Details of Natural Product (NP)

General Information of Natural Product (ID: NP1939)
  Natural Product Name
Cytochalasin B
  Synonyms
CYTOCHALASIN B; Phomin; 14930-96-2; cytochalasin-B; UNII-3CHI920QS7; CHEBI:23527; C29H37NO5; MLS000028816; 3CHI920QS7; MFCD00077704; SMR000058787; Cytochalasin B from Drechslera dematioidea; Cytochalasin beta,helminthosporium dematioideum; (1S,4E,6R,10R,12E,14S,15S,17S,18S,19S)-19-benzyl-6,15-dihydroxy-10,17-dimethyl-16-methylidene-2-oxa-20-azatricyclo[12.7.0.01,18]henicosa-4,12-diene-3,21-dione; (4Z,12Z)-19-Benzyl-6,15-dihydroxy-10,17-dimethyl-16-methylidene-2-oxa-20-azatricyclo[12.7.0.01,18]henicosa-4,12-diene-3,21-dione; 24-Oxa(14)cytochalasa-6(12),13,21-triene-1,23-dione, 7,20-dihydroxy-16-methyl-10-phenyl-, (7S,13E,16R,20R,21E)-; MLS002703001; CCRIS 9284; NSC107658; HSDB 3479; 2H-Oxacyclotetradec(2,3-d)isoindole-2,18(5H)-dione, 16-benzyl-6,7,8,9,10,12a,13,14,15,15a,16,17-dodecahydro-5,13-dihydroxy-9,15-dimethyl-14-methylene-, (E,E)-(5S,9R,12aS,13S,15S,15aS,16S,18aS)-; EINECS 239-000-2; BRN 1096207; Cytochalasin B (Phomin); Opera_ID_1877; Spectrum5_001780; BSPBio_001600; MLS001148651; CHEMBL411729; GTPL5334; SCHEMBL20063279; BCBcMAP01_000011; DTXSID30893482; REGID_for_CID_5311281; HMS1361P22; HMS1791P22; HMS1989P22; HMS3402P22; 2H-Oxacyclotetradecino(2,3-d)isoindole-2,18(5H)-dione, 6,7,8,9,10,12a,13,14,15,15a,16,17-dodecahydro-5,13-dihydroxy-9,15-dimethyl-14-methylene-16-(phenylmethyl)-, (3E,5R,9R,11E,12aS,13S,15S,15aS,16S,18aS)-; 7(S),20(R)-Dihydroxy-16(R)-methyl-10-phenyl-24-oxa(14)cytochalasa-6(12),13(E),21(E)-triene-1,23-dione; ZINC3932776; BDBM50478403; CCG-39777; LMPK11000002; AKOS025311470; NSC-107658; 7,20-Dihydroxy-10-phenyl-5,16-dimethyl-24-oxa-(14)cytochalas-6(12),13,21-trien-23-one; IDI1_034070; NCGC00163439-01; NCGC00163439-02; (E,E)-(5S,9R,12aS,13S,15S,15aS,16S,18aS)-16-Benzyl-6,7,8,9,10,12a,13,14,15,15a,16,17-dodecahydro-5,13-dihydroxy-9,15-dimethyl-14-methylene-2H-oxacyclotetradec(2,3-d)isoindole-2,18(5H)-dione; HY-16928; CS-0012975; V0352; C19954; Cytochalasin B from Helminthosporium dematioideum; W-201323; Q26998028; Cytochalasin B from Drechslera dematioidea, >=97.0% (HPLC); Cytochalasin B from Drechslera dematioidea, >=98% (HPLC), powder; (3E,5R,9R,11E,12aS,13S,15S,15aS,16S,18aS)-16-benzyl-5,13-dihydroxy-9,15-dimethyl-14-methylidene-6,7,8,9,10,12a,13,14,15,15a,16,17-dodecahydro-2H-oxacyclotetradecino[2,3-d]isoindole-2,18(5H)-dione; (3E,5R,9R,11E,12aS,13S,15S,15aS,16S,18aS)-6,7,8,9,10,12a,13,14,15,15a,16,17-Dodecahydro-5,13-dihydroxy-9,15-dimethyl-14-methylene-16-(phenylmethyl)-2H-oxacyclotetradecino[2,3-d]isoindole-2,18(5H)-dione; (3S,3aS,4S,6S,6aS,7E,10R,14R,15E,181S)-3-benzyl-6,14-dihydroxy-4,10-dimethyl-5-methylene-3,3a,4,5,6,6a,9,10,11,12,13,14-dodecahydro-1H-[1]oxacyclotetradeca[2,3-d]isoindole-1,17(2H)-dione; 