NaturalProductMech

(−)-geosmin

CHEBI:46702 EXACT SEEDED

The (−)-stereoisomer of geosmin, having 4S,4aS,8aR configuration.

Structure

Standard InChIKeyJLPUXFOGCDVKGO-TUAOUCFPSA-N
SMILESC[C@H]1CCC[C@@]2([C@@]1(CCCC2)O)C
Stereochemistryfully defined

Filing pathway

Terpenoids — 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 terpene, 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
Streptomyces coelicolor A3(2)
NCBITaxon:100226
SOURCE_ASSERTION mibig:BGC0001181 DOI:10.1038/s41564-020-0697-x

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
Coffea arabica
NCBITaxon:13443
LOTUS DOI:10.1007/S002170100305
Cortinarius herculeus
NCBITaxon:1586124
LOTUS DOI:10.1080/00275514.1999.12060999
Cortinarius herculeus
NCBITaxon:1586124
LOTUS DOI:10.2307/3761199
Beta vulgaris
NCBITaxon:161934
LOTUS DOI:10.1021/JF60204A059
Oscillatoria brevis
NCBITaxon:177969
LOTUS DOI:10.1007/BF00416598
Cystoderma amianthinum
NCBITaxon:182063
LOTUS DOI:10.1080/00275514.1999.12060999
Cystoderma amianthinum
NCBITaxon:182063
LOTUS DOI:10.2307/3761199
Streptomyces
NCBITaxon:1883
LOTUS DOI:10.1016/J.YMBEN.2018.09.004
Streptomyces albidoflavus
NCBITaxon:1886
LOTUS DOI:10.1007/S10295-013-1383-2
Streptomyces albidoflavus
NCBITaxon:1886
LOTUS DOI:10.1016/B978-0-12-404634-4.00014-0
Streptomyces albidoflavus
NCBITaxon:1886
LOTUS DOI:10.1021/JA062669X
Streptomyces albidoflavus
NCBITaxon:1886
LOTUS DOI:10.1038/NCHEMBIO.2007.29
Streptomyces albidoflavus
NCBITaxon:1886
LOTUS DOI:10.1371/JOURNAL.PONE.0060665
Streptomyces albidoflavus
NCBITaxon:1886
LOTUS DOI:10.7164/ANTIBIOTICS.47.434
Streptomyces coelicolor
NCBITaxon:1902
LOTUS DOI:10.1007/S10295-013-1383-2
Streptomyces coelicolor
NCBITaxon:1902
LOTUS DOI:10.1016/B978-0-12-404634-4.00014-0
Streptomyces coelicolor
NCBITaxon:1902
LOTUS DOI:10.1021/JA062669X
Streptomyces coelicolor
NCBITaxon:1902
LOTUS DOI:10.1038/NCHEMBIO.2007.29
Streptomyces coelicolor
NCBITaxon:1902
LOTUS DOI:10.1371/JOURNAL.PONE.0060665
Streptomyces griseus
NCBITaxon:1911
LOTUS DOI:10.1111/J.1365-2672.1992.TB01818.X
Streptomyces tendae
NCBITaxon:1932
LOTUS DOI:10.1021/JF00013A023
Streptomyces tendae
NCBITaxon:1932
LOTUS DOI:10.1128/AEM.57.12.3429-3432.1991
Streptomyces halstedii
NCBITaxon:1944
LOTUS DOI:10.1038/SJ.JIM.7000121
Streptomyces avermitilis
NCBITaxon:33903
LOTUS DOI:10.1007/BF02932133
Streptomyces avermitilis
NCBITaxon:33903
LOTUS DOI:10.1038/JA.2006.66

Biosynthetic gene clusters 1

AccessionHostLocus evidenceGenome
mibig:BGC0001181 Streptomyces coelicolor A3(2)
NCBITaxon:100226
CLUSTER_UNSTATED genbank:AL645882.2

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.

Provenance

Source conceptSourceVersion
BGC0001181MIBIG4
CHEBI:46702CHEBI3-star

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