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Aflatoxin M1

HCID 15558498
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
6795-23-9
표준 SMILES
COc1cc2c(c3oc(=O)c4c(c13)CCC4=O)[C@]1(O)C=CO[C@@H]1O2
InChIKey
MJBWDEQAUQTVKK-IAGOWNOFSA-N
분자식
C17H12O7
평균 분자량
328.27 g/mol
단동위원소 질량
328.05830272

개요

Aflatoxin M1 is a member of the class of aflatoxins that is aflatoxin B1 in which the hydrogen at position 9a is replaced by a hydroxy group. It has a role as a mammalian metabolite, an Aspergillus metabolite and a human xenobiotic metabolite. It is an aflatoxin, a tertiary alcohol, an aromatic ether and an aromatic ketone. It is functionally related to an aflatoxin B1.

이름 및 식별자

우선 이름
Aflatoxin M1
IUPAC
(3R,7R)-3-hydroxy-11-methoxy-6,8,19-trioxapentacyclo[10.7.0.02,9.03,7.013,17]nonadeca-1,4,9,11,13(17)-pentaene-16,18-dione
영어명
AFLATOXIN M1
분자식
C17H12O7
분자량
328.27

이름 및 동의어

AFLATOXIN M16795-23-94-Hydroxyaflatoxin B1AFM1Aflatoxin MCHEBI:78576DTXSID40891797I3020O28I3(3R,7R)-3-hydroxy-11-methoxy-6,8,19-trioxapentacyclo[10.7.0.02,9.03,7.013,17]nonadeca-1,4,9,11,13(17)-pentaene-16,18-dioneAflatoxin M(1)4 Hydroxyaflatoxin B1Cyclopenta(c)furo(3',2':4,5)furo(2,3-h)(1)benzopyran-1,11-dione, 2,3,6a,9a-tetrahydro-9a-hydroxy-4-methoxy-, (6aR-cis)-
이름 더 보기
Aflatoxin M1 In AcetonitrileAF M1ALFATOXINM14-HydroxyaflatoAflatoxin M1, >13C17-Aflatoxin M1aflatoxin m1solution4-hydroxyaflatoxinb1
(3R,7R)-3-hydroxy-11-methoxy-6,8,19-trioxapentacyclo(10.7.0.0^(2,9).0^(3,7).0^(13,17))nonadeca-1,4,9,11,13(17)-pentaene-16,18-dione(3R,7R)-3-hydroxy-11-methoxy-6,8,19-trioxapentacyclo(10.7.0.02,9.03,7.013,17)nonadeca-1,4,9,11,13(17)-pentaene-16,18-dione(3R,7R)-3-hydroxy-11-methoxy-6,8,19-trioxapentacyclo[10.7.0.0^{2,9}.0^{3,7}.0^{13,17}]nonadeca-1,4,9,11,13(17)-pentaene-16,18-dioneRefChem:110037DTXCID001031034229-865-43-hydroxy-11-methoxy-6,8,19-trioxapentacyclo(10.7.0.02,9.03,7.013,17)nonadeca-1(12),2(9),4,10,13(17)-pentaene-16,18-dione25325-49-9

물성

구조 계산 물성

XLogP
0.5
극성 표면적
91.3 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
7
회전 가능 결합 수
1
무거운 원자 수
24
형식 전하
0
복잡도
695

실험 및 물리화학적 성질

Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point299 °C
Physical DescriptionSolid
Collision Cross Section · 2건

177.8 Ų [M+K]+ [CCS Type: TW; Method: calibrated with polyalanine]

173.78 Ų [M-H]-

물리화학적 성질

녹는점
299 ℃ · 299℃
끓는 점
386.03 °C · 386.03°C (rough estimate)
밀도
1.3358 · 1.3358 (rough estimate)
굴절률
1.479 · 1.4790 (estimate)
인화점
11 °C · 11 °C
저장 조건
2 · 2-8°C
용해도
1 · Acetonitrile:Methanol (1:1): 1 mg/ml
물리적 상태
백색 내지 황색 분말.
산도 계수 (pKa)
10.76 · 10.76±0.20(Predicted)
색상
White to off-white
BRN
1630643 · 1630643

