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Brevianamide B

  • Formula: C21H23N3O3

  • Molecular weight: 365.40

  • Smiles: CC1(C2CC34CCCN3C(=O)C2(CC15C(=O)C6=CC=CC=C6N5)NC4=O)C

  • Type: Indole alkaloid (diketopiperazine)

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Brevianamide B

Names
Structural Information
Physico-chemical Properties
ADME
Toxicity
Medical Chemistry
Fungi

Names

  • Mycotoxin name: Brevianamide B

  • First synonym: None

  • Synonyms: Brevianamide A,23402-09-7,(+)-brevianamide A,Brevianamide B,L2S5E3NBIH,(-)-Brevianamide A,BREVIANAMID A,UNII-L2S5E3NBIH,NSC 208423,BREVIANAMIDE A, (+)-,DTXSID90891803,NSC-208423,(1'R,2R,7'R,9'S)-10',10'-dimethylspiro[1H-indole-2,11'-3,13-diazatetracyclo[5.5.2.01,9.03,7]tetradecane]-2',3,14'-trione,(2'R,5AR,8AS,9AR)-2,3,8A,9-TETRAHYDRO-8,8-DIMETHYLSPIRO(5H,6H-5A,9A-(IMINOMETHANO)-1H-CYCLOPENT(F)INDOLIZINE-7(8H),2'-(2H)INDOLE)-3',5,10(1'H)-TRIONE,SPIRO(5H,6H-5A,9A-(IMINOMETHANO)-1H-CYCLOPENT(F)INDOLIZINE-7(8H),2'-(2H)INDOLE)-3',5,10(1'H)-TRIONE, 2,3,8A,9-TETRAHYDRO-8,8-DIMETHYL-, (2'R,5AR,8AS,9AR)-,SPIRO(5H,6H-5A,9A-(IMINOMETHANO)-1H-CYCLOPENT(F)INDOLIZINE-7(8H),2'-INDOLINE)-3',5,10-TRIONE, 2,3,8A,9-TETRAHYDRO-8,8-DIMETHYL-,(1'R,2R,7'R,9'S)-10',10'-dimethylspiro(1H-indole-2,11'-3,13-diazatetracyclo(5.5.2.01,9.03,7)tetradecane)-2',3,14'-trione,DTXCID501031041,Spiro(5H,6H-5a,9a-(iminomethano)-1H-cyclopent(f)indolizine-7(8H),2'-(2H)indole)-3',5,10(1'H)-trione, 2,3,8a,9-tetrahydro-8,8-dimethyl-,Spiro[5H,6H-5a,9a-(iminomethano)-1H-cyclopent[f]indolizine-7(8H),2'-[2H]indole]-3',5,10(1'H)-trione, 2,3,8a,9-tetrahydro-8,8-dimethyl-,NSC784315,NSC-784315,NS00094877,Q63409794,(1R,3S,5R,7R)-4,4-Dimethyl-13H-spiro[9,14-diazatetracyclo[5.5.2.01,9.03,7]tetradecane-5,2'-indole]-3',8,13(1'H)-trione,Spiro(5H,6H-5a,9a-(iminomethano)-1H-cyclopent(f)indolizine-7(8H),2'-(2H)indole)-3',5,10(1'H)-trione, 2,3,8a,9-tetrahydro-8,8-dimethyl- (VAN),Spiro(5H,6H-5a,9a-(iminomethano)-1H-cyclopent(f)indolizine-7(8H),2'-(2H)indole)-3',5,10(1'H)-trione, 2,3,8a,9-tetrahydro-8,8-dimethyl-(VAN),Spiro(5H,6H-5a,9a-(iminomethano)-1H-cyclopent(f)indolizine-7(8H),2'-(2H)indole)-3',5,10(1'H)-trione, 2,3,8a,9-tetrahydro-8,8-dimethyl-(VAN) (9CI)

Identifiers / External links

Structure

  • Smiles: CC1(C2CC34CCCN3C(=O)C2(CC15C(=O)C6=CC=CC=C6N5)NC4=O)C

  • Isomeric smiles: CC1([C@@H]2C[C@@]34CCCN3C(=O)[C@]2(C[C@]15C(=O)C6=CC=CC=C6N5)NC4=O)C

  • Inchi: InChI=1S/C21H23N3O3/c1-18(2)14-10-19-8-5-9-24(19)17(27)20(14,23-16(19)26)11-21(18)15(25)12-6-3-4-7-13(12)22-21/h3-4,6-7,14,22H,5,8-11H2,1-2H3,(H,23,26)/t14-,19+,20+,21-/m0/s1

  • Inchikey: MWOFPQAPILIIPR-DJJZHVJBSA-N

  • 2D structure:

  • 3D structure:

Physico-chemical properties

  • Formula: C21H23N3O3

  • Molecular weight: 365.40

  • Monoisotopic mass: 365.1739416

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