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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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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
Quan-Bin Han et al.
Planta medica, 74(4), 458-463 (2008-05-20)
The seeds of Strychnos nux-vomica are popularly used in the treatment of arthritis. Being extremely toxic, the raw seeds are forbidden and must be processed before clinical use. The quality of crude and processed Strychnos seeds can be controlled by
Nannan Wang et al.
Biomedical chromatography : BMC, 32(6), e4195-e4195 (2018-01-20)
To reveal the material basis of Huo Luo Xiao Ling Dan (HLXLD), a sensitive and selective ultra-high performance liquid chromatography coupled with quadrupole-time-of-flight mass spectrometry (UHPLC-Q-TOF/MS) method was developed to identify the absorbed components and metabolites in rat plasma after
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
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)
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