基本情報
- CAS
35287-69-5- 標準SMILES
COC(=O)[C@@]12Oc3ccc(-c4ccc5c(c4O)C(O)=C4C(=O)C[C@H](C)[C@@H](O)[C@]4(C(=O)OC)O5)c(O)c3C(O)=C1C(=O)C[C@H](C)[C@H]2O- InChIKey
NFZJAYYORNVZNI-OCHURCMPSA-N- 分子式
- C32H30O14
- 平均分子量
- 638.6 g/mol
- 単同位体質量
- 638.16355563
概要
Secalonic acid D is a member of xanthenes.
名称と識別子
- 優先名称
- Secalonic acid D
- IUPAC
- methyl (3S,4R,4aR)-7-[(5R,6S,10aR)-1,5,9-trihydroxy-10a-methoxycarbonyl-6-methyl-8-oxo-6,7-dihydro-5H-xanthen-2-yl]-4,8,9-trihydroxy-3-methyl-1-oxo-3,4-dihydro-2H-xanthene-4a-carboxylate
- 英語名
- Secalonic acid D from penicillium*oxalicum
- 分子式
- C32H30O14
- 分子量
- 638.57
名称と別名
Secalonic acid D35287-69-5HZP8L3M5MESECALONSAURE Dmethyl (3S,4R,4aR)-7-[(5R,6S,10aR)-1,5,9-trihydroxy-10a-methoxycarbonyl-6-methyl-8-oxo-6,7-dihydro-5H-xanthen-2-yl]-4,8,9-trihydroxy-3-methyl-1-oxo-3,4-dihydro-2H-xanthene-4a-carboxylateSecalonic acid D mycotoxinSADCCRIS 4937UNII-HZP8L3M5MENSC 159631NSC-159631NSC-268922
名称をさらに表示
secalonicaciddlpha,4-beta,4a-beta,7(3’r,4’s,4’as)))Secalonic acid D from penicillium*oxalicumergochromeaa(2,2’)-5-beta,6-alpha,10-beta-5’,6’-alpha,10’-beta7’-bi-4ah-xanthene)-4a,4’a-dicarboxylicacid,2,2’,3,3’,4,4’,9,9’-octahydro-(1,1’,4,4’,8,8’-hexahydroxy-3,3’-dimethyl-9,9’-dioxo-,dimethylester,(3s-(3-a[7,7'-Bi-4aH-xanthene]-4a,4'a-dicarboxylic acid, 2,2',3,3',4,4',9,9'-octahydro-1,1',4,4',8,8'-hexahydroxy-3,3'-dimethyl-9,9'-dioxo-, 4a,4'a-dimethyl ester, (3S,3'S,4R,4'R,4aR,4'aR)-
(7,7'-BI-4AH-XANTHENE)-4A,4'A-DICARBOXYLIC ACID, 2,2',3,3',4,4',9,9'-OCTAHYDRO-1,1',4,4',8,8'-HEXAHYDROXY-3,3'-DIMETHYL-9,9'-DIOXO-, DIMETHYL ESTER, (3S,3'S,4R,4'R,4AR,4'AR)-[7,7'-Bi-4aH-xanthene]-4a,4'a-dicarboxylic acid, 2,2',3,3',4,4',9,9'-octahydro-1,1',4,4',8,8'-hexahydroxy-3,3'-dimethyl-9,9'-dioxo-, dimethyl ester, (3S,3'S,4R,4'R,4aR,4'aR)-ERGOCHROME EEErgochrome AA (2,2')-5-beta,6-alpha,10-beta-5',6'-alpha,10'-beta(7,7'-Bi-4aH-xanthene)-4a,4'a-dicarboxylic acid, 2,2',3,3',4,4',9,9'-octahydro-1,1',4,4',8,8'-hexahydroxy-3,3'-dimethyl-9,9'-dioxo-, dimethyl ester, (3S-(3-alpha,4-beta,4a-beta,7(3'R,4'S,4'aS)))orb1981819CHEMBL3740350DTXSID50956725
物性
構造計算による物性
- XLogP
- 3.1
- 極性表面積
- 227 Ų
- 水素結合供与体数
- 6
- 水素結合受容体数
- 14
- 回転可能結合数
- 5
- 重原子数
- 46
- 形式電荷
- 0
- 複雑度
- 1,300
物理化学的性質
- 融点
- 257 °C · 257°C
- 沸点
- 591.32 °C · 591.32°C (rough estimate)
- 比重(密度)
- 1.3167 · 1.3167 (rough estimate)
- 屈折率
- 1.613 · 1.6130 (estimate)
- 貯蔵温度
- 2 · 2-8°C
- 酸解離定数(Pka)
- 4.199 · 4.199±1.00(predicted)
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
毒性情報
TreatmentCleft palate can be treated with corrective surgery. (A3090)
Health EffectsSecalonic acid D is a human teratogen that induces cleft palate. (A3088)
Exposure RoutesOral, dermal, inhalation, and parenteral (contaminated drugs). (A3101)
Toxicity Summary
Secalonic acid D (SAD) is though to induce cleft palate by causing the formation of smaller palatal shelves that fail to elevate and fuse. This inhibited palatal shelf growth is a result of the of SAD causing reduced proliferation of embryonic palatal mesenchymal (HEPM) cells. SAD binds to and phosphorylates cAMP response element binding protein (CREB), an important transcription factor required for the expression of numerous genes including proliferating cell nuclear antigen (PCNA) gene. The phosphorylation of CREB by SAD prevents it from forming the necessary transcription factor-cAMP response element complex at transcription start sites, so these genes are not expressed. This leads to reduced palatal mesenchymal cell number causing reduced palatal shelf growth and thus cleft palate. (A3088, A3089, A3090)
Signs and SymptomsCleft palate is a congenital deformity characterized by a gap on the roof of the mouth that is present at birth. (A3090)
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
安全データ
- rtecs
- EC2460000
- ridadr
- UN 2811 6.1/PG 2
- risk_code
- 28
- hazard_code
- T+
- safety_code
- 28-36/37-45
化学と産業
用途と製造
UsesSecalonic acid D (SAD) is a mycotoxin produced by the fungus Pencillium oxalicum, which is a common contaminant in corn and other grains. (A3088)
サプライヤー5 社
桂林艾使普林生物科技有限公司15920419256 · [email protected]
四川省维克奇生物科技有限公司028-81700200 18116577057 · [email protected]
常州翔龙医药科技有限公司18661161657 · [email protected]
南通克鲁医药科技有限公司13809088763 · [email protected]
湖北博蓝化工有限公司13297969979 13297969979 · [email protected]
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