NPs Basic Information

Name
Bergapten
Molecular Formula C12H8O4
IUPAC Name*
4-methoxyfuro[3,2-g]chromen-7-one
SMILES
COC1=C2C=CC(=O)OC2=CC3=C1C=CO3
InChI
InChI=1S/C12H8O4/c1-14-12-7-2-3-11(13)16-10(7)6-9-8(12)4-5-15-9/h2-6H,1H3
InChIKey
BGEBZHIAGXMEMV-UHFFFAOYSA-N
Synonyms
Bergapten; 5-Methoxypsoralen; 484-20-8; bergaptene; Heraclin; Majudin; 4-Methoxy-7H-furo[3,2-g]chromen-7-one; BERGAPTAN; Psoraderm; 5-Mop; 5-Methoxy psoralen; O-Methylbergaptol; Geralen; 5-Methoxy-6,7-furanocoumarin; 5-Methoxyfuranocoumarin; 4-methoxyfuro[3,2-g]chromen-7-one; Pentaderm; 7H-Furo[3,2-g][1]benzopyran-7-one, 4-methoxy-; 4-Methoxy-7H-furo(3,2-g)(1)benzopyran-7-one; 4-Methoxyfuro[3,2-g]benzopyran-7-one; 5-methoxypsoralene; NSC 95437; Bergaptene (DCF); 4-methoxy-7H-furo[3,2-g][1]benzopyran-7-one; 5-Methoxypsoralen with ultraviolet A therapy; NSC95437; 6-Hydroxy-4-methoxy-5-benzofuranacrylic acid, gamma-lactone; NSC-95437; 4-Methoxy-furo[3,2-g]chromen-7-one; 7H-Furo(3,2-g)(1)benzopyran-7-one, 4-methoxy-; 4-Methoxyfuro[3,2-g]benzopyrane-7-one; CHEMBL24171; 4FVK84C92X; DSSTox_CID_5560; DSSTox_RID_77830; DSSTox_GSID_25560; 5 methoxypsoralen; CAS-484-20-8; SMR000112435; CCRIS 4348; HSDB 3466; SR-05000002173; EINECS 207-604-5; BRN 0019560; UNII-4FVK84C92X; Pentaderm (TN); 5-methoxy-psoralen; MFCD00010272; 5-methoxyfurano[3,2-g]chromen-2-one; Spectrum_000794; 5-methoxy-2H-furo[3,2-g]chromen-2-one; BERGAPTEN [MI]; Spectrum2_000534; Spectrum3_000663; Spectrum4_001478; Spectrum5_000155; 5-Methoxypsoralen, 99%; 5-Methoxypsoralen;Heraclin; bmse000758; 5-Methoxypsoralen (obsol.); 7H-Furo[3, 4-methoxy-; Oprea1_562364; SCHEMBL50066; BSPBio_002325; KBioGR_002055; KBioSS_001274; SPECTRUM300546; 5-19-06-00004 (Beilstein Handbook Reference); MLS002207272; MLS002454380; Bergapten, analytical standard; DivK1c_000529; SPBio_000547; MEGxp0_000990; DTXSID1025560; ACon0_000984; ACon1_001979; CHEBI:18293; HMS501K11; KBio1_000529; KBio2_001274; KBio2_003842; KBio2_006410; KBio3_001545; ZINC57731; 5-METHOXYPSORALEN [IARC]; NINDS_000529; HMS1923G13; HMS2268M24; HMS3652F19; Pharmakon1600-00300546; 5-METHOXYPSORALEN [MART.]; 5-METHOXYPSORALEN [WHO-DD]; BCP30865; HY-N0370; TNP00299; Tox21_202357; Tox21_303255; BDBM50067880; CCG-39946; NSC755877; s4239; STK333038; AKOS000276715; DB12216; DS-2970; NSC-755877; SDCCGMLS-0066492.P001; IDI1_000529; NCGC00017357-01; NCGC00017357-02; NCGC00017357-03; NCGC00017357-04; NCGC00017357-05; NCGC00017357-06; NCGC00017357-07; NCGC00017357-08; NCGC00091582-01; NCGC00091582-02; NCGC00091582-03; NCGC00091582-04; NCGC00178705-01; NCGC00178705-02; NCGC00256998-01; NCGC00259906-01; AC-20189; AC-34208; NCI60_042121; SBI-0051583.P002; DB-051552; 4-Methoxy-7H-furo[3,2-g]benzopyran-7-one; B2840; FT-0603416; SW220008-1; 4-Methoxy-7H-furo[3,2-g]chromen-7-one #; C01557; D07521; AB00052148_06; AB00052148_07; 484B208; A827532; Q414779; Q-100536; SR-05000002173-2; SR-05000002173-3; SR-05000002173-5; BRD-K12968785-001-02-6; BRD-K12968785-001-03-4; BRD-K12968785-001-06-7; BRD-K12968785-001-11-7; 6-Hydroxy-4-methoxy-5-benzofuranacrylic acid, .gamma.-lactone
CAS 484-20-8
PubChem CID 2355
ChEMBL ID CHEMBL24171
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Phenylpropanoids and poly
      • Class: Coumarins and derivatives
        • Subclass: Furanocoumarins
          • Direct Parent: 5-methoxypsoralens

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: 216.19 ALogp: 2.3
HBD: 0 HBA: 4
Rotatable Bonds: 1 Lipinski's rule of five: Accepted
Polar Surface Area: 48.7 Aromatic Rings: 3
Heavy Atoms: 16 QED Weighted: 0.585

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.783 MDCK Permeability: 0.00002820
Pgp-inhibitor: 0.009 Pgp-substrate: 0.931
Human Intestinal Absorption (HIA): 0.006 20% Bioavailability (F20%): 0.117
30% Bioavailability (F30%): 0.989

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.034 Plasma Protein Binding (PPB): 85.24%
Volume Distribution (VD): 0.618 Fu: 14.27%

ADMET: Metabolism

CYP1A2-inhibitor: 0.988 CYP1A2-substrate: 0.95
CYP2C19-inhibitor: 0.704 CYP2C19-substrate: 0.121
CYP2C9-inhibitor: 0.127 CYP2C9-substrate: 0.865
CYP2D6-inhibitor: 0.793 CYP2D6-substrate: 0.875
CYP3A4-inhibitor: 0.592 CYP3A4-substrate: 0.328

ADMET: Excretion

Clearance (CL): 12.128 Half-life (T1/2): 0.462

ADMET: Toxicity

hERG Blockers: 0.251 Human Hepatotoxicity (H-HT): 0.31
Drug-inuced Liver Injury (DILI): 0.887 AMES Toxicity: 0.061
Rat Oral Acute Toxicity: 0.386 Maximum Recommended Daily Dose: 0.245
Skin Sensitization: 0.27 Carcinogencity: 0.863
Eye Corrosion: 0.007 Eye Irritation: 0.922
Respiratory Toxicity: 0.627
*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
ENC001537 0.417 D08SKH 0.533
ENC002586 0.392 D0G4KG 0.375
ENC001539 0.390 D0R2OA 0.309
ENC000798 0.390 D06GCK 0.278
ENC001623 0.385 D0IT2X 0.253
ENC001562 0.379 D09WKB 0.250
ENC001524 0.359 D08CCE 0.247
ENC001515 0.348 D0QV5T 0.247
ENC000025 0.345 D0G5UB 0.247
ENC001561 0.344 D02TJS 0.245
*Note: the compound similarity was calculated by RDKIT.