β-D-Glucopyranosid, 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-propenoat), [1aS-[1aα,1bβ,2β(E),5aβ,6β,6aα-
Picroside I
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Grundinformationen
- CAS
27409-30-9- Standard-SMILES
O=C(/C=C/c1ccccc1)OC[C@H]1O[C@@H](O[C@@H]2OC=C[C@H]3[C@H](O)[C@@H]4O[C@]4(CO)[C@@H]23)[C@H](O)[C@@H](O)[C@@H]1O- InChIKey
XZGPUOQGERGURE-LUVHZPKESA-N- Summenformel
- C24H28O11
- Durchschnittliche Molmasse
- 492,477 g/mol
- Monoisotopische Masse
- 492,16316172
Namen und Bezeichner
- Bevorzugter Name
- Picroside I
- IUPAC
- (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-phenylprop-2-enoyl]-beta-D-glucopyranoside
- Lokaler Name
- β-D-Glucopyranosid, 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-propenoat), [1aS-[1aα,1bβ,2β(E),5aβ,6β,6aα-
- Englischer Name
- PICROSIDE I
- Summenformel
- C24H28O11
- Molmasse
- 492.47
Namen und Synonyme
PicrosideⅠPicroside-ⅠPICROSIDE IAMphicoside IAmphicoside ⅠAmphicoside ⅠAmphicoside Ⅰ3Picroside I-RMPicroside I(AS)PICOLINIC ACID(P)
Datenbank-Bezeichner
- CAS
27409-30-9- PubChem CID
- 6440892
- DTXSID
DTXSID101318188- ChEMBL
CHEMBL454577- EC Number
- 248-445-1
- Nikkaji
- J772.077G
Eigenschaften
Physikochemische Eigenschaften
- Siedepunkt
- 778.6 · 778.6±60.0 °C(Predicted)
- Dichte
- 1.56 · 1.56±0.1 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- 1 mg/mL, · ethanol: soluble1mg/mL, clear, colorless
- Aggregatzustand
- powder
- pka
- 12.7 · 12.70±0.70(Predicted)
- Farbe
- White
- Major Application
- metabolomicsvitamins, nutraceuticals, and natural products
- 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|
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Sicherheitsdaten
- wgk
- 3
- hs_code
- 29389090
- safety_code
- 24/25
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Acute Tox. 4 Oral
Chemie und Industrie
Anwendungen
BeschreibungPicroliv 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.
VerwendenPicroside I acts as an oxygen free radical scavenger and thus promotes anti-inflammatory activity and may be used in the treatment of arthritis.
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