Catalpol - ≥97%(HPLC) , CAS No.2415-24-9

CAS: 2415-24-9 Cat. No.: C110216 Peso molecular: 362.33 Número EC: 219-324-0

GRADE & PURITY ≥97%(HPLC)

Synonyms

Catalpol | CHEBI:69797 | SR-05000002315-2 | (2S,3R,4S,5S,6R)-2-[[(1S,2S,4S,5S,6R,10S)-5-hydroxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-10-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol | beta-D-Glucopyranoside, 1a,1b,2,5a,6,6a-hexahydro-6-hyd

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Specifications

Sinónimos

Catalpol | CHEBI:69797 | SR-05000002315-2 | (2S, 3R, 4S, 5S, 6R)-2-[[(1S, 2S, 4S, 5S, 6R, 10S)-5-hydroxy-2-(hydroxymethyl)-3, 9-dioxatricyclo[4.4.0.02, 4]dec-7-en-10-yl]oxy]-6-(hydroxymethyl)oxane-3, 4, 5-triol | beta-D-Glucopyranoside, 1a, 1b, 2, 5a, 6, 6a-hexahydro-6-hyd

Especificaciones y pureza

≥97%(HPLC)

Condiciones de almacenamiento de almacenamiento

Store at -20°C, Argon charged

Enviado en

Ice chest + Ice pads

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

Tipo de acción

INHIBITOR

Pureza

≥97%(HPLC)

Nombres e identificadores

• Pubchem Sid: 488186660
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488186660
• Sonrisas canónicas: C1=COC(C2C1C(C3C2(O3)CO)O)OC4C(C(C(C(O4)CO)O)O)O
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[[(1S,2S,4S,5S,6R,10S)-5-hydroxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-10-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChIKey: LHDWRKICQLTVDL-PZYDOOQISA-N
• INCHI: 1S/C15H22O10/c16-3-6-9(19)10(20)11(21)14(23-6)24-13-7-5(1-2-22-13)8(18)12-15(7,4-17)25-12/h1-2,5-14,16-21H,3-4H2/t5-,6-,7-,8+,9-,10+,11-,12+,13+,14+,15-/m1/s1
• Isómeros SMILES: C1=CO[C@H]([C@H]2[C@@H]1[C@@H]([C@H]3[C@@]2(O3)CO)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• WGK Alemania: 3
• RTECS: LZ5776816
• Peso molecular: 362.33
• Reaxy-Rn: 37830592
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=37830592&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Clase Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Glycosyl compounds
          • Level6 O-glycosyl compounds

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Clase: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Glycosyl compounds
• Direct Parent: O-glycosyl compounds
• Alternative Parents: Hexoses Oxanes Secondary alcohols Cyclic alcohols and derivatives Polyols Oxacyclic compounds Epoxides Dialkyl ethers Acetals Primary alcohols Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Hexose monosaccharide - O-glycosyl compound - Monosaccharide - Oxane - Cyclic alcohol - Secondary alcohol - Acetal - Dialkyl ether - Oxirane - Ether - Polyol - Organoheterocyclic compound - Oxacycle - Alcohol - Primary alcohol - Hydrocarbon derivative - Aliphatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.
• External Descriptors: Iridoid, 10-alkyliridoid and secoiridoid monoterpenoids

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)

ESR1 Tclin Estrogen receptor alpha (17718 Activities)

Discover Target: ESR1

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

ACHE Tclin Acetylcholinesterase (18204 Activities)

Discover Target: ACHE

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

PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)

Discover Target: PTGS1

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

PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)

Discover Target: PTGS2

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

HT-29 (80576 Activities)

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A549 (127892 Activities)

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T47D (39041 Activities)

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HBL-100 (746 Activities)

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WiDr (1835 Activities)

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HepG2 (196354 Activities)

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A2780 (11979 Activities)

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HeLa (62764 Activities)

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SW1573 (1008 Activities)

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Objetivos asociados (no humanos)

polA Taq polymerase 1 (482 Activities)

Discover Target: polA

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

Rattus norvegicus (775804 Activities)

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BV-2 (3710 Activities)

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GCN5 Histone acetyltransferase GCN5 (89 Activities)

Discover Target: GCN5

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

BCHE Cholinesterase (8742 Activities)

Discover Target: BCHE

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

Tribolium castaneum (596 Activities)

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Mecanismos de acción

Propiedades químicas y físicas

• Peso molecular: 362.330 g/mol
• XLogP3: -3.200
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 4
• Exact Mass: 362.121 Da
• Monoisotopic Mass: 362.121 Da
• Topological Polar Surface Area: 162.000 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 542.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 11
• 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

Referencias

1. Jiaquan Xu, Zhendong Yu, Ting Li, Lili Song, Zi-Dong Qiu, Luqi Huang, Huanwen Chen, Hui Li.  (2023)  Combination of Internal Extractive Electrospray Ionization Mass Spectrometry and Statistical Analysis for High-Throughput Molecular Differentiation of Rehmannia glutinosa Samples.  JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY,      [PMID:37294877] [10.1021/jasms.3c00043]

2. Aimin Liu, Buxin Zhang, Wei Zhao, Yuanhui Tu, Qingxing Wang, Jing Li.  (2020)  Catalpol ameliorates psoriasis-like phenotypes via SIRT1 mediated suppression of NF-κB and MAPKs signaling pathways.  Bioengineered,      [PMID:33323018] [10.1080/21655979.2020.1863015]

3. Mengqiao Lian, Yuchao Sun, Yuan Lin, Jin Wen, Marwan Almoiliqy, Bin Xu, Yanli Li, Ming Xu, Dapeng Chen, Zeyao Tang, Li Wang.  (2017)  p-JAK2 plays a key role in catalpol-induced protection against rat intestinal ischemia/reperfusion injury.  RSC Advances,  7  (86): (54369-54378).  [PMID:] [10.1039/C7RA10506A]

4. Jin Di, Cao Ming, Mu Xin, Yang Guoliang, Xue Wei, Huang Yiran, Chen Haige.  (2014)  Catalpol Inhibited the Proliferation of T24 Human Bladder Cancer Cells by Inducing Apoptosis Through the Blockade of Akt-Mediated Anti-apoptotic Signaling.  CELL BIOCHEMISTRY AND BIOPHYSICS,  71  (3): (1349-1356).  [PMID:25388838] [10.1007/s12013-014-0355-0]

5. Jingjing Lin, Lu Deng, Ailin Qi, Hong Jiang, Di Xu, Yuehui Zheng, Zixuan Zhang, Xiaoman Guo, Beilei Hu, Peijun Li.  (2024)  Catalpol alleviates hypoxia ischemia-induced brain damage by inhibiting ferroptosis through the PI3K/NRF2/system Xc-/GPX4 axis in neonatal rats.  EUROPEAN JOURNAL OF PHARMACOLOGY,      [PMID:38341076] [10.1016/j.ejphar.2024.176406]

6. Zheng Zihan, Liu YiZhen, Chen Danli, Yang Jianjun, Ren Lingxuan, Jin Zhen, Wang Weirong, Liu Xuyang, He Jianyu, Zheng Nanbo, Lin Rong.  (2024)  Catalpol improved energy metabolism and inflammation through the SIRT5-mediated signaling pathway to ameliorate myocardial injury.  Scientific Reports,  14  (1): (1-14).  [PMID:39587219] [10.1038/s41598-024-80505-z]

7. Zhendong Yu, Hui Li, Luyao Zhong, Wenshan Cui, Zhi-Liang Chen, Luqi Huang, Zidong Qiu, Rui Su, Jiaquan Xu.  (2024)  Online Monitoring of the Processing of Traditional Chinese Medicine by Neutral Desorption Atmospheric Pressure Chemical Ionization Mass Spectrometry.  ANALYTICAL CHEMISTRY,      [PMID:39689960] [10.1021/acs.analchem.4c04632]

8. Yao Wang, Junhua Qiu, Chengwei Wang, Ruiyu Yang, Fuyou Guo, Tian Li, Shili Li, Lei Yang, Wei Ding.  (2026)  Sustainable Strategy of Natural trans-Anethole in Controlling Bacterial Wilt: Virulence Suppression and Beneficial Microbiome Enrichment.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:41568748] [10.1021/acs.jafc.5c13627]