α-ergocryptine

CHEBI:10276 EXACT SEEDED enzyme 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REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record.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.

Ergotaman bearing hydroxy, isopropyl, and 2-methylpropyl groups at the 12', 2' and 5' positions, respectively, and oxo groups at positions 3', 6', and 18. It is a natural ergot alkaloid. Ergocryptine discussed in the literature prior to 1967, when β-ergocryptine was separated from α-ergocryptine, is now referred to as α-ergocryptine.

Structure

Standard InChIKey	YDOTUXAWKBPQJW-NSLWYYNWSA-N
SMILES	CC(C)C[C@H]1C(=O)N2CCC[C@H]2[C@]3(N1C(=O)[C@](O3)(C(C)C)NC(=O)[C@H]4CN([C@@H]5CC6=CNC7=CC=CC(=C67)C5=C4)C)O
Stereochemistry	fully defined
Cross-references	chembl:CHEMBL1403281, pubchem:134551

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 terpene, 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
Claviceps fusiformis NCBITaxon:40602	SOURCE_ASSERTION	mibig:BGC0001241	DOI:10.1371/journal.pgen.1003323

Occurrences 10

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
Festuca arundinacea NCBITaxon:4606	LOTUS	DOI:10.1021/JF00064A038
Claviceps purpurea NCBITaxon:5111	LOTUS	DOI:10.1007/BF01937731
Claviceps purpurea NCBITaxon:5111	LOTUS	DOI:10.1016/S0021-9673(98)00099-5
Claviceps purpurea NCBITaxon:5111	LOTUS	DOI:10.1021/NP50036A010
Claviceps purpurea NCBITaxon:5111	LOTUS	DOI:10.1021/NP50054A009
Claviceps purpurea NCBITaxon:5111	LOTUS	DOI:10.1128/AEM.59.7.2029-2033.1993
Claviceps purpurea NCBITaxon:5111	LOTUS	DOI:10.1139/V79-263
Festuca rubra NCBITaxon:52153	LOTUS	DOI:10.1021/JF00064A038
Claviceps grohii NCBITaxon:89176	LOTUS	DOI:10.1021/NP8001173
Claviceps zizaniae NCBITaxon:89180	LOTUS	DOI:10.1021/NP010639W

Biosynthetic gene clusters 1

Accession	Host	Locus evidence	Genome
mibig:BGC0001241	Claviceps fusiformis NCBITaxon:40602	CLUSTER_UNSTATED	genbank:JN186799.1

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.

Explore across X-Mech

AntibioticMech (α-ergocryptine) ↗ MediaIngredientMech (CHEBI:10276) ↗ TaxonMech: Claviceps fusiformis (NCBITaxon:40602) ↗ PathwayMech (mibig:BGC0001241) ↗

Open questions 1

name-disagreement — ChEBI calls this structure 'α-ergocryptine' and MIBiG calls it 'ergocryptine'. 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
BGC0001241	MIBIG	4
CHEBI:10276	CHEBI	3-star

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

Assay	Result	Target enzyme	Source detail
A quantitative high throughput screen for small molecules that induce DNA re-replication in SW480 colon adenocarcinoma cells.	OTHER 0.0651 uM; NOT_DETERMINED	Not 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 0.0651 units uM
Inhibitors of Regulator of G Protein Signaling (RGS) 4: qHTS	OTHER 56.2341 uM; NOT_DETERMINED	Not recorded	pubchem.aid:504845 assay Inhibitors of Regulator of G Protein Signaling (RGS) 4: qHTS evidence reference pubchem.aid:504845 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 504845, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession ABC94591 was left ungrounded because PubChem did not provide a UniProtKB accession. call NOT_DETERMINED measurement type OTHER value 56.2341 units uM
Inhibitors of Secretory Acid Sphingomyelinase (S-ASM): qHTS	OTHER 31.6228 uM; INACTIVE	Not recorded	pubchem.aid:504937 assay Inhibitors of Secretory Acid Sphingomyelinase (S-ASM): qHTS evidence reference pubchem.aid:504937 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 504937, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. Target accession AAA58377 was left ungrounded because PubChem did not provide a UniProtKB accession. call INACTIVE measurement type OTHER value 31.6228 units uM
Inhibitors of USP1/UAF1: Primary Screen	OTHER 17.7828 uM; ACTIVE	Not recorded	pubchem.aid:743255 assay Inhibitors of USP1/UAF1: Primary Screen evidence reference pubchem.aid:743255 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 743255, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. Target accession AAH18745 was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE measurement type OTHER value 17.7828 units uM activity class ENZYME_INHIBITOR
Inhibitors of the vitamin D receptor (VDR): qHTS	OTHER 79.4328 uM; ACTIVE	Not recorded	pubchem.aid:504847 assay Inhibitors of the vitamin D receptor (VDR): qHTS evidence reference pubchem.aid:504847 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 504847, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. Target accession NP_001017535 was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE measurement type OTHER value 79.4328 units uM activity class ENZYME_INHIBITOR
Nrf2 qHTS screen for inhibitors	OTHER 12.9953 uM; NOT_DETERMINED	Not 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 12.9953 units uM
Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 48 hour incubation	OTHER 2.9362 uM; ACTIVE	Not recorded	pubchem.aid:504832 assay Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 48 hour incubation evidence reference pubchem.aid:504832 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 504832, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. call ACTIVE measurement type OTHER value 2.9362 units uM activity class ENZYME_INHIBITOR
Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 96 hour incubation	OTHER 3.6964 uM; ACTIVE	Not recorded	pubchem.aid:504834 assay Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 96 hour incubation evidence reference pubchem.aid:504834 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 504834, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. call ACTIVE measurement type OTHER value 3.6964 units uM activity class ENZYME_INHIBITOR
qHTS Assay for Iinhibitors of HIV-1 Budding by Blocking the Interaction of PTAP/TSG101	OTHER 50.1187 uM; NOT_DETERMINED	Not recorded	pubchem.aid:493005 assay qHTS Assay for Iinhibitors of HIV-1 Budding by Blocking the Interaction of PTAP/TSG101 evidence reference pubchem.aid:493005 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 493005, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession NP_006283 was left ungrounded because PubChem did not provide a UniProtKB accession. call NOT_DETERMINED measurement type OTHER value 50.1187 units uM
qHTS Assay for Iinhibitors of HIV-1 Budding by Blocking the Interaction of PTAP/TSG101: Hit Validation in TR assay	OTHER 0.3659 uM; INACTIVE	Not recorded	pubchem.aid:651599 assay qHTS Assay for Iinhibitors of HIV-1 Budding by Blocking the Interaction of PTAP/TSG101: Hit Validation in TR assay evidence reference pubchem.aid:651599 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 651599, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. Target accession NP_006283 was left ungrounded because PubChem did not provide a UniProtKB accession. call INACTIVE measurement type OTHER value 0.3659 units uM
qHTS Assay for Inhibitors of Hepatitis C Virus (HCV)	OTHER 11.2202 uM; NOT_DETERMINED	Not recorded	pubchem.aid:651820 assay qHTS Assay for Inhibitors of Hepatitis C Virus (HCV) evidence reference pubchem.aid:651820 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 651820, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. call NOT_DETERMINED measurement type OTHER value 11.2202 units uM
qHTS Assay for Inhibitors of Histone Lysine Methyltransferase G9a	OTHER 6.3096 uM; ACTIVE	Not recorded	pubchem.aid:504332 assay qHTS Assay for Inhibitors of Histone Lysine Methyltransferase G9a evidence reference pubchem.aid:504332 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 504332, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. Target accession CAQ07474 was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE measurement type OTHER value 6.3096 units uM activity class ENZYME_INHIBITOR
qHTS Assay for Inhibitors of JMJD2A-Tudor Domain	OTHER 50.1187 uM; ACTIVE	Not recorded	pubchem.aid:504339 assay qHTS Assay for Inhibitors of JMJD2A-Tudor Domain evidence reference pubchem.aid:504339 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 504339, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. Target accession 2QQS_A was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE measurement type OTHER value 50.1187 units uM activity class ENZYME_INHIBITOR
qHTS Assay for Inhibitors of Mammalian Selenoprotein Thioredoxin Reductase 1 (TrxR1): qHTS	OTHER 15.8489 uM; ACTIVE	Not recorded	pubchem.aid:588453 assay qHTS Assay for Inhibitors of Mammalian Selenoprotein Thioredoxin Reductase 1 (TrxR1): qHTS evidence reference pubchem.aid:588453 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 588453, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. Target accession AAC35244 was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE measurement type OTHER value 15.8489 units uM activity class ENZYME_INHIBITOR
qHTS Assay for Inhibitors of RanGTP induced Rango (Ran-regulated importin-beta cargo) - Importin beta complex dissociation	OTHER 31.6228 uM; NOT_DETERMINED	Not recorded	pubchem.aid:540253 assay qHTS Assay for Inhibitors of RanGTP induced Rango (Ran-regulated importin-beta cargo) - Importin beta complex dissociation evidence reference pubchem.aid:540253 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 540253, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession NP_002256 was left ungrounded because PubChem did not provide a UniProtKB accession. call NOT_DETERMINED measurement type OTHER value 31.6228 units uM
qHTS Assay for Inhibitors of RanGTP induced Rango (Ran-regulated importin-beta cargo) - Importin beta complex dissociation	OTHER 31.6228 uM; NOT_DETERMINED	Not recorded	pubchem.aid:540253 assay qHTS Assay for Inhibitors of RanGTP induced Rango (Ran-regulated importin-beta cargo) - Importin beta complex dissociation evidence reference pubchem.aid:540253 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 540253, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession NP_005692 was left ungrounded because PubChem did not provide a UniProtKB accession. call NOT_DETERMINED measurement type OTHER value 31.6228 units uM
qHTS Assay for Inhibitors of RanGTP induced Rango (Ran-regulated importin-beta cargo) - Importin beta complex dissociation	OTHER 31.6228 uM; NOT_DETERMINED	Not recorded	pubchem.aid:540253 assay qHTS Assay for Inhibitors of RanGTP induced Rango (Ran-regulated importin-beta cargo) - Importin beta complex dissociation evidence reference pubchem.aid:540253 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 540253, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession NP_006316 was left ungrounded because PubChem did not provide a UniProtKB accession. call NOT_DETERMINED measurement type OTHER value 31.6228 units uM
qHTS Assay for Inhibitors of Rango (Ran-regulated importin-beta cargo) - Importin beta complex formation	OTHER 100 uM; NOT_DETERMINED	Not recorded	pubchem.aid:540263 assay qHTS Assay for Inhibitors of Rango (Ran-regulated importin-beta cargo) - Importin beta complex formation evidence reference pubchem.aid:540263 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 540263, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession NP_002256 was left ungrounded because PubChem did not provide a UniProtKB accession. call NOT_DETERMINED measurement type OTHER value 100.0 units uM
qHTS Assay for Inhibitors of Rango (Ran-regulated importin-beta cargo) - Importin beta complex formation	OTHER 100 uM; NOT_DETERMINED	Not recorded	pubchem.aid:540263 assay qHTS Assay for Inhibitors of Rango (Ran-regulated importin-beta cargo) - Importin beta complex formation evidence reference pubchem.aid:540263 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 540263, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession NP_005692 was left ungrounded because PubChem did not provide a UniProtKB accession. call NOT_DETERMINED measurement type OTHER value 100.0 units uM
qHTS Assay for Inhibitors of Ubiquitin-specific Protease USP2a Using CHOP2 as the Reporter	OTHER 11.2202 uM; NOT_DETERMINED	Not recorded	pubchem.aid:463254 assay qHTS Assay for Inhibitors of Ubiquitin-specific Protease USP2a Using CHOP2 as the Reporter evidence reference pubchem.aid:463254 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 463254, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession NP_004196 was left ungrounded because PubChem did not provide a UniProtKB accession. call NOT_DETERMINED measurement type OTHER value 11.2202 units uM
qHTS Assay for Substrates of Mammalian Selenoprotein Thioredoxin Reductase 1 (TrxR1): qHTS	OTHER 44.6684 uM; INACTIVE	Not recorded	pubchem.aid:588456 assay qHTS Assay for Substrates of Mammalian Selenoprotein Thioredoxin Reductase 1 (TrxR1): qHTS evidence reference pubchem.aid:588456 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 588456, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. Target accession AAC35244 was left ungrounded because PubChem did not provide a UniProtKB accession. call INACTIVE measurement type OTHER value 44.6684 units uM
qHTS Assay for the Inhibitors of Human Flap endonuclease 1 (FEN1).	OTHER 12.5893 uM; NOT_DETERMINED	Not recorded	pubchem.aid:588795 assay qHTS Assay for the Inhibitors of Human Flap endonuclease 1 (FEN1). evidence reference pubchem.aid:588795 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 588795, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession NP_004102 was left ungrounded because PubChem did not provide a UniProtKB accession. call NOT_DETERMINED measurement type OTHER value 12.5893 units uM
qHTS Assay for the Inhibitors of Schistosoma Mansoni Peroxiredoxins	OTHER 5.6234 uM; ACTIVE	Not recorded	pubchem.aid:485364 assay qHTS Assay for the Inhibitors of Schistosoma Mansoni Peroxiredoxins evidence reference pubchem.aid:485364 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 485364, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. Target accession AAK85233 was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE measurement type OTHER value 5.6234 units uM activity class ENZYME_INHIBITOR
qHTS Assay to Find Inhibitors of Pin1	OTHER 44.6684 uM; NOT_DETERMINED	Not recorded	pubchem.aid:504891 assay qHTS Assay to Find Inhibitors of Pin1 evidence reference pubchem.aid:504891 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 504891, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession NP_006212 was left ungrounded because PubChem did not provide a UniProtKB accession. call NOT_DETERMINED measurement type OTHER value 44.6684 units uM
qHTS Inhibitors of AmpC Beta-Lactamase (assay without detergent)	OTHER 39.8107 uM; INACTIVE	Not recorded	pubchem.aid:485341 assay qHTS Inhibitors of AmpC Beta-Lactamase (assay without detergent) evidence reference pubchem.aid:485341 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 485341, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. Target accession 2HDS_A was left ungrounded because PubChem did not provide a UniProtKB accession. call INACTIVE measurement type OTHER value 39.8107 units uM notes 32 further PubChem assay results are in data/raw/pubchem_bioassay.tsv but not written here.