Senegenin (Tenuigenin) - ≥98% , CAS No.2469-34-3

CAS: 2469-34-3 Cat. No.: S275800 Molecular Weight: 537.13 EC Number: 683-152-6 PubChem CID: 12442762

GRADE & PURITY ≥98%

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 2-8°C,Protected from light

Shipped In

Wet ice

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

≥98%

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.Senegenin (Tenuigenin) is a natural product from Pol

Storage

Store at 2-8°C, Protected from light

Shipped In

Wet ice

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

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488198106
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488198106
• 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

• Solubility: Soluble in water and in ethanol
• Sensitivity: Light sensitive
• 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