Details of Natural Product (NP)

General Information of Natural Product (ID: NP1311)
  Natural Product Name
Griseofulvin
  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; Griseofulvine [INN-French]; Griseofulvinum [INN-Latin]; Griseofulvina [INN-Spanish]; GRISEOFULVIN, MICROCRYSTALLINE; Delmofulvina; Fulvistatin; Griscofulvin; Fulcine; Fulvina; Fulvinil; Fungivin; Greosin; Gresfeed; Grifulin; Grisactin V; Grisetin; Guservin; Murfulvin; Neo-Fulcin; Biogrisin-FP; Fulvican grisactin; Griseofulvin-forte; Fulvicin-P/G; Fulvicin-U/F; GRISEOFULVIN, ULTRAMICROCRYSTALLINE; Griseofulvin microsize; Xuanjing; C17H17ClO6; UNII-32HRV3E3D5; MFCD00082343; GRISEOFULVIN, ULTRAMICROSIZE; USAF SC-2; Griseomix; Grisactin Ultra; Griseofulvin forte; Fulvicin P/G; 32HRV3E3D5; CHEBI:27779; NSC-755822; (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; (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; 7-Chloro-4,6,2'-trimethoxy-6'-methylgris-2'-en-3,4'-dione; Caswell No. 471B; Fulvidex; (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; Griseoflulvin; GRISEOFULVIN, MICROSIZE; AI3-51015; fulvicin UF; NSC-34533; 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 [USP:INN]; CHEMBL562; 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); SCHEMBL21988; BSPBio_000271; BSPBio_001621; 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 (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 permeability diameter; NINDS_000154; HMS1923E09; HMS2091A03; HMS2095N13; HMS2235F13; HMS3259D05; HMS3712N13; interacts with polymerized microtubules and associated proteins; Pharmakon1600-00200046; ZINC622123; 2884-22-2; Tox21_111087; Tox21_202235; Tox21_303005; CCG-38416; LMPK13060001; NSC755822; s4071; AKOS015896380; Tox21_111087_1; CS-3426; DB00400; MCULE-1983595404; 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; (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; AS-13736; BT164513; HY-17583; M542; G0384; EN300-52615; BIM-0051396.0001; C06686; D00209; J10209; AB00052005_07; Griseofulvin, VETRANAL(TM), analytical standard; 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; Z1258578352; 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; (2S)-trans-7-Chloro-2',4,6-trimethoxy-6'-methylspiro(benzofuran-2[3H],1'-[2]cyclohexene)-3,4'-dione; 107912-37-8; 7-Chloro-2',4,6-trimethoxy-6'-methylspiro[benzofuran-2(3H),1',- [2]cyclohexene]-3,4'-dione
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  Formula C17H17ClO6
  Weight 352.8
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  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
  InChI Key DDUHZTYCFQRHIY-RBHXEPJQSA-N
  Isomeric SMILES C[C@@H]1CC(=O)C=C([C@]12C(=O)C3=C(O2)C(=C(C=C3OC)OC)Cl)OC
  Canonical SMILES CC1CC(=O)C=C(C12C(=O)C3=C(O2)C(=C(C=C3OC)OC)Cl)OC
  External Links PubChem ID 441140
CAS ID 126-07-8
NPASS ID NPC234053
CHEMBL ID CHEMBL562
  NP Activity Charts   Click to show/hide
  Activity Info  

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: cubensis sp. SNB-GCI02
  Factor Name: PDA medium [1]
              Species Info Factor Info
               Experiment Detail
Isolation of endophytes: The leaves of 24 plant species were collected in the Amazon Rainforest biome, in Cayenne and Roura, French Guiana. After collection, the plant material was washed with sterile water and surface sterilised by sequential immersion in 70% aqueous ethanol (3 min), followed by 5% aqueous sodium hypochlorite (5 min) and finally by 70% aqueous ethanol (1 min). After these procedures, the leaves were rinsed with sterilised water. The residual sterilised water was incubated in Petri dishes to ensure that all the epiphytic microorganisms were eliminated. The surface-sterilised leaves were cut into 64 small pieces which were placed in 2 ml Eppendorf tubes containing 1 ml of potato dextrose agar medium (PDA, Fluka Analytical, Germany) at 26 ℃. Each individual hyphal tip of emerging fungi was removed and placed on a sterile PDA culture medium in 10 cm Petri dishes. The leaf fragments were cultured for a maximum of 5 months. All strains, including bacteria, were cultivated on solid PDA medium at 26 ℃ for 15 days, on 3 Petri dishes of 14 cm diameter (150 cm2). On the large scale, the microorganisms were cultivated under the identical conditions with 130 Petri dishes of 14 cm diameter (2 m2).
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               Factor Part Location NP Content
 
PDA medium (26℃ + 15 days)
 Leaves Cayenne and Roura, French Guiana
NP Content: 4.2 mg
      Species Name: Xylaria flabelliformis isolate G536
  Factor Name: Rice Medium [2]
              Species Info Factor Info
               Experiment Detail
The fungus Xylaria sp. PSU-G12 was isolated from a branch of G. hombroniana, collected from Songkhla province, Thailand, in the year 2005. The Xylaria sp. fungus PSU-G12 was grown on potato dextrose agar (PDA) at 25o C for 5 days. Three pieces (0.5 × 0.5 cm2 ) of mycelial agar plugs were inoculated into 500 mL Erlenmeyer flasks containing 300 mL potato dextrose broth (PDB) at room temperature for 3 weeks.
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               Factor Part Location NP Content
 
Rice Medium (22 degrees Celsius + 14-21Days)
 surface sterilized twigs Pfafftown, NC, USA
NP Content: 1.06 mg
      Species Name: Xylaria sp. G12
  Factor Name: PDB Medium [3]
              Species Info Factor Info
               Experiment Detail
The endophytic fungus Coniothyrium sp., internal strain No. zw86, was isolated from the plant Salsola oppostifolia, growing on Gomera, in the Canary Islands. It was cultivated on 12 l of 5% w/v biomalt solid agar medium at room temperature for 28 days.
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               Factor Part Location NP Content
 
PDB Medium (25 degrees Celsius + 21Days)
 branch Songkhla province, Thailand
NP Content: 1 mg
References
1 Antimicrobial and cytotoxic secondary metabolites from tropical leaf endophytes: Isolation of antibacterial agent pyrrocidine C from Lewia infectoria SNB-GTC2402
2 Spatial and Temporal Profiling of Griseofulvin Production in Xylaria cubensis Using Mass Spectrometry Mapping
3 Indanone and mellein derivatives from the Garcinia-derived fungus Xylaria sp. PSU-G12