H1667

Hypothemycin

from Hypomyces trichothecoides, ≥98% (HPLC)

• Sinônimo(s): 3H-Oxireno[k][2]benzoxacyclotetradecin-5,11(2H,4H)-dione,1a,8,9,15b-tetrahydro-3,4,12-trihydroxy-14-methoxy-9-methyl-,(1aR,3S,4S,6Z,9S,15bR)-, NSC354462
• Fórmula empírica (Notação de Hill): C₁₉H₂₂O₈
• Número CAS: 76958-67-3
• Peso molecular: 378.37
• Número MDL: MFCD08457932
• Código UNSPSC: 51111800
• ID de substância PubChem: 329815176
• NACRES: NA.77

Propriedades

• fonte biológica: Hypomyces trichothecoides
• Nível de qualidade: 200
• Ensaio: ≥98% (HPLC)
• solubilidade: DMSO: soluble; acetone: soluble; deionized water: insoluble
• temperatura de armazenamento: −20°C
• cadeia de caracteres SMILES: COc1cc(O)c2C(=O)O[C@@H](C)CC=CC(=O)[C@@H](O)[C@@H](O)CC3OC3c2c1
• InChI: 1S/C19H22O8/c1-9-4-3-5-12(20)17(23)14(22)8-15-18(27-15)11-6-10(25-2)7-13(21)16(11)19(24)26-9/h3,5-7,9,14-15,17-18,21-23H,4,8H2,1-2H3/b5-3-/t9-,14-,15+,17+,18+/m0/s1
• chave InChI: SSNQAUBBJYCSMY-KNTMUCJRSA-N

Descrição

Ações bioquímicas/fisiológicas

Hypothemycin, one of the highly oxygenated analogues in the group of 14-membered resorcylic acid lactones (RAL), has minor antifungal and cytotoxic activity and exhibits an in vitro anti-malarial activity with an IC₅₀ of 2.2 μg/mL. Hypothemycin is also reported to selectively and irreversibly inhibit protein kinases that contain a conserved cysteine residue (Cys¹⁶⁶) that is located within the ATP-binding domain. Though this group accounts for less then 10% of all identified kinases, there are several targets implicated in aberrant cellular proliferation such as ERKs, MEK, FMS-like tyrosine kinase protein (FLT), and platelet-derived growth factor receptors (PDGFR). In cell culture, hypothemycin displays potent cytotoxicity against cancer cell lines that are dependent on certain activating kinase mutations. Additionally, hypothemycin demonstrates significant tumor growth inhibition in at least three separate murine xenograft models. Hypothemycin also inhibits the production of several cytokines such as IL2, IL6, IFNγ, and TNFα.

Informações de segurança

• Pictogramas: GHS07
• Palavra indicadora: Warning
• Frases de perigo: H302
• Declarações de precaução: P301 + P312 + P330
• Classificações de perigo: Acute Tox. 4 Oral
• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable