Details of the Drug

General Information of Drug (ID: DM0RV9C)

Drug Name
PATULIN
Synonyms
patulin; Expansin; Clavacin; Expansine; Patuline; Claviform; Clavatin; 149-29-1; Clairformin; Claviformin; Leucopin; Gigantin; Tercinin; Mycoin; Mycoine C3; Mycoin C3; Penicidin; Penatin; Mycosin; Terinin; Mycoin C; 4-Hydroxy-4H-furo[3,2-c]pyran-2(6H)-one; Sch-351633; NSC 8120; NSC 32951; 4-Hydroxy-4H-furo(3,2-C)pyran-2(6H)-one; CCRIS 4940; (2,4-Dihydroxy-2H-pyran-3(6H)-ylidene)acetic acid, 3,4-lactone; HSDB 3522; 4,6-Dihydro-4-hydroxy-2H-furo(3,2-c)pyran-2-one; NSC8120; NSC32951; EINECS 205-735-2; 4H-Furo[3,2-c]pyran-2(6H)-one, 4-hydroxy-
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 154.12
Logarithm of the Partition Coefficient (xlogp) -1
Rotatable Bond Count (rotbonds) 0
Hydrogen Bond Donor Count (hbonddonor) 1
Hydrogen Bond Acceptor Count (hbondacc) 4
Chemical Identifiers
Formula
C7H6O4
IUPAC Name
4-hydroxy-4,6-dihydrofuro[3,2-c]pyran-2-one
Canonical SMILES
C1C=C2C(=CC(=O)O2)C(O1)O
InChI
InChI=1S/C7H6O4/c8-6-3-4-5(11-6)1-2-10-7(4)9/h1,3,7,9H,2H2
InChIKey
ZRWPUFFVAOMMNM-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
4696
ChEBI ID
CHEMBL74926
CAS Number
149-29-1
UNII
95X2BV4W8R
DrugBank ID
DB15586
TTD ID
D0LB4A
Drug-Molecule Activity Atlas (DMA)NEW Click to Jump to the Detailed DMA Information of This Drug
Drug ADMET Endpoint Profile (DAE)NEW Click to Jump to the Detailed DAE Information of This Drug

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Hepatitis C virus NS3 helicase (HCV NS3) TTWXB3E POLG_HCV1 Inhibitor [1]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Bcl-2-like protein 11 (BCL2L11) OTNQQWFJ B2L11_HUMAN Gene/Protein Processing [2]
BH3-interacting domain death agonist (BID) OTOSHSHU BID_HUMAN Gene/Protein Processing [2]
Claudin-1 (CLDN1) OT27KV99 CLD1_HUMAN Protein Interaction/Cellular Processes [3]
Claudin-3 (CLDN3) OT71MN9S CLD3_HUMAN Protein Interaction/Cellular Processes [3]
Cytochrome b-245 heavy chain (CYBB) OTGSG868 CY24B_HUMAN Gene/Protein Processing [4]
DNA damage-inducible transcript 3 protein (DDIT3) OTI8YKKE DDIT3_HUMAN Gene/Protein Processing [2]
Endoplasmic reticulum membrane sensor NFE2L1 (NFE2L1) OT1QHOS2 NF2L1_HUMAN Gene/Protein Processing [5]
Mitogen-activated protein kinase 1 (MAPK1) OTH85PI5 MK01_HUMAN Post-Translational Modifications [6]
Mitogen-activated protein kinase 3 (MAPK3) OTCYKGKO MK03_HUMAN Post-Translational Modifications [6]
NACHT, LRR and PYD domains-containing protein 3 (NLRP3) OTZM6MHU NLRP3_HUMAN Gene/Protein Processing [7]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 Control of hepatitis C: a medicinal chemistry perspective. J Med Chem. 2005 Jan 13;48(1):1-20.
2 Complementary cell-based high-throughput screens identify novel modulators of the unfolded protein response. J Biomol Screen. 2011 Sep;16(8):825-35. doi: 10.1177/1087057111414893. Epub 2011 Aug 15.
3 The mycotoxin patulin, modulates tight junctions in caco-2 cells. Toxicol In Vitro. 2009 Feb;23(1):83-9. doi: 10.1016/j.tiv.2008.10.009. Epub 2008 Oct 29.
4 Involvement of NADPH oxidase in patulin-induced oxidative damage and cytotoxicity in HEK293?cells. Food Chem Toxicol. 2021 Apr;150:112055. doi: 10.1016/j.fct.2021.112055. Epub 2021 Feb 9.
5 The Nrf1 transcription factor is induced by patulin and protects against patulin cytotoxicity. Toxicology. 2022 Apr 15;471:153173. doi: 10.1016/j.tox.2022.153173. Epub 2022 Mar 31.
6 Induction of oxidative stress response by the mycotoxin patulin in mammalian cells. Toxicol Sci. 2007 Feb;95(2):340-7. doi: 10.1093/toxsci/kfl156. Epub 2006 Nov 7.
7 Patulin induces pyroptosis through the autophagic-inflammasomal pathway in liver. Food Chem Toxicol. 2021 Jan;147:111867. doi: 10.1016/j.fct.2020.111867. Epub 2020 Nov 17.