NPs Basic Information

Name
Patulin
Molecular Formula C7H6O4
IUPAC Name*
4-hydroxy-4,6-dihydrofuro[3,2-c]pyran-2-one
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
Synonyms
patulin; 149-29-1; Clavacin; Clavatin; Expansin; Patuline; Expansine; Claviformin; Claviform; Clairformin; Leucopin; Terinin; Gigantin; Mycoin; Mycoin C3; Penicidin; Tercinin; Mycoine C3; Mycosin; Penatin; Mycoin C; 4-Hydroxy-4H-furo[3,2-c]pyran-2(6H)-one; 4-hydroxy-4,6-dihydrofuro[3,2-c]pyran-2-one; 4H-Furo[3,2-c]pyran-2(6H)-one, 4-hydroxy-; Sch-351633; NSC 8120; NSC 32951; 4-Hydroxy-4H-furo(3,2-C)pyran-2(6H)-one; 4H-Furo(3,2-c)pyran-2(6H)-one, 4-hydroxy-; (2,4-Dihydroxy-2H-pyran-3(6H)-ylidene)acetic acid, 3,4-lactone; 4,6-Dihydro-4-hydroxy-2H-furo(3,2-c)pyran-2-one; NSC8120; NSC32951; SCH 351633; (2,4-Dihydroxy-2H-pyran-3(6H)-ylidene)acetic acid-3,4-lactone; Acetic acid, (2,4-dihydroxy-2H-pyran-3(6H)-ylidene)-, 3,4-lactone; 4,6-dihydro-4-hydroxy-2H-furo[3,2-c]pyran-2-one; 95X2BV4W8R; CHEMBL294018; CHEBI:74926; NSC-8120; NSC-32951; (2, 3,4-lactone; 4-Hydroxy-4,6-dihydrofuro[4,5-c]pyran-2-one; 4H-Furo[3, 4-hydroxy-; 4-hydroxy-4,6-dihydro-2H-furo[3,2-c]pyran-2-one; 2,.alpha.-acetic acid, 3,4-lactone; Patulin 100 microg/mL in Acetonitrile; WLN: T56 BOV GO IU & TJ FQ; CCRIS 4940; HSDB 3522; SR-05000002238; EINECS 205-735-2; MFCD00005858; BRN 0149675; UNII-95X2BV4W8R; Clavicin; Clavitin; Expansion; 2H-Pyran-.delta.(sup 3(6H), 2,4-dihydroxy-, 3,4-lactone; Acetic acid,4-dihydroxy-2H-pyran-3(6H)-ylidene)-, 3,4-lactone; Gigantic acid?; 4H-Furo(3,3-c)pyran-2(6H)-one, 4-hydroxy-; DL-PATULIN; Patulin-[13C3]; Spectrum_000015; starbld0009637; Antibiotic YS 1649; PATULIN [HSDB]; PATULIN [IARC]; PATULIN [MI]; 2,4-Dihydroxy-2H-pyran-delta-3(6H),alpha-acetic acid-3,4-lactone; Spectrum3_000796; Spectrum4_000753; Spectrum5_001659; PATULIN 13C3; 2H-Pyran-delta(sup 3(6H),alpha)-acetic acid, 2,4-dihydroxy-, 3,4-lactone; Antibiotic Sch 351633; Patulin, reference material; Neuro_000008; Clairformin;Patuline;Clavatin; SCHEMBL29056; BSPBio_002532; KBioGR_001106; KBioSS_000355; 5-18-03-00005 (Beilstein Handbook Reference); DivK1c_000438; SPECTRUM1503904; MEGxm0_000442; DTXSID2021101; ACon1_002106; HMS501F20; KBio1_000438; KBio2_000355; KBio2_002923; KBio2_005491; KBio3_001752; NINDS_000438; HMS1923M19; Patulin, >=98.0% (HPLC); BCP29227; EX-A5478; HY-N6779; BDBM50158841; AKOS015904103; BS-1260; CCG-208451; DB15586; YS 1649; IDI1_000438; SMP1_000230; NCGC00095272-01; NCGC00095272-02; NCGC00095272-03; NCGC00095272-04; NCGC00095272-05; NCI60_041782; DB-042987; 4-Hydroxy-4H,6H-furo[3,2-c]pyran-2-one; CS-0083018; FT-0631849; FT-0673527; 4-Hydroxy-4H-Furo(3,3-c)pyran-2(6H)-one; 4-hydroxy-2H,4H,6H-furo[3,2-c]pyran-2-one; Q414526; J-008576; SR-05000002238-2; SR-05000002238-3; 2,4-Dihydroxy-2H-pyran-alpha -acetic acid, 3, 4-lactone; 4-Hydroxy-4H-furo[3,2-c]pyran-2(6H)-one, 9CI, 8CI; (+/-)-4-HYDROXY-4H-FURO(3,2-C)PYRAN-2(6H)-ONE; 2H-Pyran-.delta.(sup 3(6H), 2,4-dihydroxy-,3,4-lactone; 2H-Pyran-alpha )-acetic acid, 2, 4-dihydroxy-,3,4-lactone; 2H-Pyran-alpha )-acetic acid, 2,4-dihydroxy-, 3,4-lactone; 2,4-Dihydroxy-2H-pyran-.delta.-3(6H),.alpha.-acetic acid, 3,4-lactone; 2H-Pyran-.delta.(3(6H),.alpha.)-acetic acid, 2,4-dihydroxy-,3,4-lactone; 247172-18-5
CAS 149-29-1
PubChem CID 4696
ChEMBL ID CHEMBL294018
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Pyrans
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Pyrans