11032-95-4; 2H-Oxacyclotetradec(2,3-d)isoindole-2,18(5H)-dione, 16-benzyl-6,7,8,9,10,12a,13,14,15,15a,16,17-dodecahydro-5,13-dihydroxy-9,15-dimethyl-14-methylene-, (E)-(5S,9R,12aS,13S,15S,15aS,16aS,18aS)-; 2H-Oxacyclotetradecino(2,3-d)isoindole-2,18(5H)-dione, 16-benzyl-6,7,8,9,10,12a,13,14,15,15a,16,17-dodecahydro-5,13-dihydroxy-9,15-dimethyl-14-methylene-, (E,E)-(5S,9R,12aS,13S,15S,15aS,16S,18aS)-; 5RH; Cytochalasin B from Drechslera dematioidea, Ready Made Solution, 10 mg/mL in DMSO, 0.2 mum filtered
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  Formula C29H37NO5
  Weight 479.6
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C29H37NO5/c1-18-9-7-13-22(31)15-16-25(32)35-29-23(14-8-10-18)27(33)20(3)19(2)26(29)24(30-28(29)34)17-21-11-5-4-6-12-21/h4-6,8,11-12,14-16,18-19,22-24,26-27,31,33H,3,7,9-10,13,17H2,1-2H3,(H,30,34)/b14-8+,16-15+/t18-,19-,22-,23+,24+,26+,27-,29-/m1/s1
  InChI Key GBOGMAARMMDZGR-TYHYBEHESA-N
  Isomeric SMILES C[C@@H]1CCC[C@H](/C=C/C(=O)O[C@]23[C@@H](/C=C/C1)[C@@H](C(=C)[C@H]([C@H]2[C@@H](NC3=O)CC4=CC=CC=C4)C)O)O
  Canonical SMILES CC1CCCC(C=CC(=O)OC23C(C=CC1)C(C(=C)C(C2C(NC3=O)CC4=CC=CC=C4)C)O)O
  External Links PubChem ID 5311281
CAS ID 14930-96-2
NPASS ID NPC31171
HIT ID C1277
CHEMBL ID CHEMBL411729
  NP Activity Charts   Click to show/hide
  Activity Info  

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Pseudolagarobasidium acaciicola
  Factor Name: PDB medium [1]
              Species Info Factor Info
               Experiment Detail
The fungus P. multirostrata EA-12 was isolated from fresh leaves of E. Adenophorum collected in Kunming Institute of Botany, Kunming, Yunnan province, PR China in July 2012. This fungal strain was cultured on potato dextrose agar medium at 25 ℃ for 10 days. The agar plugs were inoculated in 500-ml Erlenmeyer flasks, each containing 100 ml of potato dextrose media. Flask cultures were incubated at 28 ℃ on a rotary shaker at 160r.p.m. for 2 days as seed culture. Sixty 500-ml Erlenmeyer flasks each containing 150 ml of potato dextrose broth were individually inoculated with 25′l of seed culture and incubated at 25 ℃ on a rotary shaker at 160r.p.m. for 15 days.
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               Factor Part Location NP Content
 
PDB medium (25℃ + 15 days)
 Fresh leaves Kunming, Yunnan province, China
NP Content: 1.4 g
References
1 Cytochalasins from cultures of endophytic fungus Phoma multirostrata EA-12