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SMB00231

Sigma-Aldrich

Loganic acid

≥95% (LC/MS-ELSD)

Synonym(s):

Loganate

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About This Item

Empirical Formula (Hill Notation):
C16H24O10
CAS Number:
22255-40-9
Molecular Weight:
376.36
EC Number:
244-875-9
MDL number:
MFCD00017417
UNSPSC Code:
12352205
PubChem Substance ID:
329824887
NACRES:
NA.25

Assay

≥95% (LC/MS-ELSD)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

C[C@H]1[C@@H](O)C[C@H]2[C@@H]1[C@@H](OC=C2C(O)=O)O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O

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

InChI key

JNNGEAWILNVFFD-CDJYTOATSA-N

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General description

Loganic acid is a naturally occurring iridoid monoterpeneglusoside. It is a key constituent of Swertia caroliniensis.
Natural product derived from plant source.

Biochem/physiol Actions

Loganic acid is involved in the biosynthesis of indole alkaloids in Vinca rosea.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Jie Li et al.
Frontiers in chemistry, 5, 125-125 (2018-01-10)
Roots, stems, leaves, and flowers of Longdan (
Lili Xu et al.
Journal of ethnopharmacology, 209, 91-99 (2017-07-25)
Swertia cincta Burkill was traditionally used for treating jaundice and various types of chronic and acute hepatitis in Yunnan and Tibet in China for hundreds of years. This study aims to investigate the protective effect of S. cincta Burkill (ESC)
S-Adenosyl-l-methionine: Loganic Acid Methyltransferase A CARBOXYL-ALKYLATING ENZYME FROM Vinca rosea.
Madyastha K M, et al.
The Journal of Biological Chemistry, 248(7), 2497-2501 (1973)
Monoterpene biosynthesis. I. Occurrence and mevalonoid origin of gentiopicroside and loganic acid in Swertia caroliniensis.
Coscia C J, et al.
Biochemistry, 8(12), 5036-5043 (1969)
Xiaozhe Zhang et al.
Phytochemistry, 64(8), 1341-1344 (2003-11-25)
From seeds of Strychnos nux-vomica three iridoids, 6'-O-acetylloganic acid, 4'-O-acetylloganic acid and 3'-O-acetylloganic acid were isolated together with two known iridoid glucosides, loganic acid and 7-O-acetylloganic acid. The structures of the compounds were established by ESI-MS and by 1D and
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