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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REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record.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 InChIKeyBOZILQFLQYBIIY-INTXDZFKSA-N
SMILESCC[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
Stereochemistryfully defined
Cross-referencesnpatlas: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.

TaxonBasisClusterEvidence
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.

TaxonSourceReference
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

AccessionHostLocus evidenceGenome
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

PRODUCERS & OCCURRENCE 1 producer (0 causal) 3 cited occurrences BIOSYNTHETIC LOCUS 1 gene cluster 0 curated pathway steps NATURAL PRODUCT mevinic acid CHEBI:39508 Polyketides TARGETS & BIOACTIVITY 0 molecular targets 25 bioactivities · 0 graphs

Bioactivities 25

Entries preserve source qualifiers, targets and evidence. Repeated assay names or values are not independent replications; inspect source detail for differences.

AssayResultTarget enzymeSource detail
A Quantitative High throughput Screen to Identify Chemical Modulators of PINK1 ExpressionOTHER 12.5893 uM; NOT_DETERMINEDNot recorded
pubchem.aid:624263
assay
A Quantitative High throughput Screen to Identify Chemical Modulators of PINK1 Expression
evidence
  • reference
    pubchem.aid:624263
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 624263, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession AAQ89316 was left ungrounded because PubChem did not provide a UniProtKB accession.
call
NOT_DETERMINED
measurement type
OTHER
value
12.5893
units
uM
A Quantitative High throughput Screen to Identify Chemical Modulators of PINK1 ExpressionOTHER 12.5893 uM; NOT_DETERMINEDNot recorded
pubchem.aid:624263
assay
A Quantitative High throughput Screen to Identify Chemical Modulators of PINK1 Expression
evidence
  • reference
    pubchem.aid:624263
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 624263, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession BAA25751 was left ungrounded because PubChem did not provide a UniProtKB accession.
call
NOT_DETERMINED
measurement type
OTHER
value
12.5893
units
uM
A quantitative high throughput screen for small molecules that induce DNA re-replication in MCF 10a normal breast cells.OTHER 7.3078 uM; INACTIVENot recorded
pubchem.aid:624296
assay
A quantitative high throughput screen for small molecules that induce DNA re-replication in MCF 10a normal breast cells.
evidence
  • reference
    pubchem.aid:624296
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 624296, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. Target accession NP_056979 was left ungrounded because PubChem did not provide a UniProtKB accession.
call
INACTIVE
measurement type
OTHER
value
7.3078
units
uM
A quantitative high throughput screen for small molecules that induce DNA re-replication in SW480 colon adenocarcinoma cells.OTHER 3.2643 uM; NOT_DETERMINEDNot recorded
pubchem.aid:624297
assay
A quantitative high throughput screen for small molecules that induce DNA re-replication in SW480 colon adenocarcinoma cells.
evidence
  • reference
    pubchem.aid:624297
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 624297, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession NP_056979 was left ungrounded because PubChem did not provide a UniProtKB accession.
call
NOT_DETERMINED
measurement type
OTHER
value
3.2643
units
uM
BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: AML-191 cell lineOTHER 10.4837 uM; NOT_DETERMINEDNot recorded
pubchem.aid:2202236
assay
BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: AML-191 cell line
evidence
  • reference
    pubchem.aid:2202236
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 2202236, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
10.4837
units
uM
BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: AML-194 cell lineOTHER 18.6429 uM; NOT_DETERMINEDNot recorded
pubchem.aid:2202237
assay
BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: AML-194 cell line
evidence
  • reference
    pubchem.aid:2202237
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 2202237, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
18.6429
units
uM
BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: HNT-34 cell lineOTHER 18.6429 uM; NOT_DETERMINEDNot recorded
pubchem.aid:2202234
assay
BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: HNT-34 cell line
evidence
  • reference
    pubchem.aid:2202234
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 2202234, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
18.6429
units
uM
BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: MV-4-11 cell lineOTHER 18.6429 uM; NOT_DETERMINEDNot recorded
pubchem.aid:2202233
assay
BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: MV-4-11 cell line
evidence
  • reference
    pubchem.aid:2202233
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 2202233, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
18.6429
units
uM
BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: OCI-AML3 cell lineOTHER 11.7629 uM; ACTIVENot recorded
pubchem.aid:2202232
assay
BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: OCI-AML3 cell line
evidence
  • reference
    pubchem.aid:2202232
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 2202232, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
11.7629
units
uM
BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: SET-2 cell lineOTHER 20.9177 uM; NOT_DETERMINEDNot recorded
pubchem.aid:2202231
assay
BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: SET-2 cell line
evidence
  • reference
    pubchem.aid:2202231
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 2202231, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
20.9177
units
uM
BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: UCSD-AML1 cell lineOTHER 14.8086 uM; NOT_DETERMINEDNot recorded
pubchem.aid:2202235
assay
BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: UCSD-AML1 cell line
evidence
  • reference
    pubchem.aid:2202235
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 2202235, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
14.8086
units
uM
Cell Viability qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteomeOTHER 12.5893 uM; NOT_DETERMINEDNot recorded
PMID:33910017
assay
Cell Viability qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome
evidence
  • reference
    PMID:33910017
