Pteryxin - 10mM in DMSO , CAS No.13161-75-6

CAS: 13161-75-6 Cat. No.: P421224 Peso molecular: 386.4 PubChem CID: 5281425

GRADE & PURITY 10mM in DMSO

Synonyms

(+)-(3'R,4'R)-3'-ACETYL-4'-ANGELOYLKHELLACTONE | 2-Butenoic acid, 2-methyl-, 9-(acetyloxy)-9,10-dihydro-8,8-dimethyl-2-oxo-2H,8H-benzo(1,2-b:3,4-b')dipyran-10-yl ester, (9R-(9alpha,10alpha(Z)))- | UNII-C1G8A9744Z | AKOS015969719 | AC1NQYG8 | [(9R,10R)-9-a

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Descripción general

Information

Pteryxin Pteryxin ((+)-Pteryxin), a dihydropyranocoumarin derivative found in Apiaceae family, is a potent inhibitor of butyrylcholinesterase (BChE) with IC50 of 12.96 μg/ml. Pteryxin inhibits LPS-induced nitric oxide production in mouse peritoneal macrophages with IC50 of 20 µM. Pteryxin is potential for Alzheimer's disease (AD) treatment.

Targets

BChE (Cell-free assay); nitric oxide (in mouse peritoneal macrophages) 12.96 μM; 20 μM

Specifications

Sinónimos

(+)-(3'R, 4'R)-3'-ACETYL-4'-ANGELOYLKHELLACTONE | 2-Butenoic acid, 2-methyl-, 9-(acetyloxy)-9, 10-dihydro-8, 8-dimethyl-2-oxo-2H, 8H-benzo(1, 2-b:3, 4-b')dipyran-10-yl ester, (9R-(9alpha, 10alpha(Z)))- | UNII-C1G8A9744Z | AKOS015969719 | AC1NQYG8 | [(9R, 10R)-9-a

Especificaciones y pureza

10mM in DMSO

Mecanismos bioquímicos y fisiológicos

Pteryxin ((+)-Pteryxin), a dihydropyranocoumarin derivative found in Apiaceae family, is a potent inhibitor of butyrylcholinesterase (BChE) with IC50 of 12.96 μg/ml. Pteryxin inhibits LPS-induced nitric oxide production in mouse peritoneal macrophages wit

Condiciones de almacenamiento de almacenamiento

Store at -80°C

Enviado en

Dry ice packs + Cold packs

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

Propiedades del producto

• ALogP: 3.502
• Enlace rotable: 5

Nombres e identificadores

• Sonrisas canónicas: CC=C(C)C(=O)OC1C(C(OC2=C1C3=C(C=C2)C=CC(=O)O3)(C)C)OC(=O)C
• IUPAC Name: [(9R,10R)-9-acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] (Z)-2-methylbut-2-enoate
• InChIKey: LYUZYPKZQDYMEE-YRCPKEQFSA-N
• INCHI: 1S/C21H22O7/c1-6-11(2)20(24)27-18-16-14(28-21(4,5)19(18)25-12(3)22)9-7-13-8-10-15(23)26-17(13)16/h6-10,18-19H,1-5H3/b11-6-/t18-,19-/m1/s1
• Isómeros SMILES: C/C=C(/C)\C(=O)O[C@H]1[C@H](C(OC2=C1C3=C(C=C2)C=CC(=O)O3)(C)C)OC(=O)C
• PubChem CID: 5281425
• Peso molecular: 386.4

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Clase Coumarins and derivatives
      • Subclass Pyranocoumarins

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Clase: Coumarins and derivatives
• Subclass: Pyranocoumarins
• Intermediate Tree Nodes: Not available
• Direct Parent: Angular pyranocoumarins
• Alternative Parents: Pyranochromenes 2,2-dimethyl-1-benzopyrans Pyranones and derivatives Fatty acid esters Alkyl aryl ethers Dicarboxylic acids and derivatives Benzenoids Heteroaromatic compounds Enoate esters Lactones Oxacyclic compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Angular pyranocoumarin - Pyranochromene - 2,2-dimethyl-1-benzopyran - Chromane - Benzopyran - 1-benzopyran - Alkyl aryl ether - Fatty acid ester - Pyranone - Dicarboxylic acid or derivatives - Pyran - Fatty acyl - Benzenoid - Heteroaromatic compound - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Lactone - Carboxylic acid ester - Oxacycle - Ether - Carboxylic acid derivative - Organoheterocyclic compound - Organic oxide - Organooxygen compound - Organic oxygen compound - Carbonyl group - Hydrocarbon derivative - Aromatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as angular pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) angularly fused to a coumarin moiety.
• External Descriptors: coumarins

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)

PTH1R Tclin Parathyroid hormone receptor (47172 Activities)

Discover Target: PTH1R

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

TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

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

SMAD3 Tchem Mothers against decapentaplegic homolog 3 (68039 Activities)

Discover Target: SMAD3

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

Objetivos asociados (no humanos)

Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)

Discover Target: Txnrd1

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

Mecanismos de acción

Propiedades químicas y físicas

• DMSO (mg/ml) Solubilidad máxima: 100
• DMSO (mM) Solubilidad máxima: 258.79917184265
• Agua (mg/ml) Solubilidad máxima: -1
• Peso molecular: 386.400 g/mol
• XLogP3: 3.100
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 386.137 Da
• Monoisotopic Mass: 386.137 Da
• Topological Polar Surface Area: 88.100 Ų
• Heavy Atom Count: 28
• Formal Charge: 0
• Complexity: 720.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

Referencias

1. Baoyang Hu, Bo Sun, Yue Zhao, Chao Chen, Bin Wu, Hongbin Zhang, Bin Liu, Xuejun Yang, Fang Fang.  (2025)  Modulation of the inflammatory microenvironment after SCI to achieve enhanced nerve regeneration using pteryxin-releasing methylacrylated hyaluronic acid.  Biomaterials Science,      [PMID:41399873] [10.1039/D5BM01322D]