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Details

Stereochemistry ABSOLUTE
Molecular Formula C27H24O18
Molecular Weight 636.4687
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BETA-D-GLUCOPYRANOSE, 1,3,6-TRIS(3,4,5-TRIHYDROXYBENZOATE)

SMILES

O[C@@H]1[C@@H](COC(=O)C2=CC(O)=C(O)C(O)=C2)O[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@H](O)[C@H]1OC(=O)C4=CC(O)=C(O)C(O)=C4

InChI

InChIKey=RNKMOGIPOMVCHO-SJMVAQJGSA-N
InChI=1S/C27H24O18/c28-11-1-8(2-12(29)18(11)34)24(39)42-7-17-21(37)23(44-25(40)9-3-13(30)19(35)14(31)4-9)22(38)27(43-17)45-26(41)10-5-15(32)20(36)16(33)6-10/h1-6,17,21-23,27-38H,7H2/t17-,21-,22-,23+,27+/m1/s1

HIDE SMILES / InChI

Molecular Formula C27H24O18
Molecular Weight 636.4687
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

1,3,6-tri-O-galloyl-β-D-glucose was isolated from Euphorbia lunulata Bge and from the leaves of Sapium insigne (ROYLE) BENTH. ex HOOK. fil. It was shown, that this compound inhibited the following processes: differentiation of 3T3-L1 preadipocytes and triglyceride accumulation in mature adipocytes, and nitric oxide production in RAW 264.7 cells.

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

PubMed

Substance Class Chemical
Record UNII
O8718334XJ
Record Status Validated (UNII)
Record Version