Sauchinone - 10mM in DMSO , CAS No.177931-17-8

CAS: 177931-17-8 Cat. No.: S422166 Molecular Weight: 356.37 PubChem CID: 11725801

GRADE & PURITY 10mM in DMSO

Synonyms

sauchinone | SCHEMBL1498622 | AS-77171 | MFCD08702698 | AKOS030631736 | AC-34741 | J-011331 | (1S,12R,13S,14R,16R,23R)-13,14-dimethyl-2,6,8,20,22-pentaoxahexacyclo[10.10.1.01,19.03,11.05,9.016,23]tricosa-3,5(9),10,18-tetraen-17-one | s9406 | CCG-268111 |

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Sauchinone is a diastereomeric ligand with cytoprotective and antioxidant activities in cultured hepatocytes. Sauchinone is an inhibitor of LPS-inducible iNOS (NOS II), TNF-α and Cox-2 expression in macrophages through suppression of IκBα phosphorylation and p65 nuclear translocation and of C/EBP and/or AP-1 activation, which may have constitutive anti-inflammatory effects. Sauchinone also acts as a suppressor of NF-κB by inhibiting transactivation activity of the RelA subunit and inhibits staurosporine-induced apoptosis. Sauchinone inhibits RANKL-induced osteoclastogenesis by reducing ROS generation.

Specifications

Synonyms

sauchinone | SCHEMBL1498622 | AS-77171 | MFCD08702698 | AKOS030631736 | AC-34741 | J-011331 | (1S, 12R, 13S, 14R, 16R, 23R)-13, 14-dimethyl-2, 6, 8, 20, 22-pentaoxahexacyclo[10.10.1.01, 19.03, 11.05, 9.016, 23]tricosa-3, 5(9), 10, 18-tetraen-17-one | s9406 | CCG-268111 |

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

Sauchinone is an anti-inflammatory and antioxidant lignan isolated from Saururus chinensis a medical plant used for the treatment of fever, jaundice, oedema and inflammatory disease in oriental folk medicine. Sauchinone inhibits LPS-inducible iNOS (NOS II

Storage

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.

Names and Identifiers

• Canonical Smiles: CC1CC2C3C(C1C)C4=CC5=C(C=C4OC36C(=CC2=O)OCO6)OCO5
• IUPAC Name: (1S,12R,13S,14R,16R,23R)-13,14-dimethyl-2,6,8,20,22-pentaoxahexacyclo[10.10.1.01,19.03,11.05,9.016,23]tricosa-3,5(9),10,18-tetraen-17-one
• InChIKey: GMTJIWUFFXGFHH-WPAOEJHSSA-N
• INCHI: 1S/C20H20O6/c1-9-3-11-13(21)5-17-20(25-8-24-17)19(11)18(10(9)2)12-4-15-16(23-7-22-15)6-14(12)26-20/h4-6,9-11,18-19H,3,7-8H2,1-2H3/t9-,10+,11+,18+,19+,20+/m1/s1
• Isomeric SMILES: C[C@@H]1C[C@@H]2[C@H]3[C@@H]([C@H]1C)C4=CC5=C(C=C4O[C@@]36C(=CC2=O)OCO6)OCO5
• PubChem CID: 11725801
• Molecular Weight: 356.37

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzopyrans
      • Subclass 1-benzopyrans
        • Level5 Dibenzopyrans
          • Level6 Xanthenes

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzopyrans
• Subclass: 1-benzopyrans
• Intermediate Tree Nodes: Dibenzopyrans
• Direct Parent: Xanthenes
• Alternative Parents: Benzodioxoles Ketals Cyclohexenones Benzenoids Vinylogous esters 1,3-dioxolanes Oxacyclic compounds Organic oxides Hydrocarbon derivatives Aldehydes
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Xanthene - Benzodioxole - Cyclohexenone - Ketal - Benzenoid - Vinylogous ester - Meta-dioxolane - Ketone - Oxacycle - Acetal - Organic oxide - Hydrocarbon derivative - Organic oxygen compound - Organooxygen compound - Carbonyl group - Aldehyde - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring.
• 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

Mechanisms of Action

Chemical and Physical Properties

• Refractive Index: n20D1.64 (Predicted)
• Boil Point(°C): 498.10° C at 760 mmHg (Predicted)
• Melt Point(°C): 186.28° C (Predicted)
• Molecular Weight: 356.400 g/mol
• XLogP3: 2.800
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 356.126 Da
• Monoisotopic Mass: 356.126 Da
• Topological Polar Surface Area: 63.200 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 675.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 6
• 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