NPs Basic Information

Name
Griseofulvin
Molecular Formula C17H17ClO6
IUPAC Name*
(2S,5'R)-7-chloro-3',4,6-trimethoxy-5'-methylspiro[1-benzofuran-2,4'-cyclohex-2-ene]-1',3-dione
SMILES
C[C@@H]1CC(=O)C=C([C@]12C(=O)C3=C(O2)C(=C(C=C3OC)OC)Cl)OC
InChI
InChI=1S/C17H17ClO6/c1-8-5-9(19)6-12(23-4)17(8)16(20)13-10(21-2)7-11(22-3)14(18)15(13)24-17/h6-8H,5H2,1-4H3/t8-,17+/m1/s1
InChIKey
DDUHZTYCFQRHIY-RBHXEPJQSA-N
Synonyms
griseofulvin; 126-07-8; (+)-Griseofulvin; Amudane; Grisactin; Grisefuline; Griseofulvinum; Griseofulvina; Grizeofulvin; Grifulvin; Grisofulvin; Spirofulvin; Fulcin; Grysio; Lamoryl; Likuden; Fulvicin; Griseofulvine; Poncyl; Curling factor; Grisovin; Grisactin V; Griseofulvine [INN-French]; Griseofulvinum [INN-Latin]; Griseofulvina [INN-Spanish]; GRISEOFULVIN, MICROCRYSTALLINE; Delmofulvina; Fulvistatin; Griscofulvin; Fulcine; Fulvina; Fulvinil; Fungivin; Greosin; Gresfeed; Grifulin; Grisetin; Guservin; Murfulvin; Neo-Fulcin; Biogrisin-FP; Fulvican grisactin; Griseofulvin-forte; Fulvicin-P/G; Fulvicin-U/F; GRISEOFULVIN, ULTRAMICROCRYSTALLINE; Griseofulvin microsize; Xuanjing; MFCD00082343; GRISEOFULVIN, ULTRAMICROSIZE; USAF SC-2; Griseomix; Grisactin Ultra; NSC-755822; Griseofulvin forte; Fulvicin P/G; 32HRV3E3D5; CHEBI:27779; Griseofulvin permeability diameter; NSC-34533; (2S,5'R)-7-chloro-3',4,6-trimethoxy-5'-methylspiro[1-benzofuran-2,4'-cyclohex-2-ene]-1',3-dione; NCGC00091120-01; DSSTox_CID_674; NSC 34533; DSSTox_RID_75725; DSSTox_GSID_20674; (1'S,6'R)-7-Chloro-2',4,6-trimethoxy-6'-methylspiro(benzofuran-2(3H),1'-(2)cyclohexene)-3,4'-dione; (1'S-trans)- 7-Chloro-2',4,6-trimethoxy-6'-methylspiro(benzofuran-2(3H),1'-cyclohex-2'-ene)-3,4'-dione; (2S,6'R)-7-chloro-2',4,6-trimethoxy-6'-methyl-3H,4'H-spiro[1-benzofuran-2,1'-cyclohex[2]ene]-3,4'-dione; (2S,6'R)-7-chloro-2',4,6-trimethoxy-6'-methyl-3H-spiro[benzofuran-2,1'-cyclohexan]-2'-ene-3,4'-dione; ULTRAGRIS-165; ULTRAGRIS-330; Fulvicin Bolus; Fulvicin-U/F (Veterinary); Fulvicin Bolus (Veterinary); FULVICIN P/G 165; FULVICIN P/G 330; Spiro(benzofuran-2(3H),1'-(2)cyclohexene)-3,4'-dione, 7-chloro-2',4,6-trimethoxy-6'-methyl-, (1'S-trans)-; 7-Chloro-4,6,2'-trimethoxy-6'-methylgris-2'-en-3,4'-dione; Caswell No. 471B; Fulvidex; (2S,6'R)-7-chloro-2',4,6-trimethoxy-6'-methyl-3H-spiro[1-benzofuran-2,1'-cyclohexan]-2'-ene-3,4'-dione; (1'S,6'R)-7-chloro-2',4,6-trimethoxy-6'-methyl-3H-spiro[benzofuran-2,1'-cyclohex[2]ene]-3,4'-dione; SMR000718755; CCRIS 320; HSDB 1722; SR-05000001535; EINECS 204-767-4; EPA Pesticide Chemical Code 471400; Griseofulvin and Alpha-IFN; BRN 0095226; UNII-32HRV3E3D5; Griseoflulvin; GRISEOFULVIN, MICROSIZE; AI3-51015; fulvicin UF; Griseofulvin,(S); Griseofulvin [USP:INN:BAN:JAN]; (2S,5'R)-7-chloro-3',4,6-trimethoxy-5'-methyl-spiro[benzofuran-2,4'-cyclohex-2-ene]-1',3-dione; Prestwick_247; Grisactin V (TN); Gris-peg (TN); Griseofulvin,microsize; Spectrum_000816; CPD000718755; SpecPlus_000336; Prestwick3_000226; Spectrum2_000213; Spectrum3_000161; Spectrum4_000927; Spectrum5_000648; GRISEOFULVIN [MI]; Griseofulvin [USP:INN]; GRISEOFULVIN [INN]; GRISEOFULVIN [JAN]; CHEMBL562; GRISEOFULVIN [HSDB]; GRISEOFULVIN [IARC]; 7-Chloro-2',4,6-trimethoxy-6'beta-methylspiro(benzofuran-2(3H),1'-(2)cyclohexene)-3,4'-dione; 7-Chloro-4,6-dimethoxycoumaran-3-one-2-spiro-1'-(2'-methoxy-6'-methylcyclohex-2'-en-4'-one); GRISEOFULVIN [VANDF]; SCHEMBL21988; BSPBio_000271; BSPBio_001621; GRISEOFULVIN [MART.]; KBioGR_001454; KBioSS_001296; SPECTRUM200046; (2S-trans)-7-Chloro-2',4,6-trimethoxy-6'-methylspiro(benzofuran-2(3H),1'-(2)cyclohexene)-3,4'-dione; 5-18-05-00150 (Beilstein Handbook Reference); MLS001304062; MLS002152905; MLS002154239; Spiro(benzofuran-2(3H),1'-(2)cyclohexene)-3,4'-dione, 7-chloro-2',4,6-trimethoxy-6'-methyl-, (2S-trans)-; BIDD:GT0024; DivK1c_000154; DivK1c_006432; GRISEOFULVIN [USP-RS]; GRISEOFULVIN [WHO-DD]; GRISEOFULVIN [WHO-IP]; Griseofulvin (JAN/USP/INN); SPBio_000225; BPBio1_000299; MEGxm0_000184; DTXSID8020674; ACon0_000953; ACon1_001843; BDBM31775; Fulvicin-U/F Powder and Tablets; HMS500H16; KBio1_000154; KBio1_001376; KBio2_001296; KBio2_003864; KBio2_006432; KBio3_001121; GRISEOFULVIN [GREEN BOOK]; NINDS_000154; GRISEOFULVIN [ORANGE BOOK]; HMS1923E09; HMS2091A03; HMS2095N13; HMS2235F13; HMS3259D05; HMS3712N13; Pharmakon1600-00200046; ZINC622123; GRISEOFULVIN [EP MONOGRAPH]; 7-CHLORO-2',4,6-TRIMETHOXY-6'.BETA.-METHYLSPIRO(BENZOFURAN-2(3H),1'-(2)CYCLOHEXENE)-3,4'-DIONE; Spiro(benzofuran-2(3H),1'-(2)cyclohexene)-3,4'-dione, 7-chloro-2',4,6-trimethoxy-6'-methyl-, (1'S,6'R)-; GRISEOFULVIN [USP MONOGRAPH]; Tox21_111087; Tox21_202235; Tox21_303005; CCG-38416; LMPK13060001; NSC755822; s4071; GRISEOFULVINUM [WHO-IP LATIN]; AKOS015896380; Tox21_111087_1; CS-3426; DB00400; NC00616; SDCCGMLS-0066450.P001; IDI1_000154; NCGC00091120-02; NCGC00091120-03; NCGC00091120-04; NCGC00091120-05; NCGC00091120-06; NCGC00091120-07; NCGC00091120-08; NCGC00091120-09; NCGC00091120-13; NCGC00256353-01; NCGC00259784-01; AS-13736; BT164513; HY-17583; Griseofulvin 100 microg/mL in Acetonitrile; G0384; EN300-52615; BIM-0051396.0001; C06686; D00209; AB00052005_07; Griseofulvin, VETRANAL(TM), analytical standard; GRISEOFULVIN PERMEABILITY DIAMETER [USP-RS]; Q416096; SR-01000837512; Griseofulvin, Antibiotic for Culture Media Use Only; Q-201178; SR-01000837512-2; SR-05000001535-1; SR-05000001535-3; SR-05000001535-4; BRD-K08273968-001-05-9; BRD-K08273968-001-09-1; BRD-K08273968-001-19-0; Z756424454; Griseofulvin, British Pharmacopoeia (BP) Reference Standard; Griseofulvin, from Penicillium griseofulvum, 97.0-102.0%; Griseofulvin, European Pharmacopoeia (EP) Reference Standard; Griseofulvin, United States Pharmacopeia (USP) Reference Standard; Griseofulvin Permeability Diameter, United States Pharmacopeia (USP) Reference Standard; Griseofulvin, Pharmaceutical Secondary Standard; Certified Reference Material; 107912-37-8; 7-Chloro-2',4,6-trimethoxy-6'-methylspiro[benzofuran-2(3H),1',- [2]cyclohexene]-3,4'-dione
CAS 126-07-8
PubChem CID 441140
ChEMBL ID CHEMBL562
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Benzofurans
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Benzofurans

