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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H18O15S
Molecular Weight 542.424
Optical Activity ( + )
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of THEOGRANDIN I

SMILES

O[C@H]1[C@H](OC2=C(O)C=C(O)C3=C2OC(=CC3=O)C4=CC=C(O)C=C4)O[C@@H]([C@@H](O)[C@@H]1OS(O)(=O)=O)C(O)=O

InChI

InChIKey=RUJCBFMBNQPWBK-DLSLMLROSA-N
InChI=1S/C21H18O15S/c22-8-3-1-7(2-4-8)12-6-10(24)13-9(23)5-11(25)16(17(13)33-12)34-21-15(27)18(36-37(30,31)32)14(26)19(35-21)20(28)29/h1-6,14-15,18-19,21-23,25-27H,(H,28,29)(H,30,31,32)/t14-,15+,18-,19-,21+/m0/s1

HIDE SMILES / InChI

Molecular Formula C21H18O15S
Molecular Weight 542.424
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Substance Class Chemical
Created
by admin
on Sat Dec 16 10:05:40 GMT 2023
Edited
by admin
on Sat Dec 16 10:05:40 GMT 2023
Record UNII
H7Z3V79EXC
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
THEOGRANDIN I
Common Name English
ISOSCUTELLAREIN 8-O-.BETA.-D-GLUCURONIDE 3''-O-SULFATE
Common Name English
(2S,3R,4S,5R,6S)-6-((5,7-DIHYDROXY-2-(4-HYDROXYPHENYL)-4-OXO-4H-CHROMEN-8-YL)OXY)-3,5-DIHYDROXY-4-(SULFOOXY)OXANE-2-CARBOXYLIC ACID
Systematic Name English
ISOSCUTELLAREIN 8-O-.BETA.-D-GLUCURONOPYRANOSIDE 3''-O-SULFATE
Common Name English
.BETA.-D-GLUCOPYRANOSIDURONIC ACID, 5,7-DIHYDROXY-2-(4-HYDROXYPHENYL)-4-OXO-4H-1-BENZOPYRAN-8-YL, 3-(HYDROGEN SULFATE)
Systematic Name English
Code System Code Type Description
PUBCHEM
11156985
Created by admin on Sat Dec 16 10:05:40 GMT 2023 , Edited by admin on Sat Dec 16 10:05:40 GMT 2023
PRIMARY
CAS
637004-62-7
Created by admin on Sat Dec 16 10:05:40 GMT 2023 , Edited by admin on Sat Dec 16 10:05:40 GMT 2023
PRIMARY
FDA UNII
H7Z3V79EXC
Created by admin on Sat Dec 16 10:05:40 GMT 2023 , Edited by admin on Sat Dec 16 10:05:40 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
Theograndin I showed low antioxidant activity (IC50 = 341.1 uM) in the DPPH free-radical assay and displayed weak cytotoxicity in the HCT-116 and SW-480 human colon cancer cell lines with IC50 values of 205 and 164 uM, respectively.