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3,4,7aα,9,10,10aα-ヘキサヒドロ-5-メトキシ-1H,12H-フロ[3',2':4,5]フロ[2,3-h]ピラノ[3,4-c][1]ベンゾピラン-1,12-ジオン

Dihydroaflatoxin G1

HCID 23670
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
7241-98-7
標準SMILES
COc1cc2c(c3oc(=O)c4c(c13)CCOC4=O)C1CCOC1O2
InChIKey
WPCVRWVBBXIRMA-UHFFFAOYSA-N
分子式
C17H14O7
平均分子量
330.29 g/mol
単同位体質量
330.07395278

概要

Dihydroaflatoxin G1 has been reported in Aspergillus flavus with data available.

名称と識別子

優先名称
Dihydroaflatoxin G1
IUPAC
11-methoxy-6,8,16,20-tetraoxapentacyclo[10.8.0.02,9.03,7.013,18]icosa-1,9,11,13(18)-tetraene-17,19-dione
現地名
3,4,7aα,9,10,10aα-ヘキサヒドロ-5-メトキシ-1H,12H-フロ[3',2':4,5]フロ[2,3-h]ピラノ[3,4-c][1]ベンゾピラン-1,12-ジオン
英語名
AFLATOXIN G2
分子式
C17H14O7
分子量
330.29

名称と別名

Dihydroaflatoxin G11H,12H-Furo[3',2':4,5]furo[2,3-h]pyrano[3,4-c][1]benzopyran-1,12-dione, 3,4,7a,9,10,10a-hexahydro-5-methoxy-, (7aR-cis)-1H,12H-Furo[3',2':4,5]furo[2,3-h]pyrano[3,4-c][1]benzopyran-1,12-dione, 3,4,7a.alpha.,9,10,10a.alpha.-hexahydro-5-methoxy-SCHEMBL935567orb1708070WPCVRWVBBXIRMA-UHFFFAOYSA-N11-methoxy-6,8,16,20-tetraoxapentacyclo[10.8.0.02,9.03,7.013,18]icosa-1,9,11,13(18)-tetraene-17,19-dioneLS-14556NS00000081T135335-Methoxy-3,4,7a,9,10,10a-hexahydro-1H,12H-furo[3',2':4,5]furo[2,3-H]pyrano[3,4-c]chromene-1,12-dione #ジヒドロアフラトキシンG1
名称をさらに表示
3,4,7aα,9,10,10aα-ヘキサヒドロ-5-メトキシ-1H,12H-フロ[3',2':4,5]フロ[2,3-h]ピラノ[3,4-c][1]ベンゾピラン-1,12-ジオン(7aR)-3,4,7aα,9,10,10aα-ヘキサヒドロ-5-メトキシ-1H,12H-フロ[3',2':4,5]フロ[2,3-h]ピラノ[3,4-c][1]ベンゾピラン-1,12-ジオンアフラトキシンG2アフラトキシンG2(結晶)アフラトキシンG2標準品アフラトキシンG2標準液アフラトキシン G2アフラトキシン G2 0.5ΜG/MLアフラトキシンG2標準液 (25ΜG/MLアセトニトリル溶液)

物性

構造計算による物性

XLogP
1.5
極性表面積
80.3 Ų
水素結合供与体数
0
水素結合受容体数
7
回転可能結合数
1
重原子数
24
形式電荷
0
複雑度
626

実験および物理化学的性質

Melting Point237 - 240 °C
Physical DescriptionSolid

物理化学的性質

融点
237 · 237-240 °C
比旋光度
-473 ° · D -473° (c = 0.084 in chloroform)
沸点
387.74 °C · 387.74°C (rough estimate)
比重(密度)
1.3099 · 1.3099 (rough estimate)
屈折率
1.479 · 1.4790 (estimate)
闪点
2 °C · 2 °C
貯蔵温度
2 · 2-8°C
溶解性
DMF: Soluble; DMSO: Soluble; Ethanol: Soluble; Methanol: Soluble
外見
白色から黄色の粉末。青緑色蛍光。
色
White to off-white
水溶解度
15 mg/L · 15mg/L(温度表記なし)
BRN
1692017 · 1692017
Henry's Law Constant
9 · 9.0×108 mol/(m3Pa) at 25℃, HSDB (2015)
主な用途
洗浄剤化粧品食品および飲料パーソナルケア
InChI
InChI=1S/C17H14O7/c1-20-9-6-10-12(8-3-5-22-17(8)23-10)14-11(9)7-2-4-21-15(18)13(7)16(19)24-14/h6,8,17H,2-5H2,1H3/t8-,17+/m0/s1

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

Treatment · 1 件

Administration of phonobarbital enhances hepatic transformation activities and also protects against AFB-induced toxicity, carcinogenicity and DNA binding in vivo. In cases of ingestion, feeding large quantities of an adsorbent such as activated charcoal may be used. Antioxidants such as ellagic acid and inducers of some cytochromes P450, such as indole-3-carbinol, may give a protective effect. (A704, L1879)

