Casticin - Moligand™,≥98%(HPLC),from Vitex trifolia , CAS No.479-91-4

CAS: 479-91-4 Cat. No.: C485965 Molecular Weight: 374.34

GRADE & PURITY Moligand™, ≥98%(HPLC), from Vitex trifolia

Synonyms

DB11953 | s9288 | Casticin, primary pharmaceutical reference standard | Casticin | CASTICIN [USP-RS] | Casticin, analytical standard | 5,3'-dihydroxy-3,6,7,4'-tetramethoxyflavone | AC-6085 | MFCD00210481 | Casticin(Vitexicarpin) | 5-hydroxy-2-(3-hydroxy-4

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

Description

Casticin is one of the flavonoids present in the traditional Chinese medicineInula japonicaThunb. It is a polymethyl compound with three rings, a catechol moiety at ortho position, one double bond, two hydroxyl groups, and four methoxy groups. It has been isolated from the fruits, seeds, and leaves of variousVitexspecies.Casticin fromVitex trifoliais used to study its mechanisms of action as an antiiflammatory and anticancer agent via processes such as TRAIL-induced apoptosis, cell cycle arrest, ROS generation, and glutathione (GSH) depletion.

Specifications

Synonyms

DB11953 | s9288 | Casticin, primary pharmaceutical reference standard | Casticin | CASTICIN [USP-RS] | Casticin, analytical standard | 5, 3'-dihydroxy-3, 6, 7, 4'-tetramethoxyflavone | AC-6085 | MFCD00210481 | Casticin(Vitexicarpin) | 5-hydroxy-2-(3-hydroxy-4

Specifications & Purity

Moligand™, ≥98%(HPLC), from Vitex trifolia

Storage

Store at 2-8°C

Shipped In

Wet ice

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

Grade

Moligand™

Action Type

INHIBITOR

Purity

≥98%(HPLC)

Names and Identifiers

• Canonical Smiles: COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C(=C(C=C3O2)OC)OC)O)OC)O
• IUPAC Name: 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,6,7-trimethoxychromen-4-one
• InChIKey: PJQLSMYMOKWUJG-UHFFFAOYSA-N
• INCHI: 1S/C19H18O8/c1-23-11-6-5-9(7-10(11)20)17-19(26-4)16(22)14-12(27-17)8-13(24-2)18(25-3)15(14)21/h5-8,20-21H,1-4H3
• Isomeric SMILES: COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C(=C(C=C3O2)OC)OC)O)OC)O
• Molecular Weight: 374.34
• Reaxy-Rn: 1300392
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1300392&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Flavonoids
      • Subclass O-methylated flavonoids

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Flavonoids
• Subclass: O-methylated flavonoids
• Intermediate Tree Nodes: Not available
• Direct Parent: 7-O-methylated flavonoids
• Alternative Parents: 3-O-methylated flavonoids 4'-O-methylated flavonoids 6-O-methylated flavonoids 3'-hydroxyflavonoids 5-hydroxyflavonoids Flavones 3-methoxychromones Methoxyphenols Methoxybenzenes Anisoles Phenoxy compounds 1-hydroxy-2-unsubstituted benzenoids Alkyl aryl ethers 1-hydroxy-4-unsubstituted benzenoids Pyranones and derivatives Heteroaromatic compounds Vinylogous acids Oxacyclic compounds Hydrocarbon derivatives Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 3-methoxyflavonoid-skeleton - 4p-methoxyflavonoid-skeleton - 6-methoxyflavonoid-skeleton - 7-methoxyflavonoid-skeleton - 3'-hydroxyflavonoid - 5-hydroxyflavonoid - Flavone - Hydroxyflavonoid - 3-methoxychromone - Chromone - Benzopyran - Methoxyphenol - 1-benzopyran - Phenoxy compound - Anisole - Methoxybenzene - Phenol ether - Pyranone - Phenol - Alkyl aryl ether - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Benzenoid - Pyran - Monocyclic benzene moiety - Vinylogous acid - Heteroaromatic compound - Organoheterocyclic compound - Oxacycle - Ether - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone.
• External Descriptors: Flavones and Flavonols

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)

HL-60 (67320 Activities)

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Col2 (437 Activities)

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HCT-116 (91556 Activities)

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HUVEC (11049 Activities)

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KB (17409 Activities)

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LNCaP (8286 Activities)

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Associated Targets(non-human)

Pseudomonas aeruginosa (123386 Activities)

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Staphylococcus aureus (210822 Activities)

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Escherichia coli (133304 Activities)

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Bacillus subtilis (32866 Activities)

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Mycobacterium tuberculosis (203094 Activities)

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Mycolicibacterium smegmatis (8003 Activities)

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Candida albicans (78123 Activities)

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PC-12 (7051 Activities)

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RAW264.7 (28094 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: ethanol: 1mg/mL, clear, colorless to light yellow
• Molecular Weight: 374.300 g/mol
• XLogP3: 3.100
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 374.1 Da
• Monoisotopic Mass: 374.1 Da
• Topological Polar Surface Area: 104.000 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 576.000
• 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