Alternariol monomethyl ether - ≥98% , CAS No.26894-49-5

CAS: 26894-49-5 Cat. No.: A275211 Molecular Weight: 272.25 EC Number: 636-657-0

GRADE & PURITY ≥98%

Synonyms

3,7-Dihydroxy-9-methoxy-1-methyl-6H-dibenzo[b,d]pyran-6-one | BS-1261 | CHEBI:141315 | Dexamfetamine-d3 Hydrochloride | 3,7-Dihydroxy-9-methoxy-1-methyl-6H-benzo[c]chromen-6-one # | 6H-DIBENZO(b,d)PYRAN-6-ONE, 3,7-DIHYDROXY-9-METHOXY-1-METHYL- | BRN 02535

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Product Application:

An alternaria mycotoxin and genotoxin, found in common edible crops. It inhibits the activity of various DNA-topoisomerases, increasing the rate of DNA strand breaks.

Specifications

Synonyms

3, 7-Dihydroxy-9-methoxy-1-methyl-6H-dibenzo[b, d]pyran-6-one | BS-1261 | CHEBI:141315 | Dexamfetamine-d3 Hydrochloride | 3, 7-Dihydroxy-9-methoxy-1-methyl-6H-benzo[c]chromen-6-one # | 6H-DIBENZO(b, d)PYRAN-6-ONE, 3, 7-DIHYDROXY-9-METHOXY-1-METHYL- | BRN 02535

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Antifungal phytotoxic compound. Inhibits electron transport chain in chloroplasts. Possesses DNA strand-breaking activity. Inhibits topoisomerase IIα activity. Active in vitro .

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CC1=CC(=CC2=C1C3=C(C(=CC(=C3)OC)O)C(=O)O2)O
• IUPAC Name: 3,7-dihydroxy-9-methoxy-1-methylbenzo[c]chromen-6-one
• InChIKey: LCSDQFNUYFTXMT-UHFFFAOYSA-N
• INCHI: 1S/C15H12O5/c1-7-3-8(16)4-12-13(7)10-5-9(19-2)6-11(17)14(10)15(18)20-12/h3-6,16-17H,1-2H3
• Isomeric SMILES: CC1=CC(=CC2=C1C3=C(C(=CC(=C3)OC)O)C(=O)O2)O
• Molecular Weight: 272.25
• Reaxy-Rn: 253553
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=253553&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Coumarins and derivatives

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Coumarins and derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Coumarins and derivatives
• Alternative Parents: Isocoumarins and derivatives 2-benzopyrans 1-benzopyrans Anisoles Pyranones and derivatives Alkyl aryl ethers 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Vinylogous acids Heteroaromatic compounds Lactones Oxacyclic compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Coumarin - Isocoumarin - Benzopyran - 2-benzopyran - 1-benzopyran - Anisole - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Pyranone - Benzenoid - Pyran - Heteroaromatic compound - Vinylogous acid - Lactone - Oxacycle - Ether - Organoheterocyclic compound - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

EGFR Tclin Epidermal growth factor receptor erbB1 (33727 Activities)

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INSR Tclin Insulin receptor (5558 Activities)

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MAOA Tclin Monoamine oxidase A (11911 Activities)

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MAOB Tclin Monoamine oxidase B (8835 Activities)

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ERBB2 Tclin Receptor protein-tyrosine kinase erbB-2 (7851 Activities)

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PDGFRB Tclin Platelet-derived growth factor receptor beta (5195 Activities)

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IGF1R Tclin Insulin-like growth factor I receptor (8605 Activities)

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CSNK2A1 Tchem Casein kinase II alpha (3512 Activities)

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SRC Tclin Tyrosine-protein kinase SRC (10310 Activities)

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AURKB Tchem Serine/threonine-protein kinase Aurora-B (6805 Activities)

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PLK1 Tchem Serine/threonine-protein kinase PLK1 (28605 Activities)

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KDR Tclin Vascular endothelial growth factor receptor 2 (20924 Activities)

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PTK2 Tclin Focal adhesion kinase 1 (4730 Activities)

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MET Tclin Hepatocyte growth factor receptor (10718 Activities)

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CDK2 Tchem Cyclin-dependent kinase 2 (9050 Activities)

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FLT4 Tclin Vascular endothelial growth factor receptor 3 (3216 Activities)

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AKT1 Tchem Serine/threonine-protein kinase AKT (9192 Activities)

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FLT3 Tclin Tyrosine-protein kinase receptor FLT3 (13481 Activities)

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TEK Tclin Tyrosine-protein kinase TIE-2 (3348 Activities)

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AURKA Tchem Serine/threonine-protein kinase Aurora-A (10240 Activities)

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PLK4 Tchem Serine/threonine-protein kinase PLK4 (1882 Activities)

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HepG2 (196354 Activities)

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BRAF Tclin Serine/threonine-protein kinase B-raf (11587 Activities)

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EPHB4 Tchem Ephrin type-B receptor 4 (3198 Activities)

Discover Target: EPHB4

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MAP3K8 Tchem Mitogen-activated protein kinase kinase kinase 8 (459 Activities)

Discover Target: MAP3K8

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NUAK1 Tchem NUAK family SNF1-like kinase 1 (1769 Activities)

Discover Target: NUAK1

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CDK4 Tclin Cyclin-dependent kinase 4/cyclin D1 (2340 Activities)

Discover Target: CDK4

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Associated Targets(non-human)

Streptococcus pneumoniae (31063 Activities)

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Pseudomonas aeruginosa (123386 Activities)

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Agrobacterium tumefaciens (620 Activities)

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Enterobacter cloacae (7976 Activities)

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Klebsiella pneumoniae (43867 Activities)

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Staphylococcus aureus (210822 Activities)

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Acinetobacter baumannii (41033 Activities)

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Escherichia coli (133304 Activities)

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Enterococcus faecium (13803 Activities)

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Bacillus subtilis (32866 Activities)

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Pichia kudriavzevii (7448 Activities)

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Aspergillus fumigatus (16427 Activities)

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Candida albicans (78123 Activities)

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L5178Y (1809 Activities)

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Pyricularia oryzae (1832 Activities)

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Xanthomonas euvesicatoria (74 Activities)

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Aspergillus ficuum (42 Activities)

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Pseudomonas amygdali pv. lachrymans (49 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO (Slightly), Methanol (Slightly, Heated)
• Sensitivity: moisture sensitive
• Boil Point(°C): ~559.2° C at 760 mmHg (Predicted)
• Melt Point(°C): 200.66° C (Predicted)
• Molecular Weight: 272.250 g/mol
• XLogP3: 3.200
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 272.068 Da
• Monoisotopic Mass: 272.068 Da
• Topological Polar Surface Area: 76.000 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 384.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1