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cytochalasin E

naturalproductmech:mibig-1dcbc6311a MINTED SEEDED cytotoxicenzyme inhibitor

Grounding review: No 3-star ChEBI entry shares this structure, so the record keeps a content-hashed identifier.
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REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record.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.

Structure

Standard InChIKeyLAJXCUNOQSHRJO-ZYGJITOWSA-N
SMILESC[C@H]1C/C=C/[C@H]2[C@H]3[C@](O3)([C@H]([C@@H]4[C@]2(C(=O)N[C@H]4CC5=CC=CC=C5)OC(=O)O/C=C/[C@@](C1=O)(C)O)C)C
Stereochemistryfully defined
Cross-referencespubchem:5458385, npatlas:NPA017108

Filing pathway

Alkaloids — 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, 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
Aspergillus clavatus NRRL 1
NCBITaxon:344612		 BGC_CHARACTERIZED mibig:BGC0000983 DOI:10.7164/antibiotics.55.585

Occurrences 14

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
Arthrinium sacchari
NCBITaxon:166626		 LOTUS DOI:10.1021/NP200108H
Dematophora necatrix
NCBITaxon:2751867		 LOTUS DOI:10.1080/00021369.1989.10869501
Dematophora necatrix
NCBITaxon:2751867		 LOTUS DOI:10.1271/BBB1961.53.1699
Aspergillus terreus
NCBITaxon:33178		 LOTUS DOI:10.1055/S-0029-1240726
Aspergillus flavipes
NCBITaxon:41900		 LOTUS DOI:10.1002/HLCA.200800455
Aspergillus flavipes
NCBITaxon:41900		 LOTUS DOI:10.1021/NP030353M
Aspergillus clavatus
NCBITaxon:5057		 LOTUS DOI:10.1016/J.YMBEN.2011.09.008
Aspergillus clavatus
NCBITaxon:5057		 LOTUS DOI:10.1039/P19820000541
Mariannaea elegans
NCBITaxon:509241		 LOTUS DOI:10.1002/CBDV.201000133
Mariannaea elegans
NCBITaxon:509241		 LOTUS DOI:10.1021/NP050201M
Rhinocladiella
NCBITaxon:5587		 LOTUS DOI:10.1021/NP0002942
Mycotypha
NCBITaxon:64629		 LOTUS DOI:10.7164/ANTIBIOTICS.55.585
Rosellinia necatrix
NCBITaxon:77044		 LOTUS DOI:10.1080/00021369.1989.10869501
Rosellinia necatrix
NCBITaxon:77044		 LOTUS DOI:10.1271/BBB1961.53.1699

Biosynthetic gene clusters 1

AccessionHostLocus evidenceGenome
mibig:BGC0000983 Aspergillus clavatus NRRL 1
NCBITaxon:344612 		CLUSTER_DEMONSTRATED genbank:DS027057.1

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 (1 causal) 14 cited occurrences BIOSYNTHETIC LOCUS 1 gene cluster 0 curated pathway steps NATURAL PRODUCT cytochalasin E naturalproductmech:mibig-1dcbc6311a Alkaloids 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
Constitutive androstane receptor (CAR) small molecule agonists, cell-based qHTS assay in HepG2 cellsOTHER 0.2835 uM; INACTIVENot recorded
pubchem.aid:2202728
assay
Constitutive androstane receptor (CAR) small molecule agonists, cell-based qHTS assay in HepG2 cells
evidence
  • reference
    pubchem.aid:2202728
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 2202728, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
INACTIVE
measurement type
OTHER
value
0.2835
units
uM
Constitutive androstane receptor (CAR) small molecule agonists, cell-based qHTS assay in HepG2 cellsOTHER 0.2835 uM; INACTIVENot recorded
pubchem.aid:2202728
assay
Constitutive androstane receptor (CAR) small molecule agonists, cell-based qHTS assay in HepG2 cells
evidence
  • reference
    pubchem.aid:2202728
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 2202728, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. Target accession ADZ17385 was left ungrounded because PubChem did not provide a UniProtKB accession.
call
INACTIVE
measurement type
OTHER
value
0.2835
units
uM
P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screenOTHER 2.2427 uM; ACTIVENot recorded
PMID:31515284
assay
P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen
evidence
  • reference
    PMID:31515284
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1346987, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
2.2427
units
uM
Primary qHTS for inhibitors of nuclear receptor binding SET domain protein 2 (NSD2) in an RCH-ACV wild type WT cells (2C)OTHER 0.5021 uM; ACTIVENot recorded
pubchem.aid:1645877
assay
Primary qHTS for inhibitors of nuclear receptor binding SET domain protein 2 (NSD2) in an RCH-ACV wild type WT cells (2C)
evidence
  • reference
    pubchem.aid:1645877
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1645877, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
0.5021
units
uM
activity class
ENZYME_INHIBITOR
Primary qHTS for inhibitors of nuclear receptor binding SET domain protein 2 (NSD2) in an RCH-ACV wild type WT cells (2C)OTHER 0.5021 uM; ACTIVEUniProtKB:O96028
pubchem.aid:1645877
assay
Primary qHTS for inhibitors of nuclear receptor binding SET domain protein 2 (NSD2) in an RCH-ACV wild type WT cells (2C)
evidence
  • reference
    pubchem.aid:1645877
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1645877, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
0.5021
units
uM
target enzyme
UniProtKB:O96028
activity class
ENZYME_INHIBITOR
Primary qHTS for inhibitors of nuclear receptor binding SET domain protein 2 (NSD2) in an isogenic RCH-ACV NSD2 p.E1099K mutant (9B)OTHER 0.6321 uM; ACTIVENot recorded
pubchem.aid:1645876
assay
Primary qHTS for inhibitors of nuclear receptor binding SET domain protein 2 (NSD2) in an isogenic RCH-ACV NSD2 p.E1099K mutant (9B)
evidence
  • reference
    pubchem.aid:1645876
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1645876, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
0.6321
units
uM
activity class
ENZYME_INHIBITOR
Primary qHTS for inhibitors of nuclear receptor binding SET domain protein 2 (NSD2) in an isogenic RCH-ACV NSD2 p.E1099K mutant (9B)OTHER 0.6321 uM; ACTIVEUniProtKB:O96028
pubchem.aid:1645876
assay
Primary qHTS for inhibitors of nuclear receptor binding SET domain protein 2 (NSD2) in an isogenic RCH-ACV NSD2 p.E1099K mutant (9B)
evidence
  • reference
    pubchem.aid:1645876
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1645876, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
0.6321
units
uM
target enzyme
UniProtKB:O96028
activity class
ENZYME_INHIBITOR
Primary qHTS for small molecule compounds that upregulate eGFP-tagged delta133p53alpha (in N-terminal) cells.OTHER 0.4654 uM; NOT_DETERMINEDNot recorded
pubchem.aid:2060322
assay
Primary qHTS for small molecule compounds that upregulate eGFP-tagged delta133p53alpha (in N-terminal) cells.
evidence
  • reference
    pubchem.aid:2060322
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 2060322, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
0.4654
units
uM
Primary qHTS for small molecule compounds that upregulate eGFP-tagged delta133p53alpha (in N-terminal) cells.OTHER 0.4654 uM; NOT_DETERMINEDNot recorded
pubchem.aid:2060322
assay
Primary qHTS for small molecule compounds that upregulate eGFP-tagged delta133p53alpha (in N-terminal) cells.
evidence
  • reference
    pubchem.aid:2060322
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 2060322, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession NP_001119587 was left ungrounded because PubChem did not provide a UniProtKB accession.
call
NOT_DETERMINED
measurement type
OTHER
value
0.4654
units
uM
Primary qHTS to identify anti-liver cancer compounds using libraries of approved drugs and bioactive compoundsOTHER 0.7079 uM; NOT_DETERMINEDNot recorded
pubchem.aid:2202548
assay
Primary qHTS to identify anti-liver cancer compounds using libraries of approved drugs and bioactive compounds
evidence
  • reference
    pubchem.aid:2202548
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 2202548, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
0.7079
units
uM
Viability qHTS for spleen associated tyrosine kinase inhibitor (SYKi) drug resistant MV4-11 cellsOTHER 0.2243 uM; NOT_DETERMINEDNot recorded
pubchem.aid:1963824
assay
Viability qHTS for spleen associated tyrosine kinase inhibitor (SYKi) drug resistant MV4-11 cells
evidence
  • reference
    pubchem.aid:1963824
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1963824, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
0.2243
units
uM
Viability qHTS for spleen associated tyrosine kinase inhibitor (SYKi) drug resistant MV4-11 cellsOTHER 0.2243 uM; NOT_DETERMINEDUniProtKB:P43405
pubchem.aid:1963824
assay
Viability qHTS for spleen associated tyrosine kinase inhibitor (SYKi) drug resistant MV4-11 cells
evidence
  • reference
    pubchem.aid:1963824
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1963824, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
0.2243
units
uM
target enzyme
UniProtKB:P43405
Viability qHTS for spleen associated tyrosine kinase inhibitor (SYKi) naive MV4-11 cellsOTHER 0.1999 uM; NOT_DETERMINEDNot recorded
pubchem.aid:1963823
assay
Viability qHTS for spleen associated tyrosine kinase inhibitor (SYKi) naive MV4-11 cells
evidence
  • reference
    pubchem.aid:1963823
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1963823, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
0.1999
units
uM
Viability qHTS for spleen associated tyrosine kinase inhibitor (SYKi) naive MV4-11 cellsOTHER 0.1999 uM; NOT_DETERMINEDUniProtKB:P43405
pubchem.aid:1963823
assay
Viability qHTS for spleen associated tyrosine kinase inhibitor (SYKi) naive MV4-11 cells
evidence
  • reference
    pubchem.aid:1963823
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1963823, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
0.1999
units
uM
target enzyme
UniProtKB:P43405
Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput ScreeningACTIVENot recorded
PMID:31498718
assay
Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput Screening
evidence
  • reference
    PMID:31498718
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1296008, deposited by NCGC; assay type Confirmatory.
call
ACTIVE
activity class
CYTOTOXIC
NCI Yeast Anticancer Drug Screen. Data for the bub3 strainACTIVENot recorded
pubchem.aid:167
assay
NCI Yeast Anticancer Drug Screen. Data for the bub3 strain
evidence
  • reference
    pubchem.aid:167
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 167, deposited by DTP/NCI; assay type Other.
call
ACTIVE
activity class
CYTOTOXIC
NCI Yeast Anticancer Drug Screen. Data for the mec2-1 strainACTIVENot recorded
pubchem.aid:157
assay
NCI Yeast Anticancer Drug Screen. Data for the mec2-1 strain
evidence
  • reference
    pubchem.aid:157
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 157, deposited by DTP/NCI; assay type Other.
call
ACTIVE
activity class
CYTOTOXIC
NCI Yeast Anticancer Drug Screen. Data for the mlh1 rad18 strainACTIVENot recorded
pubchem.aid:175
assay
NCI Yeast Anticancer Drug Screen. Data for the mlh1 rad18 strain
evidence
  • reference
    pubchem.aid:175
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 175, deposited by DTP/NCI; assay type Other.
call
ACTIVE
activity class
CYTOTOXIC
NCI Yeast Anticancer Drug Screen. Data for the rad50 strainACTIVENot recorded
pubchem.aid:155
assay
NCI Yeast Anticancer Drug Screen. Data for the rad50 strain
evidence
  • reference
    pubchem.aid:155
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 155, deposited by DTP/NCI; assay type Other.
call
ACTIVE
activity class
CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the 786-0 Renal cell lineACTIVENot recorded
pubchem.aid:137
assay
NCI human tumor cell line growth inhibition assay. Data for the 786-0 Renal cell line
evidence
  • reference
    pubchem.aid:137
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 137, deposited by DTP/NCI; assay type Confirmatory.
call
ACTIVE
activity class
CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the A498 Renal cell lineACTIVENot recorded
pubchem.aid:129
assay
NCI human tumor cell line growth inhibition assay. Data for the A498 Renal cell line
evidence
  • reference
    pubchem.aid:129
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 129, deposited by DTP/NCI; assay type Confirmatory.
call
ACTIVE
activity class
CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the A549/ATCC Non-Small Cell Lung cell lineACTIVENot recorded
pubchem.aid:19
assay
NCI human tumor cell line growth inhibition assay. Data for the A549/ATCC Non-Small Cell Lung cell line
evidence
  • reference
    pubchem.aid:19
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 19, deposited by DTP/NCI; assay type Confirmatory.
call
ACTIVE
activity class
CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the ACHN Renal cell lineACTIVENot recorded
pubchem.aid:139
assay
NCI human tumor cell line growth inhibition assay. Data for the ACHN Renal cell line
evidence
  • reference
    pubchem.aid:139
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 139, deposited by DTP/NCI; assay type Confirmatory.
call
ACTIVE
activity class
CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the CAKI-1 Renal cell lineACTIVENot recorded
pubchem.aid:131
assay
NCI human tumor cell line growth inhibition assay. Data for the CAKI-1 Renal cell line
evidence
  • reference
    pubchem.aid:131
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 131, deposited by DTP/NCI; assay type Confirmatory.
call
ACTIVE
activity class
CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the CCRF-CEM Leukemia cell lineACTIVENot recorded
pubchem.aid:119
assay
NCI human tumor cell line growth inhibition assay. Data for the CCRF-CEM Leukemia cell line
evidence
  • reference
    pubchem.aid:119
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 119, deposited by DTP/NCI; assay type Confirmatory.
call
ACTIVE
activity class
CYTOTOXIC
notes
61 further PubChem assay results are in data/raw/pubchem_bioassay.tsv but not written here.

Explore across X-Mech

AntibioticMech (cytochalasin E) ↗ MediaIngredientMech (naturalproductmech:mibig-1dcbc6311a) ↗ TaxonMech: Aspergillus clavatus NRRL 1 (NCBITaxon:344612) ↗ PathwayMech (mibig:BGC0000983) ↗

Provenance

Source conceptSourceVersion
BGC0000983MIBIG5

This page is generated from data/natural_products/alkaloids/cytochalasin-e.yaml, which is generated from the committed inventories. Neither is edited by hand.