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SMB00540

Sigma-Aldrich

Tricin 5-glucoside

≥95% (LC/MS-UV)

Synonym(s):

5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-7-[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

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About This Item

Empirical Formula (Hill Notation):
C23H24O12
CAS Number:
Molecular Weight:
492.43
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.25

Assay

≥95% (LC/MS-UV)

form

solid

solubility

DMSO: 1 mg/mL

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

O[C@H]1[C@H](O)[C@@H](CO)O[C@@H](OC2=C(C(C=C(C3=CC(OC)=C(O)C(OC)=C3)O4)=O)C4=CC(O)=C2)[C@@H]1O

InChI

1S/C23H24O12/c1-31-15-3-9(4-16(32-2)19(15)27)12-7-11(26)18-13(33-12)5-10(25)6-14(18)34-23-22(30)21(29)20(28)17(8-24)35-23/h3-7,17,20-25,27-30H,8H2,1-2H3/t17-,20-,21+,22-,23-/m1/s1

InChI key

FLSOTPIEFVBPBU-LDBVRRDLSA-N

General description

Tricin 5-glucoside, also known as tricin-5-O-β-D-glucopyranoside, is a flavonoid found in Sasa kurilensis leaves and Triticum species
Tricin is a plant metabolite that occurs in its free form or derivative form. The glycoside derivative of tricin is of two types: tricin-O and tricin-C-glycoside. Tricin 5-glucoside is a flavone and a C-glycoside form found in the Poaceae family of plants. Tricin glycosides are extensively present in herbaceous plants.

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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Tatsuya Hasegawa et al.
Phytochemistry, 69(6), 1419-1424 (2008-02-12)
C-glycosyl flavones, kurilensin A (1) and B (2), together with two known compounds, tricin-4'-O-beta-d-glucopyranoside (3) and tricin-5-O-beta-d-glucopyranoside (4), were isolated from hot-water extracts of the leaves of Sasa kurilensis. The structure of the compounds was determined by spectroscopic analyses including
Study of phenolic constituents of Triticum L.(Poaceae) species in Iran
Kharazian N and Rahiminejad MR
Iranian journal of science and technology. Transaction A, Science, 33(4), 309-315 (2009)
The occurrence of tricin and its derivatives in plants
Li Mi, et al.
Green Chemistry, 18(6), 1439-1454 (2016)
Iwona Kowalska et al.
Journal of agricultural and food chemistry, 62(46), 11200-11208 (2014-10-31)
Fourteen phenolic compounds (flavonoids and phenolic acids) were isolated and 19 were identified in the aerial parts of Triticum aestivum L. The structures of these compounds were established on the basis of the data obtained by electrospray ionization-mass spectrometry (ESI-MS)

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