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 4건

Danger

H300+H310+H330 (20%): Fatal if swallowed, in contact with skin or if inhaled [Danger Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]

P203, P260, P262, P264, P270, P271, P280, P284, P301+P316, P302+P352, P304+P340, P316, P318, P320, P321, P330, P361+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 5 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory InformationRegulation (EC) No 178/2002 (amended)
Hazard Classes and CategoriesAcute Tox. 1 (100%)

독성 정보

Treatment · 1건

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 · 1건

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)

화학 및 산업

약리 정보

Metabolism/Metabolites · 2건

Aflatoxin M1 is a known human metabolite of aflatoxin b1.

Aflatoxin M1 is P450 activated to its epoxide and detoxified by glutathione S transferase. [Pubchem] (A2972)

MeSH Pharmacological Classification · 1건

Substances which, when ingested, inhaled, or absorbed, or when applied to, injected into, or developed within the body in relatively small amounts may, by their chemical action, cause damage to structure or disturbance of function. (From Dorland, 27th ed)

Cellular LocationsCytoplasm

용도 및 제조

Uses · 1건

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)

Use ClassificationFood Contaminant -> MYCOTOXIN -> JECFA Functional Classes

응용 분야

용도An Aspergillus flavus metabolite. Aflatoxin M1 in milk as a secondary metabolite of the Aflatoxin B1 formed in moldy forages. It is cancerogenic, hepatotoxic, and immunosuppressive in animals and man.

일반 설명Certan Vial

공급사59 곳

관련 반응

1건
반응 기록 만들기
HRID 1762967 반응식
HRID 1762967생성물로uspto-grants-1989_05

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트

데이터베이스 식별자

CAS
6795-23-9
PubChem CID
15558498
DTXSID
DTXSID40891797
ChEBI
CHEBI:78576
UNII
I3020O28I3
EC Number
229-865-4
Nikkaji
J5.140C
주요 응용
청소용품화장품음식 및 음료개인 위생 관리
InChI
InChI=1S/C17H12O7/c1-21-9-6-10-13(17(20)4-5-22-16(17)23-10)14-12(9)7-2-3-8(18)11(7)15(19)24-14/h4-6,16,20H,2-3H2,1H3/t16-,17-/m1/s1
InChIKey
MJBWDEQAUQTVKK-IAGOWNOFSA-N
SMILES
C1(=O)OC2C3[C@]4(O)C=CO[C@]4([H])OC=3C=C(OC)C=2C2CCC(=O)C1=2

화학적 성질

Solid

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

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 M1 is P450 activated to its epoxide. 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)

Signs and SymptomsA broad range of symptoms can be found depending upon dosage, including, vomiting, abdominal pain, hemorrhage, and pulmonary edema. (L1879)
Carcinogen Classification2B, possibly carcinogenic to humans. (L135)

안전 데이터

wgk
3
rtecs
GY1880000
ridadr
UN 3462 6.1/PG 1
독성
LD50 orally in day old Pekin ducklings: 16.6 mg/duckling (Holzapfel, Steyn)
HS 번호
29322090
risk_code
26/27/28-40-39/23/24/25-23/25-23/24/25-11-36-20/21/22-45
hazard_code
T+,T,F,Xn
safety_code
53-22-36/37/39-45-24-16-7-36-26-36/37-28
포장분류
I
위험 등급
6.1(a)
F 고인화성물질
10-23
Hazard Classifications
Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Flam. Liq. 2
스토리지 클래스
3 - Flammable liquids
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추가 설명

정의ChEBI: A member of the class of aflatoxins that is aflatoxin B1 in which the hydrogen at position 9a is replaced by a hydroxy group.