lipopolysaccharide
naturalproductmech:mibig-ad23b710ca MINTED SEEDED
Structure
| Standard InChIKey | YPXVSQSYDIMPDZ-AUUHBOKRSA-N |
|---|---|
| SMILES | CCCCCCCCCCCCCCCC1[C@H](OC([C@H]([C@@H]1OC(=O)CC(CCCCCCCCCCC)O)O)CO[C@H]2[C@H](C([C@@H](C(O2)CO[C@@]3(CC([C@H](C(O3)C(CO)O)O[C@H]4[C@@H](C([C@@H](C(O4)C(CO)O)OP(=O)(O)OP(=O)(O)OCCN)O[C@@H]5[C@@H](C([C@@H](C(O5)C(CO[C@@H]6[C@@H](C([C@](CO6)(C(CO)O)O)O)O)O)OP(=O)(O)O)O[C@@H]7C(C([C@@H](C(O7)CO[C@@H]8C(C([C@H](C(O8)CO)O)O)O)O)O[C@@H]9C(C([C@H](C(O9)CO)O)O)O[C@@H]1C(C([C@@H](C(O1)CO)O[C@@H]1C(C([C@H](C(O1)CO)O)OC1[C@@H](C(C([C@@H](O1)C)O[C@@H]1C(C([C@@H](C(O1)CO)O)O[C@@H]1C(C[C@H](C(O1)C)O)O)O[C@@H]1C(C([C@H](C(O1)CO)O)O)O)O)O)O)O)O[C@@H]1[C@H](C([C@@H](C(O1)CO)O)O)NC(=O)C)O)O)O)O[C@@]1(CC([C@H](C(O1)C(CO)O)O)O[C@@]1(CC([C@H](C(O1)C(CO)O)O)O)C(=O)O)C(=O)O)C(=O)O)OP(=O)(O)O)OC(=O)CC(CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)NC(=O)CC(CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)CP(=O)(O)O |
| Stereochemistry | undefined stereocentres — the InChIKey does not distinguish this compound from its stereoisomers |
| Cross-references | pubchem:11970143 |
Filing pathway
Fatty acids — 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 saccharide, from MIBiG.
Producer organisms 5
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 |
|---|---|---|---|
| Brucella melitensis NCBITaxon:29459 |
SOURCE_ASSERTION | mibig:BGC0000772 | PMID:9784561 |
| Escherichia coli NCBITaxon:562 |
SOURCE_ASSERTION | mibig:BGC0000773 | PMID:7677991 |
| Legionella pneumophila NCBITaxon:446 |
SOURCE_ASSERTION | mibig:BGC0000775 | PMID:11043980 |
| Escherichia coli NCBITaxon:562 |
SOURCE_ASSERTION | mibig:BGC0000776 | PMID:12374825 |
| Escherichia coli NCBITaxon:562 |
SOURCE_ASSERTION | mibig:BGC0000777 | PMID:12374825 |
Occurrences 3
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 |
|---|---|---|
| Brucella melitensis NCBITaxon:29459 |
LOTUS | DOI:10.1128/IAI.66.11.5485-5493.1998 |
| Escherichia coli NCBITaxon:562 |
LOTUS | DOI:10.1128/JB.175.1.148-158.1993 |
| Escherichia coli NCBITaxon:562 |
LOTUS | DOI:10.1128/JB.184.21.5912-5925.2002 |
Biosynthetic gene clusters 5
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000772 | Brucella melitensis NCBITaxon:29459 |
CLUSTER_UNSTATED | genbank:AF047478.1 |
| mibig:BGC0000773 | Escherichia coli NCBITaxon:562 |
CLUSTER_UNSTATED | genbank:AF125322.1 |
| mibig:BGC0000775 | Legionella pneumophila NCBITaxon:446 |
CLUSTER_UNSTATED | genbank:AJ007311.1 |
| mibig:BGC0000776 | Escherichia coli NCBITaxon:562 |
CLUSTER_UNSTATED | genbank:AJ426044.2 |
| mibig:BGC0000777 | Escherichia coli NCBITaxon:562 |
CLUSTER_UNSTATED | genbank:AJ426045.2 |
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.
Open questions 1
shared-structure — This structure is reported by more than one MIBiG entry: BGC0000772, BGC0000773, BGC0000775, BGC0000776, BGC0000777. Confirm they describe the same compound rather than an upstream cross-reference error.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000772 | MIBIG | 5 |
| BGC0000773 | MIBIG | 3 |
| BGC0000775 | MIBIG | 3 |
| BGC0000776 | MIBIG | 3 |
| BGC0000777 | MIBIG | 3 |
This page is generated from data/natural_products/fatty_acids/lipopolysaccharide.yaml, which is generated from the committed inventories. Neither is edited by hand.