BETA-D-GLUCOPYRANOSE, 1,3,6-TRIS(3,4,5-TRIHYDROXYBENZOATE)

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)

Structure Search

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

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	5 / 5
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/21959301 | https://www.ncbi.nlm.nih.gov/pubmed/19881284

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 Target	Pharmacology	Condition	Potency
cell differentiation 3 Target ID: GO:0030154 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21959301	Inhibitor 8297

PubMed

Title	Date	PubMed
Diterpene esters and phenolic compounds from Sapium insigne (ROYLE) BENTH. ex HOOK. fil.	2009 Nov	19881284
Inhibitory effects of constituents from Euphorbia lunulata on differentiation of 3T3-L1 cells and nitric oxide production in RAW264.7 cells.	2011 Sep 29	21959301

Substance Class	Chemical Created by `admin` on `Sat Dec 16 08:21:58 GMT 2023` Edited by `admin` on `Sat Dec 16 08:21:58 GMT 2023`
Record UNII	O8718334XJ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BETA-D-GLUCOPYRANOSE, 1,3,6-TRIS(3,4,5-TRIHYDROXYBENZOATE)

Common Name

English

1,3,6-TRI-O-GALLOYLGLUCOSE

Common Name

English

1,3,6-TRI-O-GALLOYL-.BETA.-D-GLUCOPYRANOSE

Common Name

English

.BETA.-D-GLUCOPYRANOSE, 1,3,6-TRIS(3,4,5-TRIHYDROXYBENZOATE)

Systematic Name

English

NSC-69861

Code

English

J303.464J

Code

English

Code System Code Type Description

CAS

18483-17-5