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
Click to Download Mol
2D MOL

3D MOL

ADMET Property
Absporption
Caco-2 Permeability
 -4.917
 
MDCK Permeability
 -4.737
 
PAMPA
 ++
 
HIA
 - - -
 
Distribution
VDss
 -0.45
 
PPB
 78.8%
 
BBB
 - - -
 
Metabolism
CYP1A2 inhibitor
 +++
CYP1A2 substrate
 - - -
CYP2C19 inhibitor
 - - -
CYP2C19 substrate
 - - -
CYP2C9 inhibitor
 - - -
CYP2C9 substrate
 +++
CYP2D6 inhibitor
 - - -
CYP2D6 substrate
 - -
CYP3A4 inhibitor
 - - -
CYP3A4 substrate
 - - -
CYP2B6 inhibitor
 -
CYP2B6 substrate
 - - -
CYP2C8 inhibitor
 - -
HLM Stability
 +
 
Excretion
CLplasma
 13.611
 
T1/2
 1.375
Toxicity
DILI
 ++
 
Rat Oral Acute Toxicity
 -
 
FDAMDD
 +
 
Respiratory
 +
 
Human Hepatotoxicity
 -
 
Ototoxicity
 - -
 
Drug-induced Nephrotoxicity
 - - -
 
Drug-induced Neurotoxicity
 - - -
 
Hematotoxicity
 - -
 
Genotoxicity
 +++
 
Tips: 1. For the classification endpoints, the prediction probability values are transformed into six symbols: 0-0.1 (- - -), 0.1-0.3 (- -), 0.3-0.5 (-), 0.5-0.7 (+), 0.7-0.9 (++), and 0.9-1.0 (+++). 2. Additionally, the corresponding relationships of the three labels are as follows: excellent; medium; poor.
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    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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