Aflatoxin M1
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Aflatoxin M1
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CAS No:
6795-23-9
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Formula:
C17H12O7
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Chemical Name:
Aflatoxin M1
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Synonyms:
Cyclopenta[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,9aR)-;Cyclopenta[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)-;1-Cyclopentene-1-carboxylic acid,2-(3a,8a-dihydro-3a,4-dihydroxy-6-methoxyfuro[2,3-b]benzofuran-5-yl)-5-oxo-,δ-lactone;(6aR,9aR)-2,3,6a,9a-Tetrahydro-9a-hydroxy-4-methoxycyclopenta[c]furo[3′,2′:4,5]furo[2,3-h][1]benzopyran-1,11-dione;AFM1;Aflatoxin M1
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CAS No:
Description
Aflatoxin M1 is a major metabolite of Aflatoxin B1. Aflatoxin M1 is a mycotoxin produced by the fungi Aspergillus flavus and Aspergillus parasiticus. The level of toxicity associated with Aflatoxin is Aflatoxin B1>Aflatoxin M1>Aflatoxin G1>Aflatoxin B2>Aflatoxin M2>Aflatoxin G2[1].
Solid
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, a human xenobiotic metabolite and an Aspergillus metabolite. It is an aflatoxin, an aromatic ether, a tertiary alcohol and an aromatic ketone. It derives from an aflatoxin B1.|A 4-hydroxylated metabolite of AFLATOXIN B1, one of the MYCOTOXINS from ASPERGILLUS tainted food. It is associated with LIVER damage and cancer resulting from its P450 activation to the epoxide which alkylates DNA. Toxicity depends on the balance of liver enzymes that activate it (CYTOCHROME P-450) and others that detoxify it (GLUTATHIONE S TRANSFERASE) (Pharmac Ther 50.443 1991). Primates and rat are sensitive while mouse and hamster are tolerant (Canc Res 29.236 1969).
Characteristics
95.20000
-0.35
Solid
1.7±0.1 g/cm3
299 °C
644.3±55.0 °C at 760 mmHg
11 °C
1.718
2-8°C
Oral-rat LDL0:1.50 mg/kg
Flammable; burning releases irritating fumes
D -280° (c = 0.1 in DMF)
166 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine]|179.5 Ų [M+Na]+ [CCS Type: TW, Method: calibrated with polyalanine]|177.8 Ų [M+K]+ [CCS Type: TW, Method: calibrated with polyalanine]|173.78 Ų [M-H]-
Safety Information
I
6.1(a)
UN 3462 6.1/PG 1
3
26/27/28-40-39/23/24/25-23/25-23/24/25-11-36-20/21/22-45
53-22-36/37/39-45-24-16-7-36-26-36/37-28
GY1880000
T+,T,F,Xn
Treasury is ventilated, low temperature and dry; stored separately from food materials
P201-P260-P264-P280-P284-P301 + P310
H300-H310-H330-H350
|Danger|H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]|P201, P202, P260, P262, P264, P270, P271, P280, P281, P284, P301+P310, P302+P350, P304+P340, P308+P313, P310, P320, P321, P322, P330, P361, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 4 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Drug Information
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) (See all compounds classified as Poisons.)
Aflatoxin M1 is a known human metabolite of aflatoxin b1.
4 Hydroxyaflatoxin B1
Aflatoxin M1 Use and Manufacturing
An 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.
Food Contaminant -> MYCOTOXIN;
Computed Properties
Molecular Weight:328.27
XLogP3:0.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:1
Exact Mass:328.05830272
Monoisotopic Mass:328.05830272
Topological Polar Surface Area:91.3
Heavy Atom Count:24
Complexity:695
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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