shinorine
CHEBI:131712 EXACT SEEDED
A mycosporine-like amino acid that is the ketimine resulting from the formal condensation of the amino group of L-serine with the keto group of (5S)-5-hydroxy-5-(hydroxymethyl)-2-methoxycyclohex-2-en-1-one and in which the hydrogen at position 3 of the cyclohexenone moiety has been replaced by the amino group of glycine. It is an active ingredient found in environmentally friendly sunscreen creams.
Structure
| Standard InChIKey | WXEQFJUHQIGKNG-MZNRBSSJSA-N |
|---|---|
| SMILES | O[C@](CC(NCC(O)=O)=C/1OC)(CO)CC1=N/[C@@H](CO)C(O)=O |
| Stereochemistry | fully defined |
Filing pathway
Unclassified — 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 nrps, 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.
| Taxon | Basis | Cluster | Evidence |
|---|---|---|---|
| Trichormus variabilis ATCC 29413 NCBITaxon:240292 |
SOURCE_ASSERTION | mibig:BGC0000427 | PMID:20813918 |
Occurrences 6
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.
| Taxon | Source | Reference |
|---|---|---|
| Curdiea racovitzia NCBITaxon:2025844 |
CHEBI | ISBN: 9789401773218 |
| Anabaena variabilis NCBITaxon:264691 |
LOTUS | DOI:10.1111/J.1751-1097.2008.00376.X |
| Chondrus crispus NCBITaxon:2769 |
CHEBI | ISBN: 9789401773218 |
| Palmaria palmata NCBITaxon:2822 |
CHEBI | ISBN: 9789401773218 |
| Pyropia columbina NCBITaxon:688709 |
CHEBI | ISBN: 9789401773218 |
| Patiria pectinifera NCBITaxon:7594 |
LOTUS | DOI:10.1246/CL.1981.1413 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000427 | Trichormus variabilis ATCC 29413 NCBITaxon:240292 |
CLUSTER_DEMONSTRATED | genbank:CP000117.1 |
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 concept | Source | Version |
|---|---|---|
| BGC0000427 | MIBIG | 5 |
| CHEBI:131712 | CHEBI | 3-star |
This page is generated from data/natural_products/unclassified/shinorine.yaml, which is generated from the committed inventories. Neither is edited by hand.