LOGANIC ACID

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C16H24O10
Molecular Weight	376.3558
Optical Activity	UNSPECIFIED
Defined Stereocenters	10 / 10
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12C[C@H](O)[C@H](C)[C@@]1([H])[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)OC=C2C(O)=O

InChI

InChIKey=JNNGEAWILNVFFD-CDJYTOATSA-N

InChI=1S/C16H24O10/c1-5-8(18)2-6-7(14(22)23)4-24-15(10(5)6)26-16-13(21)12(20)11(19)9(3-17)25-16/h4-6,8-13,15-21H,2-3H2,1H3,(H,22,23)/t5-,6+,8-,9+,10+,11+,12-,13+,15-,16-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C16H24O10
Molecular Weight	376.3558
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	10 / 10
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
fat cell differentiation 1 Target ID: GO:0045444 Sources: https://www.ncbi.nlm.nih.gov/pubmed/29987205	Inhibitor 8297
Radical scavenging activity 12 Target ID: CHEMBL613712 Sources: https://www.ncbi.nlm.nih.gov/pubmed/31645139	Activator 1430
Cyclooxygenase-2 196 Target ID: CHEMBL230 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26351040	Inhibitor 8297

PubMed

Title	Date	PubMed
Iridoid-loganic acid versus anthocyanins from the Cornus mas fruits (cornelian cherry): Common and different effects on diet-induced atherosclerosis, PPARs expression and inflammation.	2016 Nov	27744131
Antiadipogenic Effects of Loganic Acid in 3T3-L1 Preadipocytes and Ovariectomized Mice.	2018 Jul 9	29987205
Loganic acid and anthocyanins from cornelian cherry (Cornus mas L.) fruits modulate diet-induced atherosclerosis and redox status in rabbits.	2018 Nov	29790688
Antioxidant and cytoprotective properties of loganic acid isolated from seeds of Strychnos potatorum L. against heavy metal induced toxicity in PBMC model.	2022 Jan	31645139

Substance Class	Chemical Created by `admin` on `Sat Dec 16 17:13:24 GMT 2023` Edited by `admin` on `Sat Dec 16 17:13:24 GMT 2023`
Record UNII	UX3J3KK2UG
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

LOGANIC ACID

Common Name

English

(1S,4aS,6S,7R,7aS)-6-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid

Systematic Name

English

CYCLOPENTA(C)PYRAN-4-CARBOXYLIC ACID, 1.ALPHA.-(.BETA.-D-GLUCOPYRANOSYLOXY)-1,4A.ALPHA.,5,6,7,7A.ALPHA.-HEXAHYDRO-6.ALPHA.-HYDROXY-7.ALPHA.-METHYL-

Systematic Name

English

Loganin acid

Common Name

English

(1S,4AS,6S,7R,7AS)-1-(.BETA.-D-GLUCOPYRANOSYLOXY)-1,4A,5,6,7,7A-HEXAHYDRO-6-HYDROXY-7-METHYLCYCLOPENTA(C)PYRAN-4-CARBOXYLIC ACID

Systematic Name

English

CYCLOPENTA(C)PYRAN-4-CARBOXYLIC ACID, 1-(.BETA.-D-GLUCOPYRANOSYLOXY)-1,4A,5,6,7,7A-HEXAHYDRO-6-HYDROXY-7-METHYL-, (1S-(1.ALPHA.,4A.ALPHA.,6.ALPHA.,7.ALPHA.,7A.ALPHA.))-

Systematic Name

English

Code System Code Type Description

PUBCHEM

6325140