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SML2157

Sigma-Aldrich

Homoplantaginin

≥98% (HPLC)

Synonym(s):

4′,5,7-Trihydroxy 6-methoxyflavone 7-glucoside, 6-Methoxyapigenin 7-O-β-D-glucoside, 6-Methoxyapigenin 7-O-glucoside, 6-Methylscutellarein 7-glucoside, 7-(β-D-Glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-4-one, Dinatin 7-glucoside, Hispidulin 7-β-glucoside, Hispiduloside, Salvitin 7-glucoside, Scutellarein 6-methyl ether 7-glucoside

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About This Item

Empirical Formula (Hill Notation):
C22H22O11
CAS Number:
17680-84-1
Molecular Weight:
462.40
MDL number:
MFCD04039835
UNSPSC Code:
12352200
NACRES:
NA.77
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assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

O1[C@H]([C@@H]([C@H]([C@@H]([C@H]1CO)O)O)O)Oc2cc3[o]c(c[c](c3c(c2OC)O)=O)c4ccc(cc4)O

InChI

1S/C22H22O11/c1-30-21-14(32-22-20(29)19(28)17(26)15(8-23)33-22)7-13-16(18(21)27)11(25)6-12(31-13)9-2-4-10(24)5-3-9/h2-7,15,17,19-20,22-24,26-29H,8H2,1H3/t15-,17-,19+,20-,22-/m1/s1

InChI key

GCLAFEGUXXHIFT-IWLDQSELSA-N

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Biochem/physiol Actions

Homoplantaginin is and anti-inflammatory and antioxidant flavonoid isolated from medical herb Salvia plebeian (Sage weed) that improves hepatic injury, hyperlipidemia, and hyperglycemia. Homoplantaginin ameliorates endothelial insulin resistance by inhibiting inflammation and modulating cell signalling via the IKKβ/IRS-1/pAkt/peNOS pathway. Homoplantaginin protects endothelial cells from Palmitic acid -induced inflammation by suppression of TLR4 expression, and NLRP3 inflammasome activation.
anti-inflammatory and antioxidant

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000269572

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Feihua Wu et al.
Biological & pharmaceutical bulletin, 35(7), 1171-1177 (2012-07-14)
Recent data have indicated that inflammation plays an important role in the development of insulin resistance. The present study aims at examining the activity of homoplantaginin, a flavonoid from a traditional Chinese medicine Salvia plebeia R. BR., on palmitic acid
Yoshiaki Amakura et al.
Molecules (Basel, Switzerland), 19(4), 4956-4966 (2014-04-22)
Many recent studies have suggested that activation of the aryl hydrocarbon receptor (AhR) reduces immune responses, thus suppressing allergies and autoimmune diseases. In our continuing study on natural AhR agonists in foods, we examined the influence of 37 health food
Baiqiu He et al.
Journal of cardiovascular pharmacology, 67(1), 93-101 (2015-09-12)
Palmitic acid (PA)-induced vascular endothelial inflammation plays a pivotal role in the occurrence and development of vascular diseases. The present study was conducted to examine the effect of homoplantaginin, a main flavonoid from a traditional Chinese medicine Salvia plebeia R.

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