[8]-Shogaol - Moligand™, ≥99% , CAS No.36700-45-5

CAS: 36700-45-5 Cat. No.: S650153 Molecular Weight: 304.42 EC Number: 111-838-2

GRADE & PURITY Moligand™, ≥99%

Synonyms

LGZSMXJRMTYABD-MDZDMXLPSA-N | NSC233 | AV4IK2HCNT | MFCD21333718 | [8]-Shogaol | NCGC00169651-02!(E)-1-(4-hydroxy-3-methoxyphenyl)dodec-4-en-3-one | DTXSID1075278 | triethyl ortho-acetate | 8-Shogaol | ACon1_001127 | AC-34352 | trans-(8)-Shogaol | NCGC001

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

[8]-Shogaol, a kind of stimulating compound in ginger, has antiplatelet (IC50=5 μM), anti-cancer and anti-inflammatory activity. [8]-Shogaol inhibited COX-2 (IC50=17.5 μM), which led to the decline of human leukemia cells. 8-Shogaol Selective direction TAK1 sum TAK1-TAB1 (IC50=5 μM), suppress IKK, Akt sum MAPK signal pathway, and reverse synovitis synovial sum Air dampness (RA).

Specifications

Synonyms

LGZSMXJRMTYABD-MDZDMXLPSA-N | NSC233 | AV4IK2HCNT | MFCD21333718 | [8]-Shogaol | NCGC00169651-02!(E)-1-(4-hydroxy-3-methoxyphenyl)dodec-4-en-3-one | DTXSID1075278 | triethyl ortho-acetate | 8-Shogaol | ACon1_001127 | AC-34352 | trans-(8)-Shogaol | NCGC001

Specifications & Purity

Moligand™, ≥99%

Biochemical and Physiological Mechanisms

[8]-Shogaol, one of the pungent phenolic compounds in ginger, exhibits anti-platelet activity ( IC 50 =5 μM) and inhibits COX-2 ( IC 50 =17.5 μM). [8]-Shogaol induces apoptosis in human leukemia cells.

Storage

Protected from light, Store at -20°C

Shipped In

Ice chest + Ice pads

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

Grade

Moligand™

Action Type

INHIBITOR

Purity

≥99%

Names and Identifiers

• Canonical Smiles: CCCCCCCC=CC(=O)CCC1=CC(=C(C=C1)O)OC
• IUPAC Name: (E)-1-(4-hydroxy-3-methoxyphenyl)dodec-4-en-3-one
• InChIKey: LGZSMXJRMTYABD-MDZDMXLPSA-N
• INCHI: 1S/C19H28O3/c1-3-4-5-6-7-8-9-10-17(20)13-11-16-12-14-18(21)19(15-16)22-2/h9-10,12,14-15,21H,3-8,11,13H2,1-2H3/b10-9+
• Isomeric SMILES: CCCCCCC/C=C/C(=O)CCC1=CC(=C(C=C1)O)OC
• Molecular Weight: 304.42

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Phenols
      • Subclass Methoxyphenols

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Phenols
• Subclass: Methoxyphenols
• Intermediate Tree Nodes: Not available
• Direct Parent: Shogaols
• Alternative Parents: Phenoxy compounds Methoxybenzenes Anisoles Alkyl aryl ethers 1-hydroxy-2-unsubstituted benzenoids Enones Acryloyl compounds Ketones Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Shogaol - Phenoxy compound - Anisole - Phenol ether - Methoxybenzene - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Monocyclic benzene moiety - Enone - Acryloyl-group - Alpha,beta-unsaturated ketone - Ketone - Ether - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Organic oxide - Organic oxygen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as shogaols. These are ginger derivatives containing a shogaol moiety, which consists of a benzene ring bearing a dec-4-en-3-one moiety, a methoxyphenyl group, a hydroxyl group and at positions 1, 3, and 4, respectively.
• 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

Associated Targets(Human)

HTR1A Tclin Serotonin 1a (5-HT1a) receptor (14969 Activities)

Discover Target: HTR1A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

IMR-32 (1082 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Abcb1b P-glycoprotein 1 (174 Activities)

Discover Target: Abcb1b

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PC-12 (7051 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solubility：DMSO
• Sensitivity: Light sensitive；Heat sensitive
• Molecular Weight: 304.400 g/mol
• XLogP3: 4.800
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 11
• Exact Mass: 304.204 Da
• Monoisotopic Mass: 304.204 Da
• Topological Polar Surface Area: 46.500 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 325.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• 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