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: 352.8 ALogp: 2.2
HBD: 0 HBA: 6
Rotatable Bonds: 3 Lipinski's rule of five: Accepted
Polar Surface Area: 71.1 Aromatic Rings: 3
Heavy Atoms: 24 QED Weighted: 0.827

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.603 MDCK Permeability: 0.00002330
Pgp-inhibitor: 0.39 Pgp-substrate: 0
Human Intestinal Absorption (HIA): 0.007 20% Bioavailability (F20%): 0.003
30% Bioavailability (F30%): 0.016

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.215 Plasma Protein Binding (PPB): 79.67%
Volume Distribution (VD): 1.142 Fu: 11.84%

ADMET: Metabolism

CYP1A2-inhibitor: 0.185 CYP1A2-substrate: 0.967
CYP2C19-inhibitor: 0.301 CYP2C19-substrate: 0.891
CYP2C9-inhibitor: 0.413 CYP2C9-substrate: 0.094
CYP2D6-inhibitor: 0.006 CYP2D6-substrate: 0.193
CYP3A4-inhibitor: 0.502 CYP3A4-substrate: 0.874

ADMET: Excretion

Clearance (CL): 10.02 Half-life (T1/2): 0.205

ADMET: Toxicity

hERG Blockers: 0.03 Human Hepatotoxicity (H-HT): 0.918
Drug-inuced Liver Injury (DILI): 0.857 AMES Toxicity: 0.025
Rat Oral Acute Toxicity: 0.864 Maximum Recommended Daily Dose: 0.505
Skin Sensitization: 0.551 Carcinogencity: 0.87
Eye Corrosion: 0.003 Eye Irritation: 0.028
Respiratory Toxicity: 0.933
*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
ENC002019 0.692 D0C1SF 1.000
ENC002579 0.684 D02LZB 0.308
ENC002478 0.684 D09DHY 0.306
ENC003637 0.671 D06GCK 0.288
ENC001494 0.625 D01FFA 0.287
ENC003538 0.623 D04TDQ 0.282
ENC003227 0.438 D0D4HN 0.271
ENC006065 0.413 D0AO5H 0.268
ENC005981 0.400 D0F7CS 0.267
ENC004499 0.395 D09PJX 0.265
*Note: the compound similarity was calculated by RDKIT.