Senegenin (Tenuigenin) - 10mM in DMSO , CAS No.2469-34-3

CAS: 2469-34-3 Cat. No.: S422843 Molecular Weight: 537.13 EC Number: 683-152-6 PubChem CID: 12442762

GRADE & PURITY 10mM in DMSO

Synonyms

27-Noro-13-ene-23,28-dioic acid, 12-(chloromethyl)-2-beta,3-beta-dihydroxy- | DTXSID90947632 | S9095 | MFCD00466906 | 27-Norolean-13-ene-23,28-dioic acid, 12-(chloromethyl)-2,3-dihydroxy-, (2.beta.,3.beta.,4.alpha.,12.alpha.)- | Q27236217 | Senegenin, >=9

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Product description：

Tenuigenin is a major active component isolated from the root of the Chinese herb Polygala tenuifolia. Tenuigenin protects against S.aureus-induced pneumonia by inhibiting NF-κB activation. Tenuigenin has anti-inflammatory effect.

Specifications

Synonyms

27-Noro-13-ene-23, 28-dioic acid, 12-(chloromethyl)-2-beta, 3-beta-dihydroxy- | DTXSID90947632 | S9095 | MFCD00466906 | 27-Norolean-13-ene-23, 28-dioic acid, 12-(chloromethyl)-2, 3-dihydroxy-, (2.beta., 3.beta., 4.alpha., 12.alpha.)- | Q27236217 | Senegenin, >=9

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

Anti-inflammatory agent. Inhibits IL-6 and IL-8, TNF-α and interleukin-1β expression. Increases NR2B expression. Shows anti-ischemic, neuroprotective and neuroregenerative effects in vivo. Orally active.

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: CC1(CCC2(CCC3=C(C2C1)C(CC4C3(CCC5C4(CC(C(C5(C)C(=O)O)O)O)C)C)CCl)C(=O)O)C
• IUPAC Name: (2S,3R,4S,4aR,6aR,8aS,12aS,13S,14aR,14bR)-13-(chloromethyl)-2,3-dihydroxy-4,6a,11,11,14b-pentamethyl-2,3,4a,5,6,7,8,9,10,12,12a,13,14,14a-tetradecahydro-1H-picene-4,8a-dicarboxylic acid
• InChIKey: CWHJIJJSDGEHNS-MYLFLSLOSA-N
• INCHI: 1S/C30H45ClO6/c1-26(2)10-11-30(25(36)37)9-6-17-22(18(30)13-26)16(15-31)12-21-27(17,3)8-7-20-28(21,4)14-19(32)23(33)29(20,5)24(34)35/h16,18-21,23,32-33H,6-15H2,1-5H3,(H,34,35)(H,36,37)/t16-,18+,19+,20-,21+,23+,27+,28+,29+,30-/m1/s1
• Isomeric SMILES: C[C@@]12CC[C@@H]3[C@@]([C@H]1C[C@@H](C4=C2CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)CCl)(C[C@@H]([C@@H]([C@@]3(C)C(=O)O)O)O)C
• PubChem CID: 12442762
• Molecular Weight: 537.13

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Steroids and steroid derivatives
      • Subclass Hydroxysteroids
        • Level5 12-hydroxysteroids
          • Level6 12-alpha-hydroxysteroids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Steroids and steroid derivatives
• Subclass: Hydroxysteroids
• Intermediate Tree Nodes: 12-hydroxysteroids
• Direct Parent: 12-alpha-hydroxysteroids
• Alternative Parents: Beta hydroxy acids and derivatives Dicarboxylic acids and derivatives Secondary alcohols Cyclic alcohols and derivatives 1,2-diols Carboxylic acids Organochlorides Organic oxides Hydrocarbon derivatives Carbonyl compounds Alkyl chlorides
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: 12-alpha-hydroxysteroid - Beta-hydroxy acid - Dicarboxylic acid or derivatives - Hydroxy acid - Cyclic alcohol - Secondary alcohol - 1,2-diol - Carboxylic acid - Carboxylic acid derivative - Organooxygen compound - Organochloride - Organohalogen compound - Alcohol - Carbonyl group - Organic oxygen compound - Alkyl halide - Alkyl chloride - Organic oxide - Hydrocarbon derivative - Aliphatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 12-alpha-hydroxysteroids. These are hydroxysteroids carrying a alpha-hydroxyl group at the 12-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

• Molecular Weight: 537.100 g/mol
• XLogP3: 5.100
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 536.29 Da
• Monoisotopic Mass: 536.29 Da
• Topological Polar Surface Area: 115.000 Ų
• Heavy Atom Count: 37
• Formal Charge: 0
• Complexity: 1040.000
• 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