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Natural Product (NP) Details

General Information of the NP (ID: NP5733)
Name
Daphnetin
Synonyms
daphnetin; 7,8-Dihydroxycoumarin; 486-35-1; Daphnetol; 7,8-Dihydroxy-2H-chromen-2-one; 7,8-Dihydroxy-2H-1-benzopyran-2-one; 7,8-dihydroxychromen-2-one; 2H-1-Benzopyran-2-one, 7,8-dihydroxy-; 7,8-DIHYDROXY-2H-BENZOPYRAN-2-ONE; UNII-XC84571RD2; C9H6O4; TCMDC-125839; COUMARIN, 7,8-DIHYDROXY-; CHEMBL244948; CHEBI:17313; XC84571RD2; 7,8-Dihydroxycoumarin (Daphnetin); MFCD00016977; NSC633563; SMR001230713; SR-01000075820; EINECS 207-632-8; NSC 633563; BRN 0009372; 7,8-DIHYDROXY-CHROMEN-2-ONE; 1,8-Dihydroxycoumarin; PubChem13303; 7,8-dihydroxy-coumarin; ACMC-1AKCA; SpecPlus_000864; Spectrum3_000784; Spectrum4_001254; Lopac-D-5564; Lopac0_000330; Oprea1_044324; BSPBio_002488; KBioGR_001808; 5-18-03-00211 (Beilstein Handbook Reference); MLS002153288; MLS006012039; DivK1c_006960; SCHEMBL128212; 7,8-Dihydroxycoumarin, 90%; KBio1_001904; KBio3_001708; ZINC57753; 7,8-bis(oxidanyl)chromen-2-one; DTXSID00197560; HMS3261A21; HMS3656G16; 7,8-dihydroxy-1-benzopyran-2-one; HY-N0281; Tox21_500330; ANW-43482; BBL036425; BDBM50206006; CCG-39736; CD0136; HSCI1_000053; s2554; STL558976; 7,8-Dihydroxy-2H-chromen-2-one #; AKOS000277449; LP00330; MCULE-9549774136; NSC-633563; PB17055; SDCCGSBI-0050318.P003; 7,8-Dihydroxycoumarin, >=97%, powder; NCGC00015349-01; NCGC00015349-02; NCGC00015349-03; NCGC00015349-04; NCGC00015349-05; NCGC00015349-06; NCGC00015349-12; NCGC00093770-01; NCGC00093770-02; NCGC00261015-01; AK170408; AS-63138; DB-051567; CS-0008778; D4001; EU-0000106; EU-0100330; FT-0603132; N1567; ST50308908; SW000346-2; V0328; C03093; D 5564; Q-1224; 2H-1-Benzopyran-2-one, 7,8-dihydroxy- (9CI); 486D351; A827573; AE-641/02519040; Q-100543; SR-01000075820-1; SR-01000075820-2; BRD-K61269089-001-01-4; BRD-K61269089-001-02-2; Q27102315
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Species Origin Euphorbia ...     Click to Show/Hide
Euphorbia
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Malpighiales
Family: Euphorbiaceae
Genus: Euphorbia
Disease Osteoporosis [ICD-11: FB83] Investigative [1]
Structure
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2D MOL

3D MOL

    Click to Show/Hide the Molecular Information and External Link(s) of This Natural Product
Formula
C9H6O4
PubChem CID
5280569
Canonical SMILES
C1=CC(=C(C2=C1C=CC(=O)O2)O)O
InChI
1S/C9H6O4/c10-6-3-1-5-2-4-7(11)13-9(5)8(6)12/h1-4,10,12H
InChIKey
ATEFPOUAMCWAQS-UHFFFAOYSA-N
CAS Number
CAS 486-35-1
ChEBI ID
CHEBI:17313
Herb ID
HBIN022677
SymMap ID
SMIT14897
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Adverse Effect can be Decreased by This NP
          Cisplatin      Bladder cancer     Click to Show/Hide the Molecular Data of This Drug
                 Decreasing Adverse Drug Reaction     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation
Up-regulation Expression GABPA  Molecule Info 
Pathway MAP
Up-regulation Expression HMOX1  Molecule Info 
Pathway MAP
                    Experimental
                    Result(s)
Daphnetin inhibited cisplatin-induced nephrotoxicity by inhibiting NF-KappaB and activating Nrf2 signaling pathways.
Target and Pathway
Target(s) Nuclear factor erythroid 2-related factor 2 (Nrf2)  Molecule Info  [3]
KEGG Pathway Protein processing in endoplasmic reticulum Click to Show/Hide
NetPath Pathway IL5 Signaling Pathway Click to Show/Hide
WikiPathways Oxidative Stress Click to Show/Hide
2 Transcriptional activation by NRF2
3 NRF2 pathway
4 Nuclear Receptors Meta-Pathway
5 Aryl Hydrocarbon Receptor Pathway
6 Mesodermal Commitment Pathway
7 Aryl Hydrocarbon Receptor
8 Quercetin and Nf-kB/ AP-1 Induced Cell Apoptosis
9 Arylhydrocarbon receptor (AhR) signaling pathway
References
Reference 1 Daphnetin ameliorates glucocorticoid-induced osteoporosis via activation of Wnt/GSK-3Beta/Beta-catenin signaling. Toxicol Appl Pharmacol. 2020 Dec 15;409:115333.
Reference 2 Daphnetin protects against cisplatin-induced nephrotoxicity by inhibiting inflammatory and oxidative response. Int Immunopharmacol. 2018 Dec;65:402-407.
Reference 3 Daphnetin-mediated Nrf2 antioxidant signaling pathways ameliorate tert-butyl hydroperoxide (t-BHP)-induced mitochondrial dysfunction and cell death. Free Radic Biol Med. 2017 May;106:38-52.
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Cite NPCDR
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Correspondence

X. N. Sun, Y. T. Zhang, Y. Zhou, X. C. Lian, L. L. Yan, T. Pan, T. Jin, H. Xie, Z. M. Liang, W. Q. Qiu, J. X. Wang, Z. R. Li, F. Zhu*, X. B. Sui*. NPCDR: natural product-based drug combination and its disease-specific molecular regulation. Nucleic Acids Research. 50(D1): 1324-1333 (2020). PMID: 34664659

Prof. Feng ZHU  (zhufeng@zju.edu.cn)

College of Pharmaceutical Sciences, Zhejiang University, Hangzhou, China


Prof. Xinbing SUI  (hzzju@hznu.edu.cn)

School of Pharmacy and Department of Medical Oncology, the Affiliated Hospital of Hangzhou Normal University, Hangzhou Normal University, Hangzhou, China