(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

• ChemBase ID: 155223
• Molecular Formular: C17H12O7
• Molecular Mass: 328.27298
• Monoisotopic Mass: 328.05830272
• SMILES: COc1cc2c(c3c1c1c(c(=O)o3)C(=O)CC1)[C@@]1(C=CO[C@@H]1O2)O
• Canonical SMILES: COc1cc2O[C@@H]3[C@@](c2c2c1c1CCC(=O)c1c(=O)o2)(O)C=CO3
• 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

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,7R)-3-hydroxy-11-methoxy-6,8,19-trioxapentacyclo[10.7.0.0^2,^9.0^3,^7.0^1^3,^1^7]nonadeca-1,4,9,11,13(17)-pentaene-16,18-dione
• IUPAC Traditional name: (3R,7R)-3-hydroxy-11-methoxy-6,8,19-trioxapentacyclo[10.7.0.0^2,^9.0^3,^7.0^1^3,^1^7]nonadeca-1,4,9,11,13(17)-pentaene-16,18-dione
• Synonyms: Aflatoxin M1; Aflatoxin M1 solution; Aflatoxin M1 solution; Aflatoxin M1 standard solution; (6aR,9aR)-2,3,6a,9a-Tetrahydro-9a-hydroxy-4-methoxy-cyclopenta[c]furo[3’,2’:4,5]furo[2,3-h][1]benzopyran-1,11-dione; AFM1; Aflatoxin M1; 黄曲霉素 M1 溶液; 黄曲霉素 M1 溶液; 黄曲霉素 M1 标准品 溶液

Database IDs

• CAS Number: 6795-23-9
• EC Number: 200-835-2; 229-865-4
• MDL Number: MFCD00871812
• Beilstein Number: 1630643
• PubChem SID: 24891088; 24860795; 24892227; 162249361
• PubChem CID: 15558498

CALCULATED PROPERTIES

• Acid pKa: 11.424946
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 0.9292
• LogD (pH = 7.4): 0.9291596
• Log P: 0.92920053
• Molar Refractivity: 79.673 cm^3
• Polarizability: 30.865665 Å^3
• Polar Surface Area: 91.29 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Off-White Solid
• Melting Point: >250°C (dec.)
• Flash Point: 2 °C; 35.6 °F

Safety Information

• Storage Condition: -20°C Freezer
• European Hazard Symbols: Flammable (F); Highly toxic (T+); Harmful (Xn)
• UN Number: 1648; 3462
• German water hazard class: 2; 3
• Hazard Class: 3; 6.1
• Packing Group: 1; 2
• Risk Statements: 11-20/21/22-36; 45-26/27/28
• Safety Statements: 16-36/37; 53-28-36/37-45
• GHS Pictograms: GHS02; GHS06; GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H302-H312-H319-H332; H300-H310-H330-H350
• GHS Precautionary statements: P201-P260-P264-P280-P284-P301 + P310; P210-P280-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1648 3/PG 2; UN 3462 6.1/PG 1
• Storage Temperature: -20°C; 2-8°C

Product Information

• Concentration: 0.5 μg/mL in acetonitrile; 9.93 μg/mL in chloroform
• Grade: analytical standard, for environmental analysis; BCR® certified Reference Material
• Biological Source: from Aspergillus flavus
• Empirical Formula (Hill Notation): C17H12O7

DETAILS

Sigma Aldrich - A6428

Biochem/physiol Actions
Hepatocarcinogen.
Preparation Note
Aspergillus flavus metabolite.
Warning
Possibly carcinogenic.
Application
Aflatoxin M1 is both a hepatotoxic and hepatocarcinogenic mycotoxin that has been shown to cause immunosuppression in animals.

Sigma Aldrich - BCR423RM

Other Notes
material produced by BCR®
Packaging
Sealed ampule containing ~2.5 ml
Legal Information
BCR is a registered trademark of European Commission

Sigma Aldrich - 34031

General description
Certan Vial

Toronto Research Chemicals - A357500

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. Aflatoxins are toxic metabolites found in foods and f

REFERENCES

• Markaki, P., et al.: Food Addit. Contam., 14, 451 (1997)
• Rakow, N., et al.: Nature, 406, 710 (1997)
• Bertran, E., et al.: Anal. Chim. Acta, 431, 303 (1997)
• Hassouan, M., et al.: Anal. Lett., 40, 779 (1997)
• Zinedine, A., et al.: Int. J. Food Microbiol.,