ClassyFire Version 1.0
PMID:27867422

NPs Species Source

Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference
Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference

NPs Content

*Note: The vaules in Content Percentage are calculated by dividing the content value by the maximum content value in NP Content.
**Note: The units with different NP content, due to their incomparable values, are separated into different tables.

NPs Biological Activity

Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name
Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name

NPs Physi-Chem Properties

Molecular Weight: 154.12 ALogp: -1.0
HBD: 1 HBA: 4
Rotatable Bonds: 0 Lipinski's rule of five: Accepted
Polar Surface Area: 55.8 Aromatic Rings: 2
Heavy Atoms: 11 QED Weighted: 0.504

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.683 MDCK Permeability: 0.00003250
Pgp-inhibitor: 0 Pgp-substrate: 0.001
Human Intestinal Absorption (HIA): 0.016 20% Bioavailability (F20%): 0.01
30% Bioavailability (F30%): 0.705

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.235 Plasma Protein Binding (PPB): 80.23%
Volume Distribution (VD): 1.274 Fu: 29.03%

ADMET: Metabolism

CYP1A2-inhibitor: 0.547 CYP1A2-substrate: 0.448
CYP2C19-inhibitor: 0.075 CYP2C19-substrate: 0.066
CYP2C9-inhibitor: 0.056 CYP2C9-substrate: 0.764
CYP2D6-inhibitor: 0.025 CYP2D6-substrate: 0.483
CYP3A4-inhibitor: 0.013 CYP3A4-substrate: 0.163

ADMET: Excretion

Clearance (CL): 14.074 Half-life (T1/2): 0.875

ADMET: Toxicity

hERG Blockers: 0.011 Human Hepatotoxicity (H-HT): 0.344
Drug-inuced Liver Injury (DILI): 0.864 AMES Toxicity: 0.38
Rat Oral Acute Toxicity: 0.052 Maximum Recommended Daily Dose: 0.021
Skin Sensitization: 0.237 Carcinogencity: 0.53
Eye Corrosion: 0.022 Eye Irritation: 0.653
Respiratory Toxicity: 0.514
*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

Similar NPs Similar Drugs
NPs ID NPs 2D Structure Similarity Score TTD ID Drug 2D Structure Similarity Score
ENC006134 0.273 D0L1WV 0.176
ENC006135 0.273 D09PZO 0.167
ENC006136 0.228 D0CL9S 0.167
ENC005475 0.226 D0TS1Z 0.167
ENC004626 0.224 D0N0OU 0.163
ENC004166 0.222 D06FDR 0.159
ENC004165 0.222 D0Z9QR 0.159
ENC002485 0.221 D07TQV 0.159
ENC002838 0.220 D07GRH 0.159
ENC005200 0.220 D0A2AJ 0.157
*Note: the compound similarity was calculated by RDKIT.