Territrem C
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Grundinformationen
- CAS
89020-33-7- Standard-SMILES
COc1cc(-c2cc3c(c(=O)o2)C[C@]2(O)[C@@]4(C)C(=O)C=CC(C)(C)[C@]4(O)CC[C@@]2(C)O3)cc(OC)c1O- InChIKey
FTTNXWIFPFEOQT-JUDWXZBOSA-N- Summenformel
- C28H32O9
- Durchschnittliche Molmasse
- 512,555 g/mol
- Monoisotopische Masse
- 512,2046326
Namen und Bezeichner
- Bevorzugter Name
- Territrem C
- IUPAC
- (4aR,6aR,12aS,12bS)-4a,12a-Dihydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-4,4,6a,12b-tetramethyl-4a,6,6a,12,12a,12b-hexahydro-4H,11H-naphtho[2,1-b]pyrano[3,4-e]pyran-1,11(5H)-dione
- Englischer Name
- territrem C
- Summenformel
- C28H32O9
- Molmasse
- 512.552
Namen und Synonyme
territrem C3',5'-Methoxy-4'-hydroxyterritrem B(4aR)-4a,6,6a,12,12a,12b-Hexahydro-4aβ,12aβ-dihydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-4,4,6aα,12bα-tetramethyl-4H,11H-naphtho[2,1-b]pyrano[3,4-e]pyran-1,11(5H)-dione(4aR)-4a,6,6a,12,12a,12b-Hexahydro-4aβ,12aβ-dihydroxy-9-(3,5-dimethoxy-4-hydroxyphenyl)-4,4,6aα,12bα-tetramethyl-4H,11H-naphtho[2,1-b]pyrano[3,4-e]pyran-1,11(5H)-dione
Datenbank-Bezeichner
- CAS
89020-33-7- PubChem CID
- 160306
- DTXSID
DTXSID60897216- ChEMBL
CHEMBL3632858- Nikkaji
- J203.837D
Chemie und Industrie
Anwendungen
BeschreibungTerritrem C is a tremorgenic mycotoxin found in the fungus Aspergillus terreus, which has been know to contaminate rice crops. Tremorgenic mycotoxins affect central nervous system activity, with their defining characteristic being the tremors that they cause. Territrems induce this effect by inhibiting the enzyme acetylcholinesterase in peripheral nerve endings.
VerwendenTerritrem C, a new tremorgenic mycotoxin (C28H32O9; molecular weight, 512.20) was isolated from the chloroform extract of rice cultures of Aspergillus terreus 23-1, which also produces territrems A and B. Isolation, acute toxicity, and some physicochemical properties of territrem C are discussed in this paper. The spectral and chemical evidence indicated that the structural difference between territrem C and territrem B (C29H34O9) was in their phenyl moieties: a 4-hydroxy-3,5-dimethoxy phenyl group in territrem C and a 3,4,5-trimethoxy phenyl group in territrem B. It was also demonstrated that territrem B was obtained by methylation of territrem C with dimethyl sulfate.read.qxmd.com
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