Gartanin - Moligand™,≥99% , CAS No.33390-42-0

CAS: 33390-42-0 Cat. No.: G651116 Molecular Weight: 396.44 PubChem CID: 5281633

GRADE & PURITY Moligand™, ≥99%

Synonyms

CHEBI:5279 | Q-100408 | DTXSID20187024 | 1,3,5,8-Tetrahydroxy-2,4-diprenylxanthone | 9H-Xanthen-9-one, 1,3,5,8-tetrahydroxy-2,4-bis(3-methyl-2-butenyl)- | Q27106703 | MK212HYDROCHLORIDE | 1,3,5,8-Tetrahydroxy-2,4-bis(3-methyl-2-butenyl)-9H-xanthen-9-one,

Storage

Protected from light,Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Overview

Gartanin is a natural xanthone of mangosteen, with antioxidant, anti-inflammatory, antifungal, neuroprotective and antineoplastic properties. Gartanin induces cell cycle arrest and autophagy and suppresses migration in human glioma cells.

In Vitro

Gartanin is a potential agent against glutamate-induced oxidative injury partially through increasing Nrf-2-independed HO-1 and AMPK/SIRT1/PGC-1α signaling pathways. Gartanin induces cell cycle arrest and autophagy and suppresses migration involving PI3K/Akt/mTOR and MAPK signalling pathway in human glioma cells. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

Specifications

Synonyms

CHEBI:5279 | Q-100408 | DTXSID20187024 | 1, 3, 5, 8-Tetrahydroxy-2, 4-diprenylxanthone | 9H-Xanthen-9-one, 1, 3, 5, 8-tetrahydroxy-2, 4-bis(3-methyl-2-butenyl)- | Q27106703 | MK212HYDROCHLORIDE | 1, 3, 5, 8-Tetrahydroxy-2, 4-bis(3-methyl-2-butenyl)-9H-xanthen-9-one,

Specifications & Purity

Moligand™, ≥99%

Biochemical and Physiological Mechanisms

Gartanin is a natural xanthone of mangosteen, with antioxidant, anti-inflammatory, antifungal , neuroprotective and antineoplastic properties. Gartanin induces cell cycle arrest and autophagy and suppresses migration in human glioma cells.

Storage

Protected from light, Store at -20°C, Desiccated

Shipped In

Ice chest + Ice pads

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

Grade

Moligand™

Purity

≥99%

Names and Identifiers

• Canonical Smiles: CC(=CCC1=C(C(=C2C(=C1O)C(=O)C3=C(C=CC(=C3O2)O)O)CC=C(C)C)O)C
• IUPAC Name: 1,3,5,8-tetrahydroxy-2,4-bis(3-methylbut-2-enyl)xanthen-9-one
• InChIKey: OJXQLGQIDIPMTE-UHFFFAOYSA-N
• INCHI: 1S/C23H24O6/c1-11(2)5-7-13-19(26)14(8-6-12(3)4)22-18(20(13)27)21(28)17-15(24)9-10-16(25)23(17)29-22/h5-6,9-10,24-27H,7-8H2,1-4H3
• Isomeric SMILES: CC(=CCC1=C(C(=C2C(=C1O)C(=O)C3=C(C=CC(=C3O2)O)O)CC=C(C)C)O)C
• PubChem CID: 5281633
• Molecular Weight: 396.44

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzopyrans
      • Subclass 1-benzopyrans
        • Level5 Dibenzopyrans
          • Level6 Xanthenes
            • Level7 Xanthones
              • Level8 4-prenylated xanthones

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzopyrans
• Subclass: 1-benzopyrans
• Intermediate Tree Nodes: Dibenzopyrans - Xanthenes - Xanthones
• Direct Parent: 4-prenylated xanthones
• Alternative Parents: 2-prenylated xanthones Chromones Pyranones and derivatives 1-hydroxy-2-unsubstituted benzenoids Vinylogous acids Heteroaromatic compounds Polyols Oxacyclic compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 2-prenylated xanthone - 4-prenylated xanthone - Chromone - 1-hydroxy-2-unsubstituted benzenoid - Pyranone - Pyran - Benzenoid - Heteroaromatic compound - Vinylogous acid - Polyol - Oxacycle - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 4-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 4-position. Xanthone is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring that carries a ketone group.
• External Descriptors: xanthenes

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)

CYP19A1 Tclin Cytochrome P450 19A1 (6099 Activities)

Discover Target: CYP19A1

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NFKB1 Tclin Nuclear factor NF-kappa-B p105 subunit (1459 Activities)

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CEM-SS (2428 Activities)

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HT-29 (80576 Activities)

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MCF7 (126967 Activities)

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Bel-7402 (4577 Activities)

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RELA Tchem Nuclear factor NF-kappa-B p65 subunit (627 Activities)

Discover Target: RELA

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TNFRSF10B Tbio Tumor necrosis factor receptor superfamily member 10B (15 Activities)

Discover Target: TNFRSF10B

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IDH1 Tclin Isocitrate dehydrogenase [NADP] cytoplasmic (40980 Activities)

Discover Target: IDH1

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Associated Targets(non-human)

Salmonella typhimurium (15756 Activities)

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Staphylococcus aureus (210822 Activities)

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Escherichia coli (133304 Activities)

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Plasmodium falciparum (966862 Activities)

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Human immunodeficiency virus 1 (70413 Activities)

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nanH Sialidase (337 Activities)

Discover Target: nanH

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Alternaria alternata (757 Activities)

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Drechslera (102 Activities)

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Fusarium oxysporum f. sp. vasinfectum (242 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO : 125 mg/mL (315.31 mM; Need ultrasonic)
• Molecular Weight: 396.400 g/mol
• XLogP3: 5.900
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 396.157 Da
• Monoisotopic Mass: 396.157 Da
• Topological Polar Surface Area: 107.000 Ų
• Heavy Atom Count: 29
• Formal Charge: 0
• Complexity: 662.000
• 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