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O9765

Sigma-Aldrich

Orientin

≥97% (HPLC)

Synonym(s):

8-β-D-Glucopyranosyl-3′,4′,5,7-tetrahydroxyflavone, Luteolin 8-C-β-D-glucopyranoside, Luteolin-8-glucoside, Lutexin

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About This Item

Empirical Formula (Hill Notation):
C21H20O11
CAS Number:
Molecular Weight:
448.38
MDL number:
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.25

Assay

≥97% (HPLC)

form

powder

color

yellow

solubility

1 M NaOH: 1 mg/mL, clear, yellow-orange

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

SMILES string

OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)c2c(O)cc(O)c3C(=O)C=C(Oc23)c4ccc(O)c(O)c4

InChI

1S/C21H20O11/c22-6-14-17(28)18(29)19(30)21(32-14)16-11(26)4-10(25)15-12(27)5-13(31-20(15)16)7-1-2-8(23)9(24)3-7/h1-5,14,17-19,21-26,28-30H,6H2/t14-,17-,18+,19-,21+/m1/s1

InChI key

PLAPMLGJVGLZOV-VPRICQMDSA-N

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General description

Orientin (ORI) is a luteolin derivative and water soluble 8-C-glucoside dietary flavone. It has one ketone, two ether, and phenyl groups in its chemical structure. Orientin is sourced from many medicinal plants such as Ocimum sanctum (holy basil), Phyllostachys species (bamboo leaves), Passiflora species, Trollius species, etc.

Application

Orientin has been used:
  • as an anti-inflammatory and anti-proliferative agent to test its protective effects against 1,2-dimethyl hydrazine (DMH)-induced colorectal cancer in rats model
  • as a flavanoid to investigate its protective effects against mitochondrial dysfunction on antimycin-A induced murine C2C12 skeletal muscle cells
  • as a potential endonuclease inhibitor of influenza polymerase PA subunit

Biochem/physiol Actions

Orientin displays neuroprotective effects against hydrogen peroxide-induced SH-SY5Y neuroblastoma cells. It exerts antioxidant, anti-inflammation, antiaging, antidepressant-like, vasodilation, vasorelaxant, and cardioprotective effects.
Flavonoid glycoside found in the acai tree and globe and passion flowers. Antiviral, antimicrobial and antioxidant. Exhibits radioprotective activities.

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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The current study investigated the physiological effects of flavonoids found in daily consumed rooibos tea, aspalathin, isoorientin, and orientin on improving processes involved in mitochondrial function in C2C12 myotubes. To achieve this, C2C12 myotubes were exposed to a mitochondrial channel

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