DIMBOA - ≥95% , CAS No.15893-52-4

CAS: 15893-52-4 Cat. No.: D334306 Molecular Weight: 211.17 Beilstein Registry Number: 1078658

GRADE & PURITY ≥95%

Synonyms

DIMBOA | 2,4-dihydroxy-7-methoxy-4H-[1,4]benzoxazin-3-one | 2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one | AKOS024385514 | C04720 | HBO | 2,4-Dihydroxy-7-methoxy-1,4-benzoxazin-3-one | Q1748422 | GDNZNIJPBQATCZ-

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

DIMBOA is a benzoxazinoid originating from graminaceous plant sources, including maize, wheat, and rye. DIMBOA has antibiotic activity. In addition to antibiotic activity, DIMBOA has growth inhibitory properties against many strains of studied bacteria and fungi. DIMBOA has potent free-radical scavenging ability, and a weaker iron (III) ions reducing activity.

Specifications

Synonyms

DIMBOA | 2, 4-dihydroxy-7-methoxy-4H-[1, 4]benzoxazin-3-one | 2, 4-dihydroxy-7-methoxy-1, 4-benzoxazin-3-one2, 4-dihydroxy-7-methoxy-1, 4-benzoxazin-3-one | AKOS024385514 | C04720 | HBO | 2, 4-Dihydroxy-7-methoxy-1, 4-benzoxazin-3-one | Q1748422 | GDNZNIJPBQATCZ-

Specifications & Purity

≥95%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Action Type

INHIBITOR

Purity

≥95%

Names and Identifiers

• Canonical Smiles: COC1=CC2=C(C=C1)N(C(=O)C(O2)O)O
• IUPAC Name: 2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one
• InChIKey: GDNZNIJPBQATCZ-UHFFFAOYSA-N
• INCHI: 1S/C9H9NO5/c1-14-5-2-3-6-7(4-5)15-9(12)8(11)10(6)13/h2-4,9,12-13H,1H3
• Isomeric SMILES: COC1=CC2=C(C=C1)N(C(=O)C(O2)O)O
• Molecular Weight: 211.17
• Beilstein: 1078658
• Reaxy-Rn: 1078658
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1078658&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzoxazines
      • Subclass Benzoxazinones

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzoxazines
• Subclass: Benzoxazinones
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzoxazinones
• Alternative Parents: Benzomorpholines Anisoles Alkyl aryl ethers Hydroxamic acids Hemiacetals Oxacyclic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Benzoxazinone - Benzomorpholine - Anisole - Alkyl aryl ether - Benzenoid - Oxazinane - Hemiacetal - Hydroxamic acid - Carboxylic acid derivative - Oxacycle - Azacycle - Ether - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Carbonyl group - Organic oxide - Organopnictogen compound - Organic oxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as benzoxazinones. These are organic compounds containing a benzene fused to an oxazine ring (a six-member aliphatic ring with four carbon atoms, one oxygen atom, and one nitrogen atom) bearing a ketone group.
• External Descriptors: aromatic ether - benzoxazine - cyclic hydroxamic acid - lactol

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(non-human)

Staphylococcus aureus (210822 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Escherichia coli (133304 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Candida albicans (78123 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Refractive Index: n20D1.66 (Predicted)
• Boil Point(°C): ~461.3° C at 760 mmHg (Predicted)
• Melt Point(°C): 156-158° C
• Molecular Weight: 211.170 g/mol
• XLogP3: 0.000
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 211.048 Da
• Monoisotopic Mass: 211.048 Da
• Topological Polar Surface Area: 79.200 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 259.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1