Health Effects · 1 件

The main target organ in mammals is the liver so aflatoxicosis is primarily a hepatic disease. Protracted exposure to aflatoxins may cause liver damage and necrosis, cholestasis, and hepatomas. Moreover, protracted exposure to aflatoxins has been associated with hepatocellular carcinoma, acute hepatitis, Reye's syndrome, bile duct cell proliferation, periportal fibrosis, hemorrhages, mucous membrane jaundice, fatty liver changes, cirrhosis in malnourished children, and kwashiorkor. However, aflatoxins accumulate in the presence of liver disease, and the association with hepatic cancer is confounded by the occurrence of hepatitis-B. Thus, it is not clear in these various instances whether aflatoxin is a primary cause of the disease, is an innocent bystander which accumulates secondary to the disease process, or is a contributing cause in conjunction with other factors. It is also mutagenic and teratogenic. Inhaled aflatoxins may produce pulmonary adenomatosis. Aflatoxins modify the immune system by affecting antibody formation, complement, cell-mediated immunity, and phagocytosis. (A704, L1956)

Exposure RoutesOral, dermal, inhalation, and parenteral (contaminated drugs). (A3101)
Toxicity Summary · 1 件

Aflatoxins produce singlet oxygen upon their exposure to UV (365-nm) light. Singlet oxygen in turn activates them to mutagens and DNA binding species. Aflatoxin metabolites can intercalate into DNA and alkylate the bases through their epoxide moiety, binding particularity to N7-guanine bases. In addition to randomly mutating DNA, this is thought to cause mutations in the p53 gene, an important gene in preventing cell cycle progression when there are DNA mutations, or signaling apoptosis. (L1877, A2859, A2972)

化学と産業

薬理情報

Metabolism/MetabolitesAflatoxins are metabolized in the liver by the cytochrome P-450-dependent polysubstrate mono-oxygenase system to less toxic metabolites. The main reactions in aflatoxin metabolism are hydroxylation, oxidation, and demethylation. (A2973)
Cellular LocationsCytoplasm

用途と製造

Uses · 1 件

The native habitat of Aspergillus is in soil, decaying vegetation, hay, and grains undergoing microbiological deterioration and it invades all types of organic substrates whenever conditions are favorable for its growth. Crops which are frequently affected include cereals (maize, sorghum, pearl millet, rice, wheat), oilseeds (peanut, soybean, sunflower, cotton), spices (chile peppers, black pepper, coriander, turmeric, ginger), and tree nuts (almond, pistachio, walnut, coconut, brazil nut). The toxin can also be found in the milk of animals which are fed contaminated feed. Thus, aflatoxins are usually encountered in thecontext of chronic exposure, via food intake or secondary to the handling of foodstuffs. (L1956)

応用分野 · 2 件

使用Aflatoxin G2 is the minor analogue of the green fluorescent family of bisfuranocoumarin mycotoxins produced by Aspergillus flavus and related species. Alfatoxins are one of the most potent mycotoxins known but are in fact "pre-toxins", requiring metabolic activation to the toxic principle. Aflatoxins are found widely in nature in trace amounts, particularly in grains and nuts. The toxicity of these metabolites was first recognised in the 1950s and their structures elucidated in 1963. Aflatoxins have been extensively reviewed.

一般的な説明Very light and fluffy crystalline solid. Exhibits green-blue fluorescence.

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化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
アフラトキシンG2 溶液
(3S,7R)-11-メトキシ-6,8,16,20-テトラオキサペンタシクロ[10.8.0.02,9.03,7.013,18]イコサ-1,9,11,13(18)-テトラエン-17,19-ジオン
3,4,7aα,9,10,10aα-ヘキサヒドロ-5-メトキシ-1H,12H-フロ[3′,2′:4,5]フロ[2,3-h]ピラノ[3,4-c][1]ベンゾピラン-1,12-ジオン
(7aR)-3,4,7aα,9,10,10aα-ヘキサヒドロ-5-メトキシ-1H,12H-フロ[3′,2′:4,5]フロ[2,3-h]ピラノ[3,4-c][1]ベンゾピラン-1,12-ジオン
AF G2
AFLATOXIN G2
AFLATOXIN G2(RG)
AFLATOXIN G2(RG) 10mg
AflatoxinG2,crystalline
Aflatoxin G2
Aflatoxin G2 0.5ug/ml in ACN
Aflatoxin G2 Solution, 3 Mg/L
Aflatoxin G2 solution

データベース識別子

CAS
7241-98-7
PubChem CID
23670
InChIKey
WPCVRWVBBXIRMA-WNWIJWBNSA-N
SMILES
C1(=O)OC2C3[C@]4([H])CCO[C@]4([H])OC=3C=C(OC)C=2C2CCOC(=O)C1=2
LogP
0.443 · 0.443 (est)
EPAの化学物質情報
2 · Aflatoxin G2 (7241-98-7)

化学的性質

化学的特性yellow powder

Signs and Symptoms
A broad range of symptoms can be found depending upon dosage, including, vomiting, abdominal pain, hemorrhage, and pulmonary edema. (L1879)
Carcinogen Classification1, carcinogenic to humans (L135)

安全データ

wgk
3
rtecs
LV1700000
ridadr
UN 3462 6.1/PG 1
毒性
LD50 orally in day old duckling: 172.5 mg/50 gm body wt (Carnaghan)
PRTR法
1-13
hs_code
30029090
risk_code
45-26/27/28-36-20/21/22-11-39/23/24/25-23/24/25-65-48/23/24/25-36/38-46
安衛法
57-2
消防法
危-4-1-S-II
hazard_code
T+,T,Xn,F
safety_code
53-28-36/37-45-36-26-16-7-62
hazard_class
6.1(a)
packing_group
I
毒劇物取締法
II
Hazard Classifications
Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Flam. Liq. 2
ストレージクラス
3 - Flammable liquids
有毒物質データの
7241-98-7(Hazardous Substances Data)
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