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

C[C@H]1[C@@H](O)C[C@H]2[C@@H]1[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 8504
Radical scavenging activity 12 Target ID: CHEMBL613712 Sources: https://www.ncbi.nlm.nih.gov/pubmed/31645139	Activator 1447
Cyclooxygenase-2 201 Target ID: CHEMBL230 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26351040	Inhibitor 8504

PubMed

Title	Date	PubMed
Antioxidant and cytoprotective properties of loganic acid isolated from seeds of Strychnos potatorum L. against heavy metal induced toxicity in PBMC model.	2022-01	31645139
Loganic acid and anthocyanins from cornelian cherry (Cornus mas L.) fruits modulate diet-induced atherosclerosis and redox status in rabbits.	2018-11	29790688
Antiadipogenic Effects of Loganic Acid in 3T3-L1 Preadipocytes and Ovariectomized Mice.	2018-07-09	29987205
Iridoid-loganic acid versus anthocyanins from the Cornus mas fruits (cornelian cherry): Common and different effects on diet-induced atherosclerosis, PPARs expression and inflammation.	2016-11	27744131

Substance Class	Chemical Created by `admin` on `Wed Apr 02 08:50:52 GMT 2025` Edited by `admin` on `Wed Apr 02 08:50:52 GMT 2025`
Record UNII	UX3J3KK2UG
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

LOGANIC ACID

Common Name

English

Loganin acid

Preferred 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

(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