Norcantharidin - 10mM in DMSO , CAS No.29745-04-8

CAS: 29745-04-8 Cat. No.: N423059 Formula: C₈H₈O₄ Peso molecolare: 168.15 Numero EC: 681-692-7

GRADE & PURITY 10mM in DMSO

Synonyms

AKOS006276813 | 4,7-EPOXYISOBENZOFURAN-1,3-DIONE, HEXAHYDRO-, (3A.ALPHA.,4.BETA.,7.BETA.,7A.ALPHA.)- | CGA-110752 | Demethylcantharidin | ( inverted exclamation markA)-NCTD | Z1198158002 | HY-N2108 | NSC-59023 | UNII-8452E71EO7 | N0914 | (1S,2R,6S,7R)-4,1

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Specifications

Sinonimi

AKOS006276813 | 4,7-EPOXYISOBENZOFURAN-1,3-DIONE, HEXAHYDRO-, (3A.ALPHA.,4.BETA.,7.BETA.,7A.ALPHA.)- | CGA-110752 | Demethylcantharidin | ( inverted exclamation markA)-NCTD | Z1198158002 | HY-N2108 | NSC-59023 | UNII-8452E71EO7 | N0914 | (1S,2R,6S,7R)-4,1

Specifiche e purezza

10mM in DMSO

Meccanismi biochimici e fisiologici

Norcantharidin is a potential antitumor agent. Norcantharidin helps to block SK-N-SH neuroblastoma cell growth by stimulating autophagy and apoptosis.

Condizioni di conservazione di stoccaggio

Store at -80°C

Spedito in

Dry ice packs + Cold packs

Questo prodotto richiede spedizione a catena fredda. I servizi di terra e altri servizi economici non sono disponibili.

Nomi e identificatori

• Sorrisi canonici: C1CC2C3C(C1O2)C(=O)OC3=O
• IUPAC Name: (1R,2S,6R,7S)-4,10-dioxatricyclo[5.2.1.02,6]decane-3,5-dione
• InChIKey: JAABVEXCGCXWRR-FBXFSONDSA-N
• INCHI: 1S/C8H8O4/c9-7-5-3-1-2-4(11-3)6(5)8(10)12-7/h3-6H,1-2H2/t3-,4+,5-,6+
• Isomeri SMILES: C1C[C@H]2[C@H]3[C@@H]([C@@H]1O2)C(=O)OC3=O
• Peso molecolare: 168.15
• Reaxy-Rn: 162827
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=162827&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Classe Furofurans

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Classe: Furofurans
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Furofurans
• Alternative Parents: Dicarboxylic acids and derivatives Oxolanes Carboxylic acid anhydrides Lactones Oxacyclic compounds Dialkyl ethers Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Furofuran - Dicarboxylic acid or derivatives - Oxolane - Carboxylic acid anhydride - Lactone - Oxacycle - Ether - Dialkyl ether - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic heteropolycyclic compound
• Descrizione: This compound belongs to the class of organic compounds known as furofurans. These are organic compounds containing a two furan rings fused to each other. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.
• 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

Obiettivi associati (umani)

PPP1CC Tchem Serine/threonine protein phosphatase PP1-gamma catalytic subunit (63 Activities)

Discover Target: PPP1CC

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Homo sapiens (32628 Activities)

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DU-145 (51482 Activities)

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HL-60 (67320 Activities)

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HT-29 (80576 Activities)

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KB 3-1 (1143 Activities)

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MCF7 (126967 Activities)

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SW480 (6023 Activities)

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A-431 (6446 Activities)

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HCT-116 (91556 Activities)

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Colon cancer cell line (58 Activities)

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HepG2 (196354 Activities)

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NCI-H460 (60772 Activities)

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A2780 (11979 Activities)

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Jurkat (10389 Activities)

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MDA-MB-231 (73002 Activities)

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BT-549 (31254 Activities)

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Obiettivi associati (non umani)

Serine-threonine protein phosphatase 2A regulatory subunit (96 Activities)

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

Meccanismi d'azione

Proprietà chimiche e fisiche

• Sensibilità: Moisture sensitive
• Punto di fusione (°C): 111-117（℃）
• Peso molecolare: 168.150 g/mol
• XLogP3: -0.100
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 168.042 Da
• Monoisotopic Mass: 168.042 Da
• Topological Polar Surface Area: 52.600 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 246.000
• 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

Riferimenti

1. Jia Wang, Xiange Huang, Hegen Li, Deyue Yan, Wei Huang.  (2022)  Two Zn(II) coordination polymers with anticancer drug norcantharidin as ligands for cancer chemotherapy.  DALTON TRANSACTIONS,  51  (14): (5624-5634).  [PMID:35319055] [10.1039/D2DT00300G]

2. Shiqiang Zhang, Yun Yang, Yunwei Hua, Chen Hu, Yi Zhong.  (2020)  NCTD elicits proapoptotic and antiglycolytic effects on colorectal cancer cells via modulation of Fam46c expression and inhibition of ERK1/2 signaling.  Molecular Medicine Reports,  22  (2): (774-782).  [PMID:32468032] [10.3892/mmr.2020.11151]

3. Liu Yue, Wang Huirui, Zhan Jie, Sun Jiabo, Sun Yan, Fu Xiaojie, Lv Dongxue, Li Xiuyun, Dong Ting, Lou Hongxiang.  (2025)  Interaction between CDC6 and Tmod3 accelerates resistance to paclitaxel through focal adhesion assembly.  Signal Transduction and Targeted Therapy,  10  (1): (395).  [PMID:41339304] [10.1038/s41392-025-02490-7]

4. Yadong Tang, Boxin Huang, Yuqin Dong, Wenlong Wang, Xi Zheng, Wei Zhou, Kun Zhang, Zhiyun Du.  (2017)  Three-dimensional prostate tumor model based on a hyaluronic acid-alginate hydrogel for evaluation of anti-cancer drug efficacy.  JOURNAL OF BIOMATERIALS SCIENCE-POLYMER EDITION,      [PMID:28583017] [10.1080/09205063.2017.1338502]

5. Ruibing Wu, Hengye Yuan, Yuehua Wang, Xianggang Gou, Wanhua Hou, Zhongzheng Zhou, Xinran Wang, Xiuling Deng, Changshan Wang, Haisheng Wang, Jia Yan.  (2025)  Norcantharidin inhibits TOP2A expression via H3K27me3 mediated epigenetic regulation to alleviate the progression of hepatocellular carcinoma.  Frontiers in Pharmacology,      [PMID:40271060] [10.3389/fphar.2025.1541298]

6. Jingming Luo, Yanni Shan, Xudong Fan, Chongyang Wu, Luting Lin, Zeng Wang, Xinjun Cai.  (2025)  Norcantharidin-Loaded Liposomes Potentiate Radiotherapy by Reprogramming Tumor Vasculature toward Normalization.  BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS,      [PMID:40527181] [10.1016/j.bbrc.2025.152129]

7. Chen Chen, Qin Yu, Chen Xi, Minjuan Xie, Yinjie Jiang, Jie Zhou.  (2026)  Norcantharidin induces nephrotoxicity by disrupting the ATF4/CTH/H2S pathway and promoting apoptosis.  TISSUE & CELL,      [PMID:42456381] [10.1016/j.tice.2026.103749]