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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:
28608-75-5
Molecular Weight:
448.38
MDL number:
MFCD00017432
UNSPSC Code:
12352205
PubChem Substance ID:
329818945
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

11 - Combustible Solids

wgk_germany

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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A Rovirosa et al.
Acta neurologica Belgica, 92(1), 30-35 (1992-01-01)
Meningeal Fibrosarcoma (MF) accounts only for 0.5% of the brain tumors. Since the clinical manifestations and radiologic findings are non-specific, the diagnosis can only be achieved by pathological examination of surgically removed specimens. MF are tumors that behave locally very
Sinenhlanhla X H Mthembu et al.
Molecules (Basel, Switzerland), 26(20) (2021-10-24)
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
Kalaiyarasu Thangaraj et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 96, 1253-1266 (2017-12-05)
Orientin, a C-glycosyl dietary flavone profusely found in rooibos tea and passion fruit have gained much attention owing to their multiple pharmacological potentials. The present study intends to investigate the anti-proliferative and anti-inflammatory efficacy of Orientin in 1,2-dimethyl hydrazine (DMH)
D Marti Garin et al.
Acta orthopaedica Belgica, 58(1), 36-42 (1992-01-01)
Since 1986, 19 patients with 21 fractures of the thoracic and lumbar spine have been treated with the AO Internal Spinal Skeletal System. Of these fractures, 17 were burst fractures, 2 were seatbelt fractures and 2 were fracture-dislocations. All the
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Advances in pharmacological sciences, 2016, 4104595-4104595 (2016-06-15)
Medicinal plants continue to play an important role in modern medications and healthcare as consumers generally believe that most of them cause fewer or milder adverse effects than the conventional modern medicines. In order to use the plants as a
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