ectoine
naturalproductmech:mibig-a51c74b16d REVIEW_NEEDED SEEDED
Structure
| Standard InChIKey | WQXNXVUDBPYKBA-YFKPBYRVSA-N |
|---|---|
| SMILES | CC1=NCC[C@H](N1)C(=O)O |
| Stereochemistry | fully defined |
| Cross-references | pubchem:126041, npatlas:NPA024861 |
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 10
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 |
|---|---|---|---|
| Sporosarcina pasteurii NCBITaxon:1474 |
SOURCE_ASSERTION | mibig:BGC0000852 | PMID:11823218 |
| Streptomyces anulatus NCBITaxon:1892 |
SOURCE_ASSERTION | mibig:BGC0000853 | PMID:15128576 |
| Methylomicrobium alcaliphilum 20Z NCBITaxon:1091494 |
SOURCE_ASSERTION | mibig:BGC0000854 | PMID:16283251 |
| Methylomicrobium kenyense NCBITaxon:269709 |
SOURCE_ASSERTION | mibig:BGC0000855 | DOI:10.1007/s00792-011-0396-x |
| Methylophaga thalassica NCBITaxon:40223 |
SOURCE_ASSERTION | mibig:BGC0000856 | DOI:10.1007/s00792-011-0396-x |
| Methylophaga alcalica NCBITaxon:182774 |
SOURCE_ASSERTION | mibig:BGC0000857 | PMID:19897647 |
| Methylobacter marinus NCBITaxon:34058 |
SOURCE_ASSERTION | mibig:BGC0000858 | DOI:10.1007/s00792-011-0396-x |
| Methylomicrobium alcaliphilum NCBITaxon:271065 |
SOURCE_ASSERTION | mibig:BGC0000859 | DOI:10.1007/s00792-011-0396-x |
| Methylarcula marina NCBITaxon:72022 |
SOURCE_ASSERTION | mibig:BGC0000860 | DOI:10.1007/s00792-011-0396-x |
| Streptomyces sp. NCBITaxon:1931 |
SOURCE_ASSERTION | mibig:BGC0002052 | PMID:33712632 |
Occurrences 15
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 |
|---|---|---|
| Ectothiorhodospira NCBITaxon:1051 |
LOTUS | DOI:10.1111/J.1432-1033.1985.TB08903.X |
| Halorhodospira halochloris NCBITaxon:1052 |
LOTUS | DOI:10.1111/J.1432-1033.1985.TB08903.X |
| Streptomyces NCBITaxon:1883 |
LOTUS | DOI:10.1038/S41598-021-84833-2 |
| Phaseolus vulgaris NCBITaxon:3885 |
LOTUS | DOI:10.3390/IJMS19041049 |
| Phaseolus vulgaris NCBITaxon:3885 |
LOTUS | DOI:10.3390/METABO4030599 |
| Streptomyces nodosus NCBITaxon:40318 |
LOTUS | DOI:10.1007/S00253-015-7060-9 |
| Streptomyces collinus NCBITaxon:42684 |
LOTUS | DOI:10.1007/S10295-015-1685-7 |
| Streptomyces lydicus NCBITaxon:47763 |
LOTUS | DOI:10.1038/SREP44786 |
| Streptomyces spectabilis NCBITaxon:68270 |
LOTUS | DOI:10.1007/S10295-019-02172-8 |
| Methylomicrobium kenyense NCBITaxon:269709 |
LOTUS | DOI:10.1007/S00792-011-0396-X |
| Methylomicrobium alcaliphilum NCBITaxon:271065 |
LOTUS | DOI:10.1007/S00203-005-0042-Z |
| Methylomicrobium alcaliphilum NCBITaxon:271065 |
LOTUS | DOI:10.1007/S00792-011-0396-X |
| Methylobacter marinus NCBITaxon:34058 |
LOTUS | DOI:10.1007/S00792-011-0396-X |
| Methylophaga thalassica NCBITaxon:40223 |
LOTUS | DOI:10.1007/S00792-011-0396-X |
| Methylarcula marina NCBITaxon:72022 |
LOTUS | DOI:10.1007/S00792-011-0396-X |
Biosynthetic gene clusters 10
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000852 | Sporosarcina pasteurii NCBITaxon:1474 |
CLUSTER_UNSTATED | genbank:AF316874.1 |
| mibig:BGC0000853 | Streptomyces anulatus NCBITaxon:1892 |
CLUSTER_UNSTATED | genbank:AY524544.1 |
| mibig:BGC0000854 | Methylomicrobium alcaliphilum 20Z NCBITaxon:1091494 |
CLUSTER_UNSTATED | genbank:DQ016501.2 |
| mibig:BGC0000855 | Methylomicrobium kenyense NCBITaxon:269709 |
CLUSTER_UNSTATED | genbank:DQ238213.1 |
| mibig:BGC0000856 | Methylophaga thalassica NCBITaxon:40223 |
CLUSTER_UNSTATED | genbank:EU315062.1 |
| mibig:BGC0000857 | Methylophaga alcalica NCBITaxon:182774 |
CLUSTER_UNSTATED | genbank:EU315063.1 |
| mibig:BGC0000858 | Methylobacter marinus NCBITaxon:34058 |
CLUSTER_UNSTATED | genbank:EU523734.1 |
| mibig:BGC0000859 | Methylomicrobium alcaliphilum NCBITaxon:271065 |
CLUSTER_UNSTATED | genbank:EU523735.1 |
| mibig:BGC0000860 | Methylarcula marina NCBITaxon:72022 |
CLUSTER_UNSTATED | genbank:GU249592.1 |
| mibig:BGC0002052 | Streptomyces sp. NCBITaxon:1931 |
CLUSTER_UNSTATED | genbank:MT149902.1 |
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.
Bioactivities 2
| Assay | Result | Reference |
|---|---|---|
| In vitro CYP3A4 Inhibition Assay from US Patent US9144538: "Cosmetic compositions containing substituted azole and methods for alleviating the signs of photoaged skin" | IC50 10 uM | pubchem.aid:1801670 |
| null from US Patent US9138393: "Cosmetic compositions containing substituted azole and methods for improving the appearance of aging skin" | IC50 10 uM | pubchem.aid:1801654 |
Open questions 1
shared-structure — This structure is reported by more than one MIBiG entry: BGC0000852, BGC0000853, BGC0000854, BGC0000855, BGC0000856, BGC0000857, BGC0000858, BGC0000859, BGC0000860, BGC0002052. Confirm they describe the same compound rather than an upstream cross-reference error.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000852 | MIBIG | 5 |
| BGC0000853 | MIBIG | 3 |
| BGC0000854 | MIBIG | 3 |
| BGC0000855 | MIBIG | 3 |
| BGC0000856 | MIBIG | 3 |
| BGC0000857 | MIBIG | 3 |
| BGC0000858 | MIBIG | 3 |
| BGC0000859 | MIBIG | 3 |
| BGC0000860 | MIBIG | 3 |
| BGC0002052 | MIBIG | 3 |
| CHEBI:27592 | CHEBI | 3-star |
| CHEBI:58515 | CHEBI | 3-star |
This page is generated from data/natural_products/amino_acids_and_peptides/ectoine.yaml, which is generated from the committed inventories. Neither is edited by hand.