CHEBI:139479 - norbaeocystin

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ChEBI Name norbaeocystin
ChEBI ID CHEBI:139479
Definition A tryptamine alkaloid that is tryptamine carrying an additional phosphoryloxy substituent at position 4.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C10H13N2O4P
Net Charge 0
Average Mass 256.195
Monoisotopic Mass 256.06129
InChI InChI=1S/C10H13N2O4P/c11-5-4-7-6-12-8-2-1-3-9(10(7)8)16-17(13,14)15/h1-3,6,12H,4-5,11H2,(H2,13,14,15)
InChIKey IKQGYCWFBVEAKF-UHFFFAOYSA-N
SMILES OP(=O)(OC=1C2=C(C=CC1)NC=C2CCN)O
Metabolite of Species Details
Pholiotina cyanopus (NCBI:txid1276721) See: PubMed
Psilocybe semilanceata (NCBI:txid181775) See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
Application(s): hallucinogen
Drugs capable of inducing illusions, hallucinations, delusions, paranoid ideations and other alterations of mood and thinking.
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ChEBI Ontology
Outgoing norbaeocystin (CHEBI:139479) has functional parent tryptamine (CHEBI:16765)
norbaeocystin (CHEBI:139479) has role fungal metabolite (CHEBI:76946)
norbaeocystin (CHEBI:139479) has role hallucinogen (CHEBI:35499)
norbaeocystin (CHEBI:139479) is a organic phosphate (CHEBI:25703)
norbaeocystin (CHEBI:139479) is a primary amino compound (CHEBI:50994)
norbaeocystin (CHEBI:139479) is a tryptamine alkaloid (CHEBI:48274)
norbaeocystin (CHEBI:139479) is conjugate acid of norbaeocystin(1−) (CHEBI:139070)
Incoming norbaeocystin(1−) (CHEBI:139070) is conjugate base of norbaeocystin (CHEBI:139479)
IUPAC Name
3-(2-aminoethyl)-1H-indol-4-yl dihydrogen phosphate
Synonyms Sources
4-hydoxytryptamine 4-phosphate MetaCyc
4-hydoxytryptamine phosphate ChEBI
Manual Xrefs Databases
CPD-20577 MetaCyc
Norbaeocystin Wikipedia
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Registry Numbers Types Sources
21420-59-7 CAS Registry Number ChemIDplus
421031 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
25826052 PubMed citation Europe PMC
28763571 PubMed citation Europe PMC
5684732 PubMed citation Europe PMC
Last Modified
18 January 2018