mevinic acid
CHEBI:39508 EXACT SEEDED cytotoxicenzyme inhibitor
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REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record.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.
A member of the class of hexahydronaphthalenes that is 1,2,6,7,8,8a-hexahydronaphthalene which is substituted by a (3R,5R)-6-carboxy-3,5-dihydroxyhexyl group at position 1, a methyl group at position 2, and a (2S)-2-methylbutanoyloxy group at position 8 (the 1S,2S,8S,8aR isomer). Lactonisation of the hydroxy-carboxylic acid chain at position 1 affords mevastatin.
Structure
| Standard InChIKey | BOZILQFLQYBIIY-INTXDZFKSA-N |
|---|---|
| SMILES | CC[C@H](C)C(=O)O[C@H]1CCC=C2C=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(O)=O)[C@@H]12 |
| Stereochemistry | fully defined |
| Cross-references | npatlas:NPA018102, pubchem:64715 |
Filing pathway
Polyketides — 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 pks, 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 |
|---|---|---|---|
| Penicillium citrinum NCBITaxon:5077 |
SOURCE_ASSERTION | mibig:BGC0000039 | PMID:12172803 |
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 |
|---|---|---|
| Penicillium javanicum NCBITaxon:28578 |
LOTUS | DOI:10.1021/NP040052S |
| Penicillium javanicum NCBITaxon:28578 |
LOTUS | DOI:10.1039/P19760001165 |
| Penicillium citrinum NCBITaxon:5077 |
LOTUS | DOI:10.1007/S00438-002-0697-Y |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000039 | Penicillium citrinum NCBITaxon:5077 |
CLUSTER_UNSTATED | genbank:AB072893.1 |
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.
Mechanism & Biosynthesis Overview
Bioactivities 25
Entries preserve source qualifiers, targets and evidence. Repeated assay names or values are not independent replications; inspect source detail for differences.
| Assay | Result | Target enzyme | Source detail |
|---|---|---|---|
| A Quantitative High throughput Screen to Identify Chemical Modulators of PINK1 Expression | OTHER 12.5893 uM; NOT_DETERMINED | Not recorded | pubchem.aid:624263
|
| A Quantitative High throughput Screen to Identify Chemical Modulators of PINK1 Expression | OTHER 12.5893 uM; NOT_DETERMINED | Not recorded | pubchem.aid:624263
|
| A quantitative high throughput screen for small molecules that induce DNA re-replication in MCF 10a normal breast cells. | OTHER 7.3078 uM; INACTIVE | Not recorded | pubchem.aid:624296
|
| A quantitative high throughput screen for small molecules that induce DNA re-replication in SW480 colon adenocarcinoma cells. | OTHER 3.2643 uM; NOT_DETERMINED | Not recorded | pubchem.aid:624297
|
| BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: AML-191 cell line | OTHER 10.4837 uM; NOT_DETERMINED | Not recorded | pubchem.aid:2202236
|
| BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: AML-194 cell line | OTHER 18.6429 uM; NOT_DETERMINED | Not recorded | pubchem.aid:2202237
|
| BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: HNT-34 cell line | OTHER 18.6429 uM; NOT_DETERMINED | Not recorded | pubchem.aid:2202234
|
| BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: MV-4-11 cell line | OTHER 18.6429 uM; NOT_DETERMINED | Not recorded | pubchem.aid:2202233
|
| BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: OCI-AML3 cell line | OTHER 11.7629 uM; ACTIVE | Not recorded | pubchem.aid:2202232
|
| BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: SET-2 cell line | OTHER 20.9177 uM; NOT_DETERMINED | Not recorded | pubchem.aid:2202231
|
| BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: UCSD-AML1 cell line | OTHER 14.8086 uM; NOT_DETERMINED | Not recorded | pubchem.aid:2202235
|
| Cell Viability qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome | OTHER 12.5893 uM; NOT_DETERMINED | Not recorded | PMID:33910017
|
| Cellular viability qHTS for adrenocortical cancer (ACC) cell line NCI-H295R | OTHER 17.7828 uM; NOT_DETERMINED | Not recorded | pubchem.aid:1963990
|
| Cellular viability qHTS for anaplastic thyroid cancer (ATC) cell line 8505C | OTHER 4.9071 uM; ACTIVE | Not recorded | pubchem.aid:2202553
|
| Cellular viability qHTS for anaplastic thyroid cancer (ATC) cell line THJ-11T | OTHER 9.791 uM; ACTIVE | Not recorded | pubchem.aid:2202552
|
| Cellular viability qHTS for anaplastic thyroid cancer (ATC) cell line THJ-16T | OTHER 9.791 uM; ACTIVE | Not recorded | pubchem.aid:2202551
|
| Confirmatory qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: Secreted ER Calcium Modulated Protein (SERCaMP) assay | OTHER 7.9433 uM; NOT_DETERMINED | Not recorded | PMID:33910017
|
| Confirmatory qHTS to identify inhibitors of SARS-CoV-2 cell entry | OTHER 1.9182 uM; INACTIVE | Not recorded | pubchem.aid:1645844
|
| Counterscreen for inhibitors of NLG for Luciferase Activators Measured in Cell-Based System Using Plate Reader - 2146-03_Inhibitor_Dose_CherryPick_Activity | OTHER 1.26 uM; ACTIVE | Not recorded | pubchem.aid:624404
|
| Counterscreen qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: GLuc-NoTag assay | OTHER 50.1187 uM; NOT_DETERMINED | Not recorded | PMID:33910017
|
| Cytometry Cell-Based qHTS for Inhibitors of the mTORC1 Signaling Pathway in MEF cells | OTHER 9.2683 uM; NOT_DETERMINED | Not recorded | pubchem.aid:2668
|
| HTS Assay for Allosteric Agonists of the Human D1 Dopamine Receptor: Primary Screen for Potentiators | OTHER 4.1092 uM; NOT_DETERMINED | Not recorded | pubchem.aid:488982
|
| High Content Imaging Cell-Based qHTS for Inhibitors of the mTORC1 Signaling Pathway in MEF Cells | OTHER 16.4816 uM; NOT_DETERMINED | Not recorded | pubchem.aid:2667
|
| Luciferase Reporter Cell Based HTS to identify inhibitors of N-linked Glycosylation Measured in Cell-Based System Using Plate Reader - 2146-01_Inhibitor_Dose_CherryPick_Activity | OTHER 0.18 uM; ACTIVE | Not recorded | pubchem.aid:624491
|
| Nrf2 qHTS screen for inhibitors | OTHER 18.3564 uM; NOT_DETERMINED | Not recorded | pubchem.aid:504444
|
Explore across X-Mech
Open questions 1
name-disagreement — ChEBI calls this structure 'mevinic acid' and MIBiG calls it 'compactin'. They share a Standard InChIKey, so if the names denote different compounds then one upstream record has the wrong structure. Check which.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000039 | MIBIG | 3 |
| CHEBI:39508 | CHEBI | 3-star |
This page is generated from data/natural_products/polyketides/mevinic-acid.yaml, which is generated from the committed inventories. Neither is edited by hand.