ChemicalBook--->CAS DataBase List--->27409-30-9

27409-30-9

27409-30-9 Structure

27409-30-9 Structure
IdentificationBack Directory
[Name]

PICROSIDE I
[CAS]

27409-30-9
[Synonyms]

PICROSIDE I
Picroside-Ⅰ
AMphicoside I
Amphicoside Ⅰ
PICOLINIC ACID(P)
Other Cas No, 76248-14-1
β-D-Glucopyranoside, 1a,1b,2,5a,6,6a-hexahydro-
Picroside I, 98%, from Picrorhiza scrophulariiflora Pennel
6-hydroxy-1a-(hydroxymethyl)oxireno[4,5]cyclopenta[1,2-c]pyran-2-yl,6-(3-phenyl-2-propenoate), [1aS-[1aα,1bβ,2β(E),5aβ,6β,6aα]]-
(1aS,1bS,2S,5aR,6S,6aS)-1a,1b,2,5a,6,6a-Hexahydro-6-hydroxy-1a-(hydroxymethyl)oxireno[4,5]cyclopenta[1,2-c]pyran-2-yl-β-D-glucopyranoside 6-[(2E)-3-phenyl-2-propenoate]
β-D-Glucopyranoside, (1aS,1bS,2S,5aR,6S,6aS)-1a,1b,2,5a,6,6a-hexahydro-6-hydroxy-1a-(hydroxymethyl)oxireno[4,5]cyclopenta[1,2-c]pyran-2-yl, 6-[(2E)-3-phenyl-2-propenoate]
(1aS,1bS,2S,5aR,6S,6aS)-6-Hydroxy-1a-(hydroxymethyl)-1a,1b,2,5a,6,6a-hexahydrooxireno[4,5]cyclopenta[1,2-c]pyran-2-yl 6-O-[(2E)-3-phenyl-2-propenoyl]-beta-D-glucopyranoside
β-d-Glucopyranoside, 1a,1b,2,5a,6,6a-hexahydro-6-hydroxy-1a-(hydroxymethyl)oxireno[4,5]cyclopenta[1,2-c]pyran-2-yl, 6-(3-phenyl-2-propenoate), [1aS-[1aα,1bβ,2β(E),5aβ,6β,6aα]]-
[1aS-[1aalpha,1bbeta,2beta(E),5abeta,6beta,6aalpha]]-1a,1b,2,5a,6,6a-Hexahydro-6-hydroxy-1a-(hydroxymethyl)oxireno[4,5]cyclopenta[1,2-c]pyran-2-yl 6-(3-phenyl-2-propenoate) beta-D-glucopyranoside
beta-d-Glucopyranoside, 1a,1b,2,5a,6,6a-hexahydro-6-hydroxy-1a-(hydroxymethyl)oxireno[4,5]cyclopenta[1,2-c]pyran-2-yl, 6-(3-phenyl-2-propenoate), [1aS-[1aalpha,1bbeta,2beta(E),5abeta,6beta,6aalpha]]-
[EINECS(EC#)]

248-445-1
[Molecular Formula]

C24H28O11
[MDL Number]

MFCD00017720
[MOL File]

27409-30-9.mol
[Molecular Weight]

492.47
Chemical PropertiesBack Directory
[Boiling point ]

778.6±60.0 °C(Predicted)
[density ]

1.56±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

ethanol: soluble1mg/mL, clear, colorless
[form ]

powder
[pka]

12.70±0.70(Predicted)
[color ]

White
[InChIKey]

BSYHSWKTXMTFNF-NTLZGZQOSA-N
[SMILES]

[C@]12(CO)O[C@H]1[C@H]([C@]1([H])C=CO[C@@H](O[C@H]3[C@H](O)[C@H]([C@H](O)[C@@H](CO)O3)O)[C@]21[H])OC(=O)/C=C/C1=CC=CC=C1 |&1:0,4,5,6,11,13,14,16,17,19,24,r|
Safety DataBack Directory
[Safety Statements ]

24/25
[WGK Germany ]

3
[HS Code ]

29389090
Hazard InformationBack Directory
[Description]

Picroliv is a hepatoprotective mixture of compounds that is isolated from an herb native to the Himalayas. Picroside I is an iridoid glycoside found in picroliv. By itself, picroside I blocks changes in acid phosphatase activity, phospholipid levels, and lipid peroxide production induced by D-galactosamine in rat liver. Picroside I also enhances neurite outgrowth in PC12D cells induced by basic fibroblast growth factor and 7S nerve growth factor when given at 60 μM. At concentrations as low as 5 μM, picroside I enhances the ATPase activity of the efflux transporter P-glycoprotein.
[Uses]

Picroside I acts as an oxygen free radical scavenger and thus promotes anti-inflammatory activity and may be used in the treatment of arthritis.
[in vivo]

Picroside I (20 mg/kg, o.p, 12 d) reduces AHR in the experimental asthma model and reduces OVA-associated IgE levels[2].

Animal Model:Ovalbumin (OVA) systematic sensitization BALB/c mice model[2]
Dosage:0.2, 2.0 and 20 mg/kg
Administration:Orally, once daily, from day 20 to day 32
Result:Inhibited allergen-triggered inflammatory cell infiltration.
[IC 50]

STAT6
Spectrum DetailBack Directory
[Spectrum Detail]

PICROSIDE I(27409-30-9)1HNMR
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