Cucurbitacin E-2-O-glucoside - ≥95% , CAS No.1398-78-3

CAS: 1398-78-3 Cat. No.: E463787 Formula: C₃₈H₅₄O₁₃ Molecular Weight: 718.83 EC Number: 215-745-9

GRADE & PURITY ≥95%

Synonyms

alpha-Elaterin 2-D-glucopyranoside | 6984R18595 | COLOCYNTHINUM [HPUS] | Q27137271 | COLOCYNTHINUM | UNII-6984R18595 | [(E,6R)-6-hydroxy-6-[(8S,9R,10R,13R,14S,16R,17R)-16-hydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(h

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Product Application:

Cucurbitacin E 2-O-Glucoside is a metabolite of Cucurbitacin E (C838800), a highly oxidated steroid consisting of a tetracyclic triterpene. Cucurbitacin E is known to possess broad spectrum of potential anti-inflammatory, antitumor andantioxidant effects.

Specifications

Synonyms

alpha-Elaterin 2-D-glucopyranoside | 6984R18595 | COLOCYNTHINUM [HPUS] | Q27137271 | COLOCYNTHINUM | UNII-6984R18595 | [(E,6R)-6-hydroxy-6-[(8S,9R,10R,13R,14S,16R,17R)-16-hydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(h

Specifications & Purity

≥95%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Purity

≥95%

Names and Identifiers

• Canonical Smiles: CC(=O)OC(C)(C)C=CC(=O)C(C)(C1C(CC2(C1(CC(=O)C3(C2CC=C4C3C=C(C(=O)C4(C)C)OC5C(C(C(C(O5)CO)O)O)O)C)C)C)O)O
• IUPAC Name: [(E,6R)-6-hydroxy-6-[(8S,9R,10R,13R,14S,16R,17R)-16-hydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthren-17-yl]-2-methyl-5-oxohept-3-en-2-yl] acetate
• InChIKey: QKEJRKXVLGOJMB-YYBMGDPWSA-N
• INCHI: 1S/C38H54O13/c1-18(40)51-33(2,3)13-12-25(42)38(9,48)30-21(41)15-35(6)24-11-10-19-20(37(24,8)26(43)16-36(30,35)7)14-22(31(47)34(19,4)5)49-32-29(46)28(45)27(44)23(17-39)50-32/h10,12-14,20-21,23-24,27-30,32,39,41,44-46,48H,11,15-17H2,1-9H3/b13-12+/t20-,21-,23-,24+,27-,28+,29-,30+,32-,35+,36-,37+,38+/m1/s1
• Isomeric SMILES: CC(=O)OC(C)(C)/C=C/C(=O)[C@@](C)([C@H]1[C@@H](C[C@@]2([C@@]1(CC(=O)[C@@]3([C@H]2CC=C4[C@H]3C=C(C(=O)C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)C)C)O)O
• UN Number: 2811
• Molecular Weight: 718.83
• Reaxy-Rn: 6628057
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=6628057&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Steroids and steroid derivatives
      • Subclass Steroidal glycosides
        • Level5 Steroidal saponins
          • Level6 Cucurbitacin glycosides

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Steroids and steroid derivatives
• Subclass: Steroidal glycosides
• Intermediate Tree Nodes: Steroidal saponins
• Direct Parent: Cucurbitacin glycosides
• Alternative Parents: Triterpenoids Cucurbitacins Steroid esters 11-oxosteroids 14-alpha-methylsteroids 16-alpha-hydroxysteroids 3-oxo delta-1-steroids Delta-1-steroids Hexoses O-glycosyl compounds Cyclohexenones Oxanes Acyloins Tertiary alcohols Acryloyl compounds Alpha-hydroxy ketones Enones Carboxylic acid esters Secondary alcohols Cyclic alcohols and derivatives Oxacyclic compounds Acetals Monocarboxylic acids and derivatives Polyols Organic oxides Primary alcohols Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Cucurbitacin glycoside skeleton - Cucurbitacin skeleton - Triterpenoid - 22-oxosteroid - 21-oxosteroid - Steroid ester - 20-hydroxysteroid - Oxosteroid - 3-oxo-delta-1-steroid - Hydroxysteroid - 16-hydroxysteroid - 16-alpha-hydroxysteroid - 11-oxosteroid - 14-alpha-methylsteroid - 3-oxosteroid - Delta-1-steroid - Hexose monosaccharide - Glycosyl compound - O-glycosyl compound - Cyclohexenone - Oxane - Acyloin - Monosaccharide - Tertiary alcohol - Acryloyl-group - Alpha-hydroxy ketone - Alpha,beta-unsaturated ketone - Enone - Cyclic alcohol - Secondary alcohol - Ketone - Cyclic ketone - Carboxylic acid ester - Polyol - Acetal - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organoheterocyclic compound - Oxacycle - Primary alcohol - Carbonyl group - Organooxygen compound - Organic oxide - Organic oxygen compound - Hydrocarbon derivative - Alcohol - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as cucurbitacin glycosides. These are polycyclic compounds containing a carbohydrate derivative glycosidically linked to a curcubitane nucleus.
• External Descriptors: beta-D-glucoside - acetate ester - monosaccharide derivative - triterpenoid saponin - cucurbitacin

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

Associated Targets(Human)

HCT-8 (3484 Activities)

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A549 (127892 Activities)

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Bel-7402 (4577 Activities)

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HepG2 (196354 Activities)

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A2780 (11979 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Flash Point(°F): Not applicable
• Flash Point(°C): Not applicable
• Molecular Weight: 718.800 g/mol
• XLogP3: 1.400
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 9
• Exact Mass: 718.356 Da
• Monoisotopic Mass: 718.356 Da
• Topological Polar Surface Area: 217.000 Ų
• Heavy Atom Count: 51
• Formal Charge: 0
• Complexity: 1580.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 13
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

Frequently Asked Questions

What is the purity of this product?

This product is supplied at ≥95% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at ?20 °C. Freezer storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 1398-78-3, the molecular formula is C38H54O13, and the molecular weight is 718.83 g/mol. InChIKey QKEJRKXVLGOJMB-YYBMGDPWSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.