(R)-(−)-Mellein - ≥98% , CAS No.480-33-1

CAS: 480-33-1 Cat. No.: M695544 Molecular Weight: 178.18 PubChem CID: 114679

GRADE & PURITY ≥98%

Synonyms

3,4-dihydro-8-hydroxy-3-methyl-1H-2-benzopyran-1-one | Mellein | (R)-Mellein | Ochracin

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

(R)-(−)-Mellein is an antibiotic isolated from culture fluids of this Aspergillus. (R)-(−)-Mellein is a dihydroisocoumarin compound produced by A. ochraceus Wilhelm. It has a variety of biological activities including antibacterial, antimalarial, antifungal, and anticancer effects. (R)-(−)-Mellein inhibits proliferation of human breast cancer (MCF-7 and MDA-MB-468) and melanoma (SK-MEL-28 and Malme-3M) cell lines with IC50 values greater than 200 μM.

Specifications

Synonyms

3, 4-dihydro-8-hydroxy-3-methyl-1H-2-benzopyran-1-one | Mellein | (R)-Mellein | Ochracin

Specifications & Purity

≥98%

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.

Purity

≥98%

Product Properties

• ALogP: 2.4

Names and Identifiers

• Canonical Smiles: CC1CC2=C(C(=CC=C2)O)C(=O)O1
• IUPAC Name: (3R)-8-hydroxy-3-methyl-3,4-dihydroisochromen-1-one
• InChIKey: KWILGNNWGSNMPA-ZCFIWIBFSA-N
• INCHI: 1S/C10H10O3/c1-6-5-7-3-2-4-8(11)9(7)10(12)13-6/h2-4,6,11H,5H2,1H3/t6-/m1/s1
• Isomeric SMILES: C[C@@H]1CC2=C(C(=CC=C2)O)C(=O)O1
• PubChem CID: 114679
• Molecular Weight: 178.18

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzopyrans
      • Subclass 2-benzopyrans

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzopyrans
• Subclass: 2-benzopyrans
• Intermediate Tree Nodes: Not available
• Direct Parent: 2-benzopyrans
• Alternative Parents: 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Vinylogous acids Lactones Carboxylic acid esters Oxacyclic compounds Monocarboxylic acids and derivatives Organooxygen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 2-benzopyran - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Benzenoid - Vinylogous acid - Lactone - Carboxylic acid ester - Oxacycle - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 2-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 2-position.
• 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)

MAOA Tclin Monoamine oxidase A (11911 Activities)

Discover Target: MAOA

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

MAOB Tclin Monoamine oxidase B (8835 Activities)

Discover Target: MAOB

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Associated Targets(non-human)

Staphylococcus aureus (210822 Activities)

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Escherichia coli (133304 Activities)

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Saccharomyces cerevisiae (19171 Activities)

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Priestia megaterium (1154 Activities)

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Mycolicibacterium smegmatis (8003 Activities)

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Microbotryum violaceum (192 Activities)

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Choristoneura fumiferana (12 Activities)

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Lepidium sativum (398 Activities)

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Aspergillus pseudoglaucus (84 Activities)

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Medicago sativa (511 Activities)

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Mycotypha microspora (91 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 178.180 g/mol
• XLogP3: 2.400
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 178.063 Da
• Monoisotopic Mass: 178.063 Da
• Topological Polar Surface Area: 46.500 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 214.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• 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