(COC(=O)/C=C/C4=CC=C(C=C4)O)O
InChI
InChI=1S/C25H28O13/c26-9-16-19(29)20(30)21(31)24(37-16)38-23-18-14(15(10-35-23)22(32)33)7-8-25(18,34)11-36-17(28)6-3-12-1-4-13(27)5-2-12/h1-8,10,14,16,18-21,23-24,26-27,29-31,34H,9,11H2,(H,32,33)/t14?,16-,18?,19-,20+,21-,23?,24+,25?/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C25H28O13
Molecular Weight 536.15
AlogP -1.38
Hydrogen Bond Acceptor 12.0
Hydrogen Bond Donor 7.0
Number of Rotational Bond 8.0
Polar Surface Area 212.67
Heavy Atoms 38.0

Cross References

Resources Reference
CAS NUMBER 36138-58-6
NORMAN SUSDAT
PubChem 56776351
ChemSpider 29814259.0
CONTENTS