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CHEBI:70404 - citrinalin B

Default Structure
ChEBI IDCHEBI:70404
ChEBI Namecitrinalin B
Stars
DefinitionAn indole alkaloid that has been isolated from Penicillium citrinum.
Last Modified27 May 2014
DownloadsMolfile
FormulaC25H31N3O5
Net Charge0
Average Mass453.539
Monoisotopic Mass453.22637
SMILES[H][C@@]12CCCN1C[C@@]1([N+](=O)[O-])C[C@]3(C(=O)Nc4c3ccc3c4C(=O)CC(C)(C)O3)C(C)(C)[C@@]1([H])C2
InChIInChI=1S/C25H31N3O5/c1-22(2)11-16(29)19-17(33-22)8-7-15-20(19)26-21(30)25(15)12-24(28(31)32)13-27-9-5-6-14(27)10-18(24)23(25,3)4/h7-8,14,18H,5-6,9-13H2,1-4H3,(H,26,30)/t14-,18+,24-,25-/m0/s1
InChIKeyQVBARITWSQCBBV-QBDGMKJCSA-N
Species of MetaboliteComponentSourceComments
Penicillium citrinum (ncbitaxon:5077) - PubMed (21053938) Penicillium species isolated from a seaweed caulerpa sp. Strain: F53
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
Penicillium metabolite  Any fungal metabolite produced during a metabolic reaction in Penicillium.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
citrinalin B (CHEBI:70404) has role Penicillium metabolite (CHEBI:76964)
citrinalin B (CHEBI:70404) is a C-nitro compound (CHEBI:35716)
citrinalin B (CHEBI:70404) is a cyclic ether (CHEBI:37407)
citrinalin B (CHEBI:70404) is a cyclic ketone (CHEBI:3992)
citrinalin B (CHEBI:70404) is a indole alkaloid (CHEBI:38958)
citrinalin B (CHEBI:70404) is a organic heterohexacyclic compound (CHEBI:51914)
citrinalin B (CHEBI:70404) is a spiro compound (CHEBI:33599)
citrinalin B (CHEBI:70404) is a tertiary amino compound (CHEBI:50996)
citrinalin B (CHEBI:70404) is a γ-lactam (CHEBI:74222)
IUPAC Name 
(5aR,7S,8aR,9aS)-7',7',8,8-tetramethyl-5a-nitro-2,3,5a,6,7',8,8',8a,9,9a-decahydro-1H,2'H,5H-spiro[cyclopenta[f]indolizine-7,3'-pyrano[2,3-g]indole]-2',9'(1'H)-dione
Registry NumbersSources
Reaxys:21127113Reaxys
Citations