Neosolaniol - ≥98% , CAS No.36519-25-2

CAS: 36519-25-2 Cat. No.: N139626 Molecular Weight: 382.4 EC Number: 621-390-4

GRADE & PURITY ≥98%

Synonyms

Neosolaniol, reference material | Trichothec-9-ene-3,4,8,15-tetrol, 12,13-epoxy-, 4,15-diacetate | BRD-K73788704-001-01-4 | Neosolaniol | Solaniol | MEGxm0_000186 | PLZ86LH7A6 | NCGC00169326-03 | ((2S,2'R,3'R,4'S,5'S,5a'R,7'S,9a'R)-4'-acetoxy-3',7'-dihydr

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Type A trichothecene mycotoxin
All trichocenes have strong impact on the health due to their immunosuppressive properties

Specifications

Synonyms

Neosolaniol, reference material | Trichothec-9-ene-3, 4, 8, 15-tetrol, 12, 13-epoxy-, 4, 15-diacetate | BRD-K73788704-001-01-4 | Neosolaniol | Solaniol | MEGxm0_000186 | PLZ86LH7A6 | NCGC00169326-03 | ((2S, 2'R, 3'R, 4'S, 5'S, 5a'R, 7'S, 9a'R)-4'-acetoxy-3', 7'-dihydr

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Potent trichothecene mycotoxin. Inhibits protein synthesis. Induces DNA fragmentation and apoptosis. Depletes lymphoid and hematopoietic tissues in vivo. Orally active. Skin permeable.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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. Toxic, refer to SDS for further information. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CC1=CC2C(CC1O)(C3(C(C(C(C34CO4)O2)O)OC(=O)C)C)COC(=O)C
• IUPAC Name: [(1S,2R,4S,7R,9R,10R,11S,12S)-11-acetyloxy-4,10-dihydroxy-1,5-dimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-2-yl]methyl acetate
• InChIKey: TVZHDVCTOCZDNE-WVJYZQHISA-N
• INCHI: 1S/C19H26O8/c1-9-5-13-18(6-12(9)22,7-24-10(2)20)17(4)15(26-11(3)21)14(23)16(27-13)19(17)8-25-19/h5,12-16,22-23H,6-8H2,1-4H3/t12-,13+,14+,15+,16+,17+,18+,19-/m0/s1
• Isomeric SMILES: CC1=C[C@@H]2[C@](C[C@@H]1O)([C@]3([C@@H]([C@H]([C@H]([C@@]34CO4)O2)O)OC(=O)C)C)COC(=O)C
• WGK Germany: 3
• Molecular Weight: 382.4
• Reaxy-Rn: 38109753
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=38109753&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Sesquiterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Trichothecenes
• Alternative Parents: Oxepanes Oxanes Dicarboxylic acids and derivatives Secondary alcohols Cyclic alcohols and derivatives Carboxylic acid esters Oxacyclic compounds Epoxides Dialkyl ethers Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Trichothecene skeleton - Oxepane - Dicarboxylic acid or derivatives - Oxane - Cyclic alcohol - Carboxylic acid ester - Secondary alcohol - Carboxylic acid derivative - Dialkyl ether - Oxirane - Ether - Oxacycle - Organoheterocyclic compound - Hydrocarbon derivative - Carbonyl group - Alcohol - Organooxygen compound - Organic oxygen compound - Organic oxide - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as trichothecenes. These are sesquiterpene mycotoxins structurally characterized by the presence of an epoxide ring and a benzopyran derivative with a variant number of hydroxyl, acetyl, or other substituents. The most important structural features causing the biological activities of trichothecenes are the 12,13-epoxy ring, the presence of hydroxyl or acetyl groups at appropriate positions on the trichothecene nucleus and the structure and position of the side-chain.
• 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)

K562 (73714 Activities)

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

Associated Targets(non-human)

Arabidopsis thaliana (307 Activities)

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Saccharomyces cerevisiae (19171 Activities)

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

Mus musculus (284745 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

• Solubility: Soluble in moderately polar solvents, such as chloroform, diethyl ether, ethyl acetate, and acetone
• Melt Point(°C): 176-178℃
• Molecular Weight: 382.400 g/mol
• XLogP3: -0.900
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 382.163 Da
• Monoisotopic Mass: 382.163 Da
• Topological Polar Surface Area: 115.000 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 718.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 8
• 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. Mingming Chen, Bihang Su, Huiying Wu, Yawen Dai, Tianwen Chen, Fengfu Fu, Zhenyu Lin, Yongqiang Dong.  (2023)  Hydrogel SERS chip with strong localized surface plasmon resonance for sensitive and rapid detection of T-2 toxin.  TALANTA,      [PMID:37879204] [10.1016/j.talanta.2023.125329]