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基本情報
- CAS
89020-33-7- 標準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- 分子式
- C28H32O9
- 平均分子量
- 512.555 g/mol
- 単同位体質量
- 512.2046326
名称と識別子
- 優先名称
- 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
- 現地名
- (4aR)-4a,6,6a,12,12a,12b-ヘキサヒドロ-4aβ,12aβ-ジヒドロキシ-9-(4-ヒドロキシ-3,5-ジメトキシフェニル)-4,4,6aα,12bα-テトラメチル-4H,11H-ナフト[2,1-b]ピラノ[3,4-e]ピラン-1,11(5H)-ジオン
- 英語名
- territrem C
- 分子式
- C28H32O9
- 分子量
- 512.552
名称と別名
3',5'-メトキシ-4'-ヒドロキシテリトレムB(4aR)-4a,6,6a,12,12a,12b-ヘキサヒドロ-4aβ,12aβ-ジヒドロキシ-9-(4-ヒドロキシ-3,5-ジメトキシフェニル)-4,4,6aα,12bα-テトラメチル-4H,11H-ナフト[2,1-b]ピラノ[3,4-e]ピラン-1,11(5H)-ジオン(4aR)-4a,6,6a,12,12a,12b-ヘキサヒドロ-4aβ,12aβ-ジヒドロキシ-9-(3,5-ジメトキシ-4-ヒドロキシフェニル)-4,4,6aα,12bα-テトラメチル-4H,11H-ナフト[2,1-b]ピラノ[3,4-e]ピラン-1,11(5H)-ジオンテリトレムC(5aR,7aR,11aS,11bS)-7a,11b-ジヒドロキシ-3-(4-ヒドロキシ-3,5-ジメトキシフェニル)-5a,8,8,11a-テトラメチル-1,5a,6,7,7a,8,11,11a,11b,12-デカヒドロ-2,5-ジオキサテトラフェン-1,11-ジオン3′,5′-メトキシ-4′-ヒドロキシテリトレムBterritrem 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
データベース識別子
- CAS
89020-33-7- PubChem CID
- 160306
- DTXSID
DTXSID60897216- ChEMBL
CHEMBL3632858- Nikkaji
- J203.837D
化学と産業
応用分野
説明Territrem 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.
使用Territrem 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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