Andrograpanin - Moligand™, ≥98% , CAS No.82209-74-3

CAS: 82209-74-3 Cat. No.: A334598 Peso molecular: 318.45

GRADE & PURITY Moligand™, ≥98%

Synonyms

3-[2-[(1R,4aS,5R,8aS)-Decahydro-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenyl]ethyl]-2(5H)-furanone, ent-19-Hydroxy-8(17),13-labdadien-16,15-olide | 3,14-Dideoxyandrographolide | 3-[2-[(1R,4aS,5R,8aS)-Decahydro-5-(hydroxymethyl)-5,8a-dimethyl

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Descripción general

Andrograpanin is a bioactive compound from Andrographis paniculata. Andrograpanin has anti-inflammatory and anti-infectious properties. 

In vitro：

Andrograpanin boosts the movement of leukocytes towards higher concentrations of the chemokine SDF-1α in Jurkat, THP-1, and PBL cells, demonstrating its ability to enhance chemotaxis. Additionally, it exhibits anti-inflammatory effects by inhibiting the p38 MAPKs signaling pathways in macrophage cells stimulated with lipopolysaccharide

Specifications

Sinónimos

3-[2-[(1R, 4aS, 5R, 8aS)-Decahydro-5-(hydroxymethyl)-5, 8a-dimethyl-2-methylene-1-naphthalenyl]ethyl]-2(5H)-furanone, ent-19-Hydroxy-8(17), 13-labdadien-16, 15-olide | 3, 14-Dideoxyandrographolide | 3-[2-[(1R, 4aS, 5R, 8aS)-Decahydro-5-(hydroxymethyl)-5, 8a-dimethyl

Especificaciones y pureza

Moligand™, ≥98%

Condiciones de almacenamiento de almacenamiento

Protected from light, Store at -20°C

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Grado

Moligand™

Tipo de acción

INHIBITOR

Pureza

≥98%

Nombres e identificadores

• Sonrisas canónicas: CC1(CCCC2(C1CCC(=C)C2CCC3=CCOC3=O)C)CO
• IUPAC Name: 4-[2-[(1R,4aS,5R,8aS)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one
• InChIKey: WKKBRRFSRMDTJB-JYBIWHBTSA-N
• INCHI: 1S/C20H30O3/c1-14-5-8-17-19(2,13-21)10-4-11-20(17,3)16(14)7-6-15-9-12-23-18(15)22/h9,16-17,21H,1,4-8,10-13H2,2-3H3/t16-,17-,19+,20+/m1/s1
• Isómeros SMILES: C[C@]1(CCC[C@@]2([C@@H]1CCC(=C)[C@H]2CCC3=CCOC3=O)C)CO
• Peso molecular: 318.45
• Reaxy-Rn: 47860113
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=47860113&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Clase Prenol lipids
      • Subclass Terpene lactones

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Clase: Prenol lipids
• Subclass: Terpene lactones
• Intermediate Tree Nodes: Not available
• Direct Parent: Diterpene lactones
• Alternative Parents: Colensane and clerodane diterpenoids Butenolides Enoate esters Lactones Oxacyclic compounds Monocarboxylic acids and derivatives Primary alcohols Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Diterpene lactone - Diterpenoid - Clerodane diterpenoid - 2-furanone - Dihydrofuran - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Carboxylic acid ester - Lactone - Monocarboxylic acid or derivatives - Oxacycle - Carboxylic acid derivative - Organoheterocyclic compound - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Alcohol - Carbonyl group - Organic oxygen compound - Primary alcohol - Aliphatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.
• 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

Objetivos asociados (humanos)

HL-60 (67320 Activities)

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Objetivos asociados (no humanos)

Micrococcus luteus (7463 Activities)

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Staphylococcus aureus (210822 Activities)

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Escherichia coli (133304 Activities)

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Aspergillus niger (16508 Activities)

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Bacillus subtilis (32866 Activities)

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Candida albicans (78123 Activities)

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RAW264.7 (28094 Activities)

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Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: DMSO: 55 mg/ml (172.71 mM)
• Sensibilidad: Light sensitive
• Peso molecular: 318.400 g/mol
• XLogP3: 4.200
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 318.219 Da
• Monoisotopic Mass: 318.219 Da
• Topological Polar Surface Area: 46.500 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 535.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• 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