Rhodiosin - ≥99% , CAS No.86831-54-1

CAS: 86831-54-1 Cat. No.: R650984 Molecular Weight: 610.52 EC Number: 111-895-3 PubChem CID: 76959646

GRADE & PURITY ≥99%

Synonyms

herbacetin 7-O-(3''-O-beta-D-glucopyranosyl-alpha-L-rhamnopyranoside) | DTXSID801318608 | Rhodiosin | MFCD00238673 | Rhodiosin; Herbacetin-7-O-glucorhamnoside | 4H-1-BENZOPYRAN-4-ONE, 7-((6-DEOXY-3-O-.BETA.-D-GLUCOPYRANOSYL-.ALPHA.-L-MANNOPYRANOSYL)OXY)-3

Storage

Protected from light,Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Rhodiosin, isolated from the root of Rhodiola crenulata , is a specific non-competitive cytochrome P450 2D6 inhibitor with an IC 50 of 0.420 μM and a Ki of 0.535 μM Rhodiosin exhibits potent, dose-dependent inhibitory effects on acetylcholinesterase (AChE) with IC 50 ranged from 57.50 to 2.43 μg/mL Rhodiosin exhibits potent DPPH free radical scavenging activities, with an IC 50 of 27.77 μM

Form:Solid

IC50& Target:AChE

Specifications

Synonyms

herbacetin 7-O-(3''-O-beta-D-glucopyranosyl-alpha-L-rhamnopyranoside) | DTXSID801318608 | Rhodiosin | MFCD00238673 | Rhodiosin; Herbacetin-7-O-glucorhamnoside | 4H-1-BENZOPYRAN-4-ONE, 7-((6-DEOXY-3-O-.BETA.-D-GLUCOPYRANOSYL-.ALPHA.-L-MANNOPYRANOSYL)OXY)-3

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

Rhodiosin, isolated from the root of Rhodiola crenulata , is a specific non-competitive cytochrome P450 2D6 inhibitor with an IC 50 of 0.420 μM and a Ki of 0.535 μM. Rhodiosin exhibits potent, dose-dependent inhibitory effects on acetylcholinesterase

Storage

Protected from light, Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥99%

Names and Identifiers

• Canonical Smiles: CC1C(C(C(C(O1)OC2=C(C3=C(C(=C2)O)C(=O)C(=C(O3)C4=CC=C(C=C4)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O)O
• IUPAC Name: 7-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5,8-trihydroxy-2-(4-hydroxyphenyl)chromen-4-one
• InChIKey: WXBBQBYCUTXTJQ-ULMXTSOFSA-N
• INCHI: 1S/C27H30O16/c1-8-15(31)25(43-26-21(37)19(35)16(32)13(7-28)41-26)22(38)27(39-8)40-12-6-11(30)14-18(34)20(36)23(42-24(14)17(12)33)9-2-4-10(29)5-3-9/h2-6,8,13,15-16,19,21-22,25-33,35-38H,7H2,1H3/t8-,13+,15-,16+,19-,21+,22+,25+,26-,27-/m0/s1
• Isomeric SMILES: C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(C3=C(C(=C2)O)C(=O)C(=C(O3)C4=CC=C(C=C4)O)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O
• Alternate CAS: 86831-54-1
• PubChem CID: 76959646
• MeSH Entry Terms: rhodiosin
• Molecular Weight: 610.52

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Flavonoids
      • Subclass Flavonoid glycosides
        • Level5 Flavonoid O-glycosides
          • Level6 Flavonoid-7-O-glycosides

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Flavonoids
• Subclass: Flavonoid glycosides
• Intermediate Tree Nodes: Flavonoid O-glycosides
• Direct Parent: Flavonoid-7-O-glycosides
• Alternative Parents: Flavonols 3-hydroxyflavonoids 4'-hydroxyflavonoids 5-hydroxyflavonoids 8-hydroxyflavonoids Phenolic glycosides O-glycosyl compounds Disaccharides Chromones Pyranones and derivatives 1-hydroxy-2-unsubstituted benzenoids Oxanes Benzene and substituted derivatives Vinylogous acids Heteroaromatic compounds Secondary alcohols Polyols Oxacyclic compounds Acetals Organic oxides Hydrocarbon derivatives Primary alcohols
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Flavonoid-7-o-glycoside - 3-hydroxyflavone - 3-hydroxyflavonoid - 4'-hydroxyflavonoid - 5-hydroxyflavonoid - 8-hydroxyflavonoid - Flavone - Hydroxyflavonoid - Phenolic glycoside - Chromone - Disaccharide - Glycosyl compound - O-glycosyl compound - Benzopyran - 1-benzopyran - 1-hydroxy-2-unsubstituted benzenoid - Pyranone - Phenol - Oxane - Monocyclic benzene moiety - Pyran - Benzenoid - Heteroaromatic compound - Vinylogous acid - Secondary alcohol - Polyol - Acetal - Oxacycle - Organoheterocyclic compound - Alcohol - Primary alcohol - Organooxygen compound - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: DMSO : 33.33 mg/mL (54.59 mM; Need ultrasonic)
• Molecular Weight: 610.500 g/mol
• XLogP3: -0.700
• Hydrogen Bond Donor Count: 10
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 6
• Exact Mass: 610.153 Da
• Monoisotopic Mass: 610.153 Da
• Topological Polar Surface Area: 266.000 Ų
• Heavy Atom Count: 43
• Formal Charge: 0
• Complexity: 1020.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 10
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1