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InChI=1S/CH4O/c1-2/h2H,1H3
,
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ChEBI
> Main
CHEBI:139505 - baeocystin
Main
ChEBI Ontology
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ChEBI Name
baeocystin
ChEBI ID
CHEBI:139505
Definition
A tryptamine alkaloid that is
N
-methyltryptamine carrying an additional phosphoryloxy substituent at position 4.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C11H15N2O4P
Net Charge
0
Average Mass
270.222
Monoisotopic Mass
270.07694
InChI
InChI=1S/C11H15N2O4P/c1-
12-
6-
5-
8-
7-
13-
9-
3-
2-
4-
10(11(8)
9)
17-
18(14,15)
16/h2-
4,7,12-
13H,5-
6H2,1H3,(H2,14,15,16)
InChIKey
WTPBXXCVZZZXKR-UHFFFAOYSA-N
SMILES
OP(=O)(OC=1C2=C(C=CC1)NC=C2CCNC)O
Metabolite of Species
Details
Pluteus salicinus
(NCBI:txid181533)
Found in fruit body
(BTO:0000487)
. See:
PubMed
Psilocybe cubensis
(NCBI:txid181762)
See:
PubMed
Psilocybe semilanceata
(NCBI:txid181775)
See:
PubMed
Panaeolus subbalteatus
(NCBI:txid209655)
See:
PubMed
Psilocybe samuiensis
(NCBI:txid381285)
See:
PubMed
Inocybe aeruginascens
(NCBI:txid755238)
Found in fruit body
(BTO:0000487)
. See:
PubMed
Psilocybe cyanescens
(NCBI:txid93625)
See:
PubMed
Roles Classification
Chemical Role
(s):
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Br
o
nsted 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
baeocystin (
CHEBI:139505
)
has functional parent
tryptamine (
CHEBI:16765
)
baeocystin (
CHEBI:139505
)
has role
fungal metabolite (
CHEBI:76946
)
baeocystin (
CHEBI:139505
)
has role
hallucinogen (
CHEBI:35499
)
baeocystin (
CHEBI:139505
)
is a
organic phosphate (
CHEBI:25703
)
baeocystin (
CHEBI:139505
)
is a
secondary amino compound (
CHEBI:50995
)
baeocystin (
CHEBI:139505
)
is a
tryptamine alkaloid (
CHEBI:48274
)
baeocystin (
CHEBI:139505
)
is conjugate acid of
baeocystin(1−) (
CHEBI:139071
)
Incoming
baeocystin(1−) (
CHEBI:139071
)
is conjugate base of
baeocystin (
CHEBI:139505
)
IUPAC Name
3-[2-(methylamino)ethyl]-1
H
-indol-4-yl dihydrogen phosphate
Synonyms
Sources
4-hydroxy-
N
-methyltryptamine 4-phosphate
ChEBI
4-hydroxy-
N
-methyltryptamine phosphate
ChEBI
N
-desmethylpsilocybin
ChEBI
Manual Xref
Database
CPD-20579
MetaCyc
View more database links
Registry Numbers
Types
Sources
21420-58-6
CAS Registry Number
ChemIDplus
488756
Reaxys Registry Number
Reaxys
Citations
Types
Sources
17269025
PubMed citation
Europe PMC
17269094
PubMed citation
Europe PMC
17342589
PubMed citation
Europe PMC
2614674
PubMed citation
Europe PMC
28929753
PubMed citation
Europe PMC
556766
PubMed citation
Europe PMC
5684732
PubMed citation
Europe PMC
600026
PubMed citation
Europe PMC
6067681
PubMed citation
Europe PMC
7967658
PubMed citation
Europe PMC
8207663
PubMed citation
Europe PMC
9511859
PubMed citation
Europe PMC
Last Modified
22 January 2018