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citrulline

naturalproductmech:mibig-6a9399d351 REVIEW_NEEDED SEEDED

Grounding review: This structure matches more than one 3-star ChEBI entry: CHEBI:16349, CHEBI:57743. ChEBI keeps such entries separate on purpose — a compound and its zwitterion share an InChIKey — so the identity is not picked here. A curator decides which term this record is.
What these status tags mean

Curation status describes a workflow state. SEEDED means the record entered through the source-seeding workflow; it does not imply that no later curation occurred. PROPOSED marks an addition awaiting review; REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record. These are workflow decisions, not independently verified human review. Agent-assisted contributions may appear in the record history.

Grounding describes the identifier mapping: EXACT uses an ontology identity asserted by the source; MINTED keeps a local identifier when no defensible ontology identity is available; REVIEW_NEEDED flags an exact structure whose ontology identity needs adjudication. The grounding note retains any unresolved alternatives. These tags do not establish the strength of producer or activity evidence.

Structure

Standard InChIKeyRHGKLRLOHDJJDR-BYPYZUCNSA-N
SMILESC(C[C@@H](C(=O)O)N)CNC(=O)N
Stereochemistryfully defined
Cross-referencespubchem:9750

Filing pathway

Amino acids and peptides — computed by NPClassifier npclassifier.gnps2.org@2026-09-07, which is why it is pinned rather than recomputed. The gene cluster's asserted class is other, from MIBiG.

Producer organisms 1

A claim that this taxon makes the compound. The basis says what the evidence addressed — a knockout and a database assertion are not the same claim.

TaxonBasisClusterEvidence
Lactobacillus plantarum subsp. plantarum
NCBITaxon:337330
SOURCE_ASSERTION mibig:BGC0000895 PMID:9098069

Occurrences 25

Somebody found the compound in this organism and cited it. That is not a claim that the organism makes it, and nothing here promotes one to the other.

TaxonSourceReference
Mus musculus
NCBITaxon:10090
CHEBI PMID:19425150
Cycas revoluta
NCBITaxon:3396
LOTUS DOI:10.1016/S0031-9422(96)00866-7
Arabidopsis thaliana
NCBITaxon:3702
LOTUS DOI:10.1104/PP.101.2.429
Arabidopsis thaliana
NCBITaxon:3702
CHEBI PMID:8278506
Opuntia ficus-indica
NCBITaxon:371859
LOTUS DOI:10.1055/S-1999-14037
Prunus domestica
NCBITaxon:3758
LOTUS DOI:10.1021/JF00017A016
Glycine max
NCBITaxon:3847
LOTUS DOI:10.1080/00380768.2014.945390
Medicago sativa
NCBITaxon:3879
LOTUS DOI:10.1094/MPMI-19-0998
Phaseolus vulgaris
NCBITaxon:3885
LOTUS DOI:10.3390/METABO4030599
Flammulina velutipes
NCBITaxon:38945
LOTUS DOI:10.1111/J.1365-2621.1987.TB13989.X
Capsicum annuum
NCBITaxon:4072
LOTUS DOI:10.1016/J.POSTHARVBIO.2013.11.004
Oryza sativa
NCBITaxon:4530
LOTUS DOI:10.1111/J.1365-313X.2004.02187.X
Allium cepa
NCBITaxon:4679
LOTUS DOI:10.1016/J.PLAPHY.2019.11.007
Allium sativum
NCBITaxon:4682
LOTUS DOI:10.1016/0378-8741(96)01416-X
Saccharomyces cerevisiae
NCBITaxon:4932
CHEBI PMID:24678285
Escherichia coli
NCBITaxon:562
LOTUS DOI:10.1038/MSB.2011.65
Escherichia coli
NCBITaxon:562
LOTUS DOI:10.1128/JB.127.1.291-301.1976
Escherichia coli
NCBITaxon:562
CHEBI PMID:179975
Escherichia coli
NCBITaxon:562
CHEBI PMID:21988831
Caenorhabditis elegans
NCBITaxon:6239
LOTUS DOI:10.1021/CB3004226
Caenorhabditis elegans
NCBITaxon:6239
LOTUS DOI:10.3389/FMOLB.2018.00096
Chondria armata
NCBITaxon:860625
LOTUS DOI:10.1002/ARDP.19602930608
Juncus roemerianus
NCBITaxon:879918
LOTUS DOI:10.18785/GRR.0602.07
Homo sapiens
NCBITaxon:9606
CHEBI 10.1038/nbt.2488
Homo sapiens
NCBITaxon:9606
LOTUS DOI:10.1007/S11306-016-1051-4

Biosynthetic gene clusters 1

AccessionHostLocus evidenceGenome
mibig:BGC0000895 Lactobacillus plantarum subsp. plantarum
NCBITaxon:337330
CLUSTER_UNSTATED genbank:X99978.2

A locus claim and a taxon claim are different questions. Heterologous expression settles the first and leaves the second where the isolation report left it.

Mechanism & Biosynthesis Overview

PRODUCERS & OCCURRENCE 1 producer (0 causal) 25 cited occurrences BIOSYNTHETIC LOCUS 1 gene cluster 0 curated pathway steps NATURAL PRODUCT citrulline naturalproductmech:mibig-6a9399d351 Amino acids and peptides TARGETS & BIOACTIVITY 0 molecular targets 2 bioactivities · 0 graphs

Bioactivities 2

Entries preserve source qualifiers, targets and evidence. Repeated assay names or values are not independent replications; inspect source detail for differences.

AssayResultTarget enzymeSource detail
Inhibition Assay from Article 10.1021/bi9007098: "Developing dual and specific inhibitors of dimethylarginine dimethylaminohydrolase-1 and nitric oxide synthase: toward a targeted polypharmacology to control nitric oxide."KI 3700 uM; INACTIVEUniProtKB:O94760
PMID:19663506
assay
Inhibition Assay from Article 10.1021/bi9007098: "Developing dual and specific inhibitors of dimethylarginine dimethylaminohydrolase-1 and nitric oxide synthase: toward a targeted polypharmacology to control nitric oxide."
evidence
  • reference
    PMID:19663506
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1799854, deposited by BindingDB; assay type Confirmatory.
call
INACTIVE
measurement type
KI
value
3700.0
units
uM
target enzyme
UniProtKB:O94760
Inhibition Assay from Article 10.1021/bi9007098: "Developing dual and specific inhibitors of dimethylarginine dimethylaminohydrolase-1 and nitric oxide synthase: toward a targeted polypharmacology to control nitric oxide."KI 1000 uM; INACTIVEUniProtKB:P29476
PMID:19663506
assay
Inhibition Assay from Article 10.1021/bi9007098: "Developing dual and specific inhibitors of dimethylarginine dimethylaminohydrolase-1 and nitric oxide synthase: toward a targeted polypharmacology to control nitric oxide."
evidence
  • reference
    PMID:19663506
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1799854, deposited by BindingDB; assay type Confirmatory.
call
INACTIVE
measurement type
KI
value
1000.0
units
uM
target enzyme
UniProtKB:P29476

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Provenance

Source conceptSourceVersion
BGC0000895MIBIG5
CHEBI:16349CHEBI3-star
CHEBI:57743CHEBI3-star

This page is generated from data/natural_products/amino_acids_and_peptides/citrulline.yaml, which is generated from the committed inventories. Neither is edited by hand.