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1508629, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
12.5893
units
uM
Cellular viability qHTS for adrenocortical cancer (ACC) cell line NCI-H295ROTHER 17.7828 uM; NOT_DETERMINEDNot recorded
pubchem.aid:1963990
assay
Cellular viability qHTS for adrenocortical cancer (ACC) cell line NCI-H295R
evidence
  • reference
    pubchem.aid:1963990
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1963990, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
17.7828
units
uM
Cellular viability qHTS for anaplastic thyroid cancer (ATC) cell line 8505COTHER 4.9071 uM; ACTIVENot recorded
pubchem.aid:2202553
assay
Cellular viability qHTS for anaplastic thyroid cancer (ATC) cell line 8505C
evidence
  • reference
    pubchem.aid:2202553
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 2202553, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
4.9071
units
uM
activity class
CYTOTOXIC
Cellular viability qHTS for anaplastic thyroid cancer (ATC) cell line THJ-11TOTHER 9.791 uM; ACTIVENot recorded
pubchem.aid:2202552
assay
Cellular viability qHTS for anaplastic thyroid cancer (ATC) cell line THJ-11T
evidence
  • reference
    pubchem.aid:2202552
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 2202552, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
9.791
units
uM
activity class
CYTOTOXIC
Cellular viability qHTS for anaplastic thyroid cancer (ATC) cell line THJ-16TOTHER 9.791 uM; ACTIVENot recorded
pubchem.aid:2202551
assay
Cellular viability qHTS for anaplastic thyroid cancer (ATC) cell line THJ-16T
evidence
  • reference
    pubchem.aid:2202551
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 2202551, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
9.791
units
uM
activity class
CYTOTOXIC
Confirmatory qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: Secreted ER Calcium Modulated Protein (SERCaMP) assayOTHER 7.9433 uM; NOT_DETERMINEDNot recorded
PMID:33910017
assay
Confirmatory qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: Secreted ER Calcium Modulated Protein (SERCaMP) assay
evidence
  • reference
    PMID:33910017
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1508628, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
7.9433
units
uM
Confirmatory qHTS to identify inhibitors of SARS-CoV-2 cell entryOTHER 1.9182 uM; INACTIVENot recorded
pubchem.aid:1645844
assay
Confirmatory qHTS to identify inhibitors of SARS-CoV-2 cell entry
evidence
  • reference
    pubchem.aid:1645844
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1645844, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
INACTIVE
measurement type
OTHER
value
1.9182
units
uM
Counterscreen for inhibitors of NLG for Luciferase Activators Measured in Cell-Based System Using Plate Reader - 2146-03_Inhibitor_Dose_CherryPick_ActivityOTHER 1.26 uM; ACTIVENot recorded
pubchem.aid:624404
assay
Counterscreen for inhibitors of NLG for Luciferase Activators Measured in Cell-Based System Using Plate Reader - 2146-03_Inhibitor_Dose_CherryPick_Activity
evidence
  • reference
    pubchem.aid:624404
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 624404, deposited by Broad Institute; assay type Confirmatory. Source endpoint: AbsAC35_uM.
call
ACTIVE
measurement type
OTHER
value
1.26
units
uM
activity class
ENZYME_INHIBITOR
Counterscreen qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: GLuc-NoTag assayOTHER 50.1187 uM; NOT_DETERMINEDNot recorded
PMID:33910017
assay
Counterscreen qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: GLuc-NoTag assay
evidence
  • reference
    PMID:33910017
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1508627, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
50.1187
units
uM
Cytometry Cell-Based qHTS for Inhibitors of the mTORC1 Signaling Pathway in MEF cellsOTHER 9.2683 uM; NOT_DETERMINEDNot recorded
pubchem.aid:2668
assay
Cytometry Cell-Based qHTS for Inhibitors of the mTORC1 Signaling Pathway in MEF cells
evidence
  • reference
    pubchem.aid:2668
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 2668, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession NP_004949 was left ungrounded because PubChem did not provide a UniProtKB accession.
call
NOT_DETERMINED
measurement type
OTHER
value
9.2683
units
uM
HTS Assay for Allosteric Agonists of the Human D1 Dopamine Receptor: Primary Screen for PotentiatorsOTHER 4.1092 uM; NOT_DETERMINEDNot recorded
pubchem.aid:488982
assay
HTS Assay for Allosteric Agonists of the Human D1 Dopamine Receptor: Primary Screen for Potentiators
evidence
  • reference
    pubchem.aid:488982
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 488982, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession NP_000785 was left ungrounded because PubChem did not provide a UniProtKB accession.
call
NOT_DETERMINED
measurement type
OTHER
value
4.1092
units
uM
High Content Imaging Cell-Based qHTS for Inhibitors of the mTORC1 Signaling Pathway in MEF CellsOTHER 16.4816 uM; NOT_DETERMINEDNot recorded
pubchem.aid:2667
assay
High Content Imaging Cell-Based qHTS for Inhibitors of the mTORC1 Signaling Pathway in MEF Cells
evidence
  • reference
    pubchem.aid:2667
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 2667, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession NP_004949 was left ungrounded because PubChem did not provide a UniProtKB accession.
call
NOT_DETERMINED
measurement type
OTHER
value
16.4816
units
uM
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_ActivityOTHER 0.18 uM; ACTIVENot recorded
pubchem.aid:624491
assay
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
evidence
  • reference
    pubchem.aid:624491
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 624491, deposited by Broad Institute; assay type Confirmatory. Source endpoint: AbsAC26_uM.
call
ACTIVE
measurement type
OTHER
value
0.18
units
uM
activity class
ENZYME_INHIBITOR
Nrf2 qHTS screen for inhibitorsOTHER 18.3564 uM; NOT_DETERMINEDNot recorded
pubchem.aid:504444
assay
Nrf2 qHTS screen for inhibitors
evidence
  • reference
    pubchem.aid:504444
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 504444, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession NP_001138884 was left ungrounded because PubChem did not provide a UniProtKB accession.
call
NOT_DETERMINED
measurement type
OTHER
value
18.3564
units
uM
notes
115 further PubChem assay results are in data/raw/pubchem_bioassay.tsv but not written here.

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 conceptSourceVersion
BGC0000039MIBIG3
CHEBI:39508CHEBI3-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.