Yamogenin - ≥70% , CAS No.512-06-1

CAS: 512-06-1 Cat. No.: Y338796 Molecular Weight: 414.6

GRADE & PURITY ≥70%

Synonyms

HY-N2078 | Yamogenin | DTXSID60903922 | (2R,5'S)-5'-tetramethylspiro[[?]-2,2'-tetrahydropyran]ol | C08918 | CHEBI:10086 | WQLVFSAGQJTQCK-CAKNJAFZSA-N | AC-8895 | M487OD4XW3 | SCHEMBL6040875 | Q8048088 | NSC-226132 | NSC70600 | AKOS025402417 | s5675 | Yamo

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

Product Describtion:

Yamogenin (Neodiosgenin) is a diastereomer of diosgenin. Yamogenin (Neodiosgenin) antagonizes the activation of the liver X receptor (LXR) in luciferase ligand assay. Yamogenin (Neodiosgenin) inhibits triacylglyceride (TG) accumulation through the suppression of gene expression of fatty acid synthesis in HepG2 hepatocytes.

Specifications

Synonyms

HY-N2078 | Yamogenin | DTXSID60903922 | (2R, 5'S)-5'-tetramethylspiro[[?]-2, 2'-tetrahydropyran]ol | C08918 | CHEBI:10086 | WQLVFSAGQJTQCK-CAKNJAFZSA-N | AC-8895 | M487OD4XW3 | SCHEMBL6040875 | Q8048088 | NSC-226132 | NSC70600 | AKOS025402417 | s5675 | Yamo

Specifications & Purity

≥70%

Storage

Store at 2-8°C

Shipped In

Wet ice

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

Purity

≥70%

Names and Identifiers

• Pubchem Sid: 488189787
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488189787
• Canonical Smiles: CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)O)C)C)C)OC1
• IUPAC Name: (1S,2S,4S,5'S,6R,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-ol
• InChIKey: WQLVFSAGQJTQCK-CAKNJAFZSA-N
• INCHI: 1S/C27H42O3/c1-16-7-12-27(29-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(28)8-10-25(18,3)21(20)9-11-26(22,24)4/h5,16-17,19-24,28H,6-15H2,1-4H3/t16-,17-,19-,20+,21-,22-,23-,24-,25-,26-,27+/m0/s1
• Isomeric SMILES: C[C@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC[C@@H](C6)O)C)C)C)OC1
• Molecular Weight: 414.6
• Reaxy-Rn: 1296718
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1296718&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Triterpenoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Triterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Triterpenoids
• Alternative Parents: Spirostanes and derivatives 3-beta-hydroxysteroids 3-beta-hydroxy delta-5-steroids Delta-5-steroids Ketals Oxanes Tetrahydrofurans Secondary alcohols Cyclic alcohols and derivatives Oxacyclic compounds Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Triterpenoid - Spirostane skeleton - 3-hydroxy-delta-5-steroid - 3-hydroxysteroid - Hydroxysteroid - 3-beta-hydroxy-delta-5-steroid - 3-beta-hydroxysteroid - Steroid - Delta-5-steroid - Ketal - Oxane - Tetrahydrofuran - Cyclic alcohol - Secondary alcohol - Acetal - Organoheterocyclic compound - Oxacycle - Organic oxygen compound - Organooxygen compound - Alcohol - Hydrocarbon derivative - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
• External Descriptors: Spirostanols and derivatives

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)

MCF7 (126967 Activities)

Explore this target

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

A549 (127892 Activities)

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

HepG2 (196354 Activities)

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

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 414.600 g/mol
• XLogP3: 5.700
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 414.313 Da
• Monoisotopic Mass: 414.313 Da
• Topological Polar Surface Area: 38.700 Ų
• Heavy Atom Count: 30
• Formal Charge: 0
• Complexity: 746.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 11
• 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

References

1. Meiling Sun, Zhenghui Luo, Qi Yang, Chunxu Huang, Yu Kuang, Mei Kang, Jie Liu.  (2022)  An extract from Cyclocarya paliurus leaves inhibits growth of methicillin-resistant Staphylococcus aureus by disrupting the formation of cell division Z-ring.  INDUSTRIAL CROPS AND PRODUCTS,      [PMID:] [10.1016/j.indcrop.2022.116184]