Evodiamine - analytical standard, ≥99% , CAS No.518-17-2

CAS: 518-17-2 Cat. No.: E101966 分子式: C₁₉H₁₇N₃O 分子量: 303.36 EC番号: 637-111-4

GRADE & PURITY Analytical standard, ≥99%

Synonyms

C09187 | INDOLO(2',3':3,4)PYRIDO(2,1-B)QUINAZOLIN-5(7H)-ONE, 8,13,13B,14-TETRAHYDRO-14-METHYL-, (13BS)- | DTXSID10966123 | VS-12304 | (S)-14-methyl-8,13,13b,14-tetrahydroindolo[2',3':3,4]pyrido[2,1-b]quinazolin-5(7H)-one | (1S)-21-methyl-3,13,21-triazapen

Storage

Protected from light,Desiccated,Room temperature

Shipped In

Normal

概要

Evodiamine is a quinozole alkaloid isolated from Evodia rutaecarpa, described as an agonist of the VR1 (vanilloid receptor subtype 1, TRPV1) with affinity (Ki = 5.95 microM) comparable to that of the prototypical VR1 chemical activator Capsaicin .Evodiamine induction of 45Ca2+ uptake was competitively antagonized by the Capsaicin antagonist Capsazepine .Evodiamine is described to inhibit prostaglandin E2 synthesis, cyclooxygenase-2 induction and NF-κB activation, producing antiinflammatory effects.

Specifications

同義語

C09187 | INDOLO(2',3':3,4)PYRIDO(2,1-B)QUINAZOLIN-5(7H)-ONE, 8,13,13B,14-TETRAHYDRO-14-METHYL-, (13BS)- | DTXSID10966123 | VS-12304 | (S)-14-methyl-8,13,13b,14-tetrahydroindolo[2',3':3,4]pyrido[2,1-b]quinazolin-5(7H)-one | (1S)-21-methyl-3,13,21-triazapen

仕様と純度

analytical standard, ≥99%

生化学的・生理学的メカニズム

The interferon-γ priming signal regulating the transcriptional activation of the iNOS gene is blocked by Evodiamine, suppressing iNOS protein synthesis but not affecting iNOS function. Evodiamine also demonstrates antiangiogenesis through inhibition of va

保管条件

Protected from light,Desiccated,Room temperature

入荷

Normal

等級

分析用標準物質

注

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. Toxic, refer to SDS for further information. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

純度

≥99%

名前と識別子

パブケム・シド

504758777

パブケム・シド・ウル

https://pubchem.ncbi.nlm.nih.gov/substance/504758777

カノニカル・スマイル

CN1C2C3=C(CCN2C(=O)C4=CC=CC=C41)C5=CC=CC=C5N3

IUPAC Name

(1S)-21-methyl-3,13,21-triazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,15,17,19-heptaen-14-one

InChIKey

TXDUTHBFYKGSAH-SFHVURJKSA-N

INCHI

1S/C19H17N3O/c1-21-16-9-5-3-7-14(16)19(23)22-11-10-13-12-6-2-4-8-15(12)20-17(13)18(21)22/h2-9,18,20H,10-11H2,1H3/t18-/m0/s1

異性体SMILES

CN1[C@@H]2C3=C(CCN2C(=O)C4=CC=CC=C41)C5=CC=CC=C5N3

分子量

303.36

Reaxy-Rn

94484

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=94484&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • 分類 Indoles and derivatives
      • Subclass Pyridoindoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• 分類: Indoles and derivatives
• Subclass: Pyridoindoles
• Intermediate Tree Nodes: Not available
• Direct Parent: Beta carbolines
• Alternative Parents: Quinazolines 3-alkylindoles Dialkylarylamines Benzenoids Vinylogous amides Tertiary carboxylic acid amides Pyrroles Heteroaromatic compounds Lactams Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Beta-carboline - Diazanaphthalene - Quinazoline - 3-alkylindole - Indole - Dialkylarylamine - Benzenoid - Pyrrole - Tertiary carboxylic acid amide - Vinylogous amide - Heteroaromatic compound - Lactam - Carboxamide group - Carboxylic acid derivative - Azacycle - Organic oxide - Organic nitrogen compound - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Hydrocarbon derivative - Aromatic heteropolycyclic compound
• 説明: This compound belongs to the class of organic compounds known as beta carbolines. These are compounds containing a 9H-pyrido[3,4-b]indole moiety.
• External Descriptors: Quinazoline alkaloids

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

関連ターゲット（人間）

PDE5A Tclin Phosphodiesterase 5A (5113 Activities)

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TOP1 Tclin DNA topoisomerase I (7553 Activities)

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MCF7 (126967 Activities)

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A549 (127892 Activities)

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HCT-116 (91556 Activities)

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HepG2 (196354 Activities)

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MDA-MB-435 (38290 Activities)

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SIRT3 Tchem NAD-dependent deacetylase sirtuin 3 (1285 Activities)

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SIRT2 Tchem NAD-dependent deacetylase sirtuin 2 (3979 Activities)

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SIRT1 Tchem NAD-dependent deacetylase sirtuin 1 (3505 Activities)

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EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)

Discover Target: EHMT2

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MSTO-211H (316 Activities)

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関連ターゲット（非人間）

rep Replicase polyprotein 1ab (378 Activities)

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作用メカニズム

化学的性質と物理的性質

• 溶解度: Soluble in DMSO (5 mg/mL,warm to 40°C), water (<1 mg/mL) at 25 °C, and ethanol (<1 mg/mL) at 25 °C
• 感度: Light sensitive.
• 融点（°C）: 278°C
• 分子量: 303.400 g/mol
• XLogP3: 3.100
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 303.137 Da
• Monoisotopic Mass: 303.137 Da
• Topological Polar Surface Area: 39.300 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 495.000
• 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