Amaroswerin - ≥98% , CAS No.21233-18-1

CAS: 21233-18-1 Cat. No.: A648807 Formula: C₂₉H₃₀O₁₄ Molecular Weight: 602.54 PubChem CID: 3084352

GRADE & PURITY ≥98%

Synonyms

E89048 | [(2S,3R,4S,5S,6R)-2-[[(4R,4aR)-4-ethenyl-4a-hydroxy-8-oxo-3,4,5,6-tetrahydropyrano[3,4-c]pyran-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 2,4-dihydroxy-6-(3-hydroxyphenyl)benzoate | 5-Ethenyl-4a-hydroxy-1-oxo-4,4a,5,6-tetrahydro-1H,3H-py

Storage

Protected from light,Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Amaroswerin is a bioactive secoiridoid glucoside from Swertia mussotii. Amaroswerin has anti-inflammatory, antidiabetic, antiviral, anticholinergic and immunomodulatory activities. Amaroswerin inhibits NO release with an IC 50 value of 5.42 μg/mL in RAW264.7 cells.

Form:Solid

Specifications

Synonyms

E89048 | [(2S,3R,4S,5S,6R)-2-[[(4R,4aR)-4-ethenyl-4a-hydroxy-8-oxo-3,4,5,6-tetrahydropyrano[3,4-c]pyran-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 2,4-dihydroxy-6-(3-hydroxyphenyl)benzoate | 5-Ethenyl-4a-hydroxy-1-oxo-4,4a,5,6-tetrahydro-1H,3H-py

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Amaroswerin is a bioactive secoiridoid glucoside from Swertia mussotii . Amaroswerin has anti-inflammatory, antidiabetic, antiviral , anticholinergic and immunomodulatory activities. Amaroswerin inhibits NO release with an IC 50 value of 5.42 μg/mL inxa0R

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.

Action Type

INHIBITOR

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C=CC1C(OC=C2C1(CCOC2=O)O)OC3C(C(C(C(O3)CO)O)O)OC(=O)C4=C(C=C(C=C4O)O)C5=CC(=CC=C5)O
• IUPAC Name: [(2S,3R,4S,5S,6R)-2-[[(4R,4aR)-4-ethenyl-4a-hydroxy-8-oxo-3,4,5,6-tetrahydropyrano[3,4-c]pyran-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 2,4-dihydroxy-6-(3-hydroxyphenyl)benzoate
• InChIKey: UZYZCCWBBBCDAD-YRLKQETISA-N
• INCHI: 1S/C29H30O14/c1-2-17-27(40-12-18-25(36)39-7-6-29(17,18)38)43-28-24(23(35)22(34)20(11-30)41-28)42-26(37)21-16(9-15(32)10-19(21)33)13-4-3-5-14(31)8-13/h2-5,8-10,12,17,20,22-24,27-28,30-35,38H,1,6-7,11H2/t17-,20+,22+,23-,24+,27?,28-,29+/m0/s1
• Isomeric SMILES: C=C[C@H]1C(OC=C2[C@]1(CCOC2=O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)OC(=O)C4=C(C=C(C=C4O)O)C5=CC(=CC=C5)O
• Alternate CAS: 21233-18-1
• PubChem CID: 3084352
• Molecular Weight: 602.54

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Biphenyls and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Biphenyls and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Biphenyls and derivatives
• Alternative Parents: Hexoses p-Hydroxybenzoic acid alkyl esters o-Hydroxybenzoic acid esters O-glycosyl compounds Salicylic acid and derivatives Benzoyl derivatives Resorcinols 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Delta valerolactones Dicarboxylic acids and derivatives Oxanes Tertiary alcohols Vinylogous acids Enoate esters Vinylogous esters Secondary alcohols Oxacyclic compounds Acetals Organic oxides Hydrocarbon derivatives Carbonyl compounds Primary alcohols
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Biphenyl - Hexose monosaccharide - P-hydroxybenzoic acid alkyl ester - P-hydroxybenzoic acid ester - O-hydroxybenzoic acid ester - O-glycosyl compound - Glycosyl compound - Dihydroxybenzoic acid - Salicylic acid or derivatives - Benzoate ester - Benzoic acid or derivatives - Resorcinol - Benzoyl - Delta_valerolactone - Delta valerolactone - Phenol - 1-hydroxy-2-unsubstituted benzenoid - 1-hydroxy-4-unsubstituted benzenoid - Dicarboxylic acid or derivatives - Monosaccharide - Oxane - Tertiary alcohol - Enoate ester - Alpha,beta-unsaturated carboxylic ester - Vinylogous acid - Vinylogous ester - Secondary alcohol - Carboxylic acid ester - Lactone - Oxacycle - Carboxylic acid derivative - Organoheterocyclic compound - Acetal - Carbonyl group - Primary alcohol - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Alcohol - Organic oxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond.
• 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