tryptamine (CHEBI:16765)

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CHEBI:16765 - tryptamine

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ChEBI Name	tryptamine

ChEBI ID	CHEBI:16765

Definition	An aminoalkylindole consisting of indole having a 2-aminoethyl group at the 3-position.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:9767, CHEBI:46157, CHEBI:15274, CHEBI:27161

Supplier Information	ChemicalBook:CB8192006, eMolecules:487234, ZINC000000120144

Download	Molfile XML SDF

more structures >>

Molfile

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The Resolver thinks Mol

Mrv0541 06131416343D

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Mrv0541 06131416343D

24 25 0 0 0 0 999 V2000

-0.5109 -0.5934 0.0102 C 0 0 0 0 0 0 0 0 0 0 0 0

-1.8634 -0.5591 0.3654 C 0 0 0 0 0 0 0 0 0 0 0 0

-0.2485 0.5625 -0.7207 C 0 0 0 0 0 0 0 0 0 3 0 0

0.3155 -1.6649 0.3972 C 0 0 0 0 0 0 0 0 0 4 0 0

-2.4013 0.5710 -0.1208 N 0 0 0 0 0 0 0 0 0 1 0 0

-2.4336 -1.6041 1.1131 C 0 0 0 0 0 0 0 0 0 7 0 0

-1.4541 1.2635 -0.7742 C 0 0 0 0 0 0 0 0 0 2 0 0

-0.2490 -2.7168 1.1445 C 0 0 0 0 0 0 0 0 0 5 0 0

-1.6151 -2.6870 1.4992 C 0 0 0 0 0 0 0 0 0 6 0 0

1.0474 0.9774 -1.2859 C 0 0 2 0 0 0 0 0 0 0 0 0

1.8498 1.8019 -0.2586 C 0 0 2 0 0 0 0 0 0 0 0 0

3.1317 2.2100 -0.8384 N 0 0 1 0 0 0 0 0 0 0 0 0

1.3058 -1.6855 0.1441 H 0 0 0 0 0 0 0 0 0 0 0 0

-3.3255 0.8475 -0.0165 H 0 0 0 0 0 0 0 0 0 0 0 0

-3.4221 -1.5789 1.3706 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.5961 2.1660 -1.2330 H 0 0 0 0 0 0 0 0 0 0 0 0

0.3381 -3.5040 1.4283 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.0122 -3.4573 2.0403 H 0 0 0 0 0 0 0 0 0 0 0 0

0.8845 1.5635 -2.1935 H 0 0 0 0 0 0 0 0 0 0 0 0

1.6221 0.0946 -1.5788 H 0 0 0 0 0 0 0 0 0 0 0 0

2.0384 1.2165 0.6458 H 0 0 0 0 0 0 0 0 0 0 0 0

1.2967 2.7014 0.0216 H 0 0 0 0 0 0 0 0 0 0 0 0

3.6464 2.7193 -0.1181 H 0 0 0 0 0 0 0 0 0 0 0 0

3.6556 1.3558 -1.0417 H 0 0 0 0 0 0 0 0 0 0 0 0

1 2 4 0 0 0 0

1 3 4 0 0 0 0

1 4 4 0 0 0 0

2 5 4 0 0 0 0

2 6 4 0 0 0 0

3 7 4 0 0 0 0

3 10 1 0 0 0 0

4 8 4 0 0 0 0

6 9 4 0 0 0 0

5 7 4 0 0 0 0

8 9 4 0 0 0 0

10 11 1 0 0 0 0

11 12 1 0 0 0 0

4 13 1 0 0 0 0

5 14 1 0 0 0 0

6 15 1 0 0 0 0

7 16 1 0 0 0 0

8 17 1 0 0 0 0

9 18 1 0 0 0 0

10 19 1 0 0 0 0

10 20 1 0 0 0 0

11 21 1 0 0 0 0

11 22 1 0 0 0 0

12 23 1 0 0 0 0

12 24 1 0 0 0 0

M END): 16 ms

reading 24 atoms

ModelSet: haveSymmetry:false haveUnitcells:false haveFractionalCoord:false

1 model in this collection. Use getProperty "modelInfo" or getProperty "auxiliaryInfo" to inspect them.

Default Van der Waals type for model set to Babel

24 atoms created

ModelSet: not autobonding; use forceAutobond=true to force automatic bond creation

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Molfile expand

Wikipedia	License
[object Object]
Read full article at Wikipedia

Formulae

C10H12N2
C10H12N2

Net Charge

Average Mass

160.21570

Monoisotopic Mass

160.10005

InChI

InChI=1S/C10H12N2/c11-6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5-6,11H2

InChIKey

APJYDQYYACXCRM-UHFFFAOYSA-N

SMILES

NCCc1c[nH]c2ccccc12

Metabolite of Species	Details
Mus musculus (NCBI:txid10090)	See: PubMed
Mus musculus (NCBI:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Homo sapiens (NCBI:txid9606)	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):	human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. (via alkaloid )

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	tryptamine (CHEBI:16765) has role human metabolite (CHEBI:77746) tryptamine (CHEBI:16765) has role mouse metabolite (CHEBI:75771) tryptamine (CHEBI:16765) has role plant metabolite (CHEBI:76924) tryptamine (CHEBI:16765) is a aminoalkylindole (CHEBI:38631) tryptamine (CHEBI:16765) is a aralkylamino compound (CHEBI:64365) tryptamine (CHEBI:16765) is a indole alkaloid (CHEBI:38958) tryptamine (CHEBI:16765) is a tryptamines (CHEBI:27162) tryptamine (CHEBI:16765) is conjugate base of tryptaminium (CHEBI:57887)

Incoming	N,N-dimethyltryptamine (CHEBI:28969) has functional parent tryptamine (CHEBI:16765) N-acetyltryptamine (CHEBI:55515) has functional parent tryptamine (CHEBI:16765) N-methyltryptamine (CHEBI:28136) has functional parent tryptamine (CHEBI:16765) baeocystin (CHEBI:139505) has functional parent tryptamine (CHEBI:16765) luzindole (CHEBI:131788) has functional parent tryptamine (CHEBI:16765) melatonin (CHEBI:16796) has functional parent tryptamine (CHEBI:16765) norbaeocystin (CHEBI:139479) has functional parent tryptamine (CHEBI:16765) serotonin (CHEBI:28790) has functional parent tryptamine (CHEBI:16765) tryptaminium (CHEBI:57887) is conjugate acid of tryptamine (CHEBI:16765)

IUPAC Name

2-(1H-indol-3-yl)ethanamine

Synonyms	Sources
1H-indole-3-ethanamine	NIST Chemistry WebBook
2-(1H-INDOL-3-YL)ETHANAMINE	PDBeChem
2-(3-indolyl)ethylamine	ChemIDplus
3-(2-Aminoethyl)indole	KEGG COMPOUND
Tryptamine	KEGG COMPOUND

Manual Xrefs	Databases
C00001434	KNApSAcK
C00398	KEGG COMPOUND
DB08653	DrugBank
HMDB0000303	HMDB
Tryptamine	Wikipedia
TRYPTAMINE	MetaCyc
TSS	PDBeChem
View more database links

Registry Numbers	Types	Sources
125513	Reaxys Registry Number	Reaxys
603448	Gmelin Registry Number	Gmelin
61-54-1	CAS Registry Number	NIST Chemistry WebBook
61-54-1	CAS Registry Number	ChemIDplus

Citations	Types	Sources
16126914	PubMed citation	Europe PMC
22770225	PubMed citation	Europe PMC
24345948	PubMed citation	Europe PMC
24558969	PubMed citation	Europe PMