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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

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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.[1]
Natural product derived from plant source.

Biochem/physiol Actions

Loganic acid is involved in the biosynthesis of indole alkaloids in Vinca rosea.[2]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
122228333V
12222866V
122228-66V

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Jie Li et al.
Frontiers in chemistry, 5, 125-125 (2018-01-10)
Roots, stems, leaves, and flowers of Longdan (
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)
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)
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)
Rilka M Taskova et al.
Journal of natural products, 74(6), 1477-1483 (2011-05-17)
From an extract of Veronica (sect. Hebe) lavaudiana we have identified mannitol and isolated 11 iridoid glucosides, the carbohydrate ester hebitol II, and four phenylethanoid glycoside esters. Five of the iridoid glycosides are new; of these, lavaudiosides A, B, and
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