thebaine

CHEBI:9519 EXACT SEEDED

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REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record.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 InChIKey	FQXXSQDCDRQNQE-VMDGZTHMSA-N
SMILES	CN1CC[C@]23[C@@H]4C(=CC=C2[C@H]1CC5=C3C(=C(C=C5)OC)O4)OC
Stereochemistry	fully defined

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 other, 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
Papaver somniferum NCBITaxon:3469	SOURCE_ASSERTION	mibig:BGC0001799	PMID:29807982

Occurrences 25

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
Papaver bracteatum NCBITaxon:215227	LOTUS	DOI:10.1002/JPS.2600700125
Papaver bracteatum NCBITaxon:215227	LOTUS	DOI:10.1007/BF00565837
Papaver bracteatum NCBITaxon:215227	LOTUS	DOI:10.1016/0003-9861(83)90558-1
Papaver bracteatum NCBITaxon:215227	LOTUS	DOI:10.1016/S0031-9422(00)82630-8
Papaver bracteatum NCBITaxon:215227	LOTUS	DOI:10.1016/S0031-9422(00)83934-5
Papaver bracteatum NCBITaxon:215227	LOTUS	DOI:10.1016/S0040-4020(01)92023-X
Papaver bracteatum NCBITaxon:215227	LOTUS	DOI:10.1016/S0044-328X(84)80092-6
Papaver bracteatum NCBITaxon:215227	LOTUS	DOI:10.1016/S0379-0738(97)00196-5
Papaver bracteatum NCBITaxon:215227	LOTUS	DOI:10.1021/NP50021A004
Papaver bracteatum NCBITaxon:215227	LOTUS	DOI:10.1039/P19840001701
Papaver bracteatum NCBITaxon:215227	LOTUS	DOI:10.1055/S-0028-1097282
Papaver bracteatum NCBITaxon:215227	LOTUS	DOI:10.1055/S-2006-961487
Papaver bracteatum NCBITaxon:215227	LOTUS	DOI:10.1055/S-2006-962438
Papaver bracteatum NCBITaxon:215227	LOTUS	DOI:10.1055/S-2007-969299
Papaver bracteatum NCBITaxon:215227	LOTUS	DOI:10.1104/PP.81.1.161
Papaver bracteatum NCBITaxon:215227	LOTUS	DOI:10.1104/PP.86.1.161
Papaver bracteatum NCBITaxon:215227	LOTUS	DOI:10.1135/CCCC19851216
Papaver pseudo-orientale NCBITaxon:215228	LOTUS	DOI:10.1016/S0379-0738(97)00196-5
Papaver pseudo-orientale NCBITaxon:215228	LOTUS	DOI:10.1021/NP50058A030
Papaver setigerum NCBITaxon:215229	LOTUS	DOI:10.1055/S-2007-969106
Papaver setigerum NCBITaxon:215229	LOTUS	DOI:10.1135/CCCC19961047
Papaver orientale NCBITaxon:22694	LOTUS	DOI:10.1002/JPS.2600660742
Papaver orientale NCBITaxon:22694	LOTUS	DOI:10.1016/S0379-0738(97)00196-5
Papaver orientale NCBITaxon:22694	LOTUS	DOI:10.1021/NP50022A012
Papaver orientale NCBITaxon:22694	LOTUS	DOI:10.1021/NP50058A030

Biosynthetic gene clusters 1

Accession	Host	Locus evidence	Genome
mibig:BGC0001799	Papaver somniferum NCBITaxon:3469	CLUSTER_UNSTATED	genbank:MH011344.1

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

Causal graph — bioactivity 2 nodes, 1 edge

Thebaine activates human MRGPRX2 in beta-arrestin recruitment and intracellular calcium mobilization assays.

Subject	Predicate	Object	Notes	Evidence
thebaine	activates	human MRGPRX2	BindingDB maps this exact Standard InChIKey to two human MRGPRX2 EC50 values, 76 uM and 11 uM; Q96LB1 resolves in UniProtKB to the human MRGPRX2 gene product.	DOI:10.1038/nchembio.2334 reference DOI:10.1038/nchembio.2334 evidence type PRIMARY_EXPERIMENT notes The primary article assayed thebaine in human MRGPRX2 PRESTO-Tango beta-arrestin recruitment and intracellular calcium release assays; the two BindingDB rows for PMID 28288109 report active EC50 measurements.

Every edge carries its own citation; an uncited edge is refused by the corpus tests.

Molecular targets 2

Target	Target organism	Measurement	Evidence
Mas-related G-protein coupled receptor member X2 PROTEIN BINDS UniProtKB:Q96LB1	Human	EC50 76000 nM	PMID:28288109 reference PMID:28288109 evidence type DATABASE_ASSERTION notes BindingDB own-curated affinity; measured at pH 7.4, 30.00 C C; qualifier EQUAL.
Mas-related G-protein coupled receptor member X2 PROTEIN BINDS UniProtKB:Q96LB1	Human	EC50 11000 nM	PMID:28288109 reference PMID:28288109 evidence type DATABASE_ASSERTION notes BindingDB own-curated affinity; measured at pH 7.4, 30.00 C C; qualifier EQUAL.

Explore across X-Mech

AntibioticMech (thebaine) ↗ MediaIngredientMech (CHEBI:9519) ↗ TaxonMech: Papaver somniferum (NCBITaxon:3469) ↗ PathwayMech (mibig:BGC0001799) ↗

Provenance

Source concept	Source	Version
BGC0001799	MIBIG	3
CHEBI:9519	CHEBI	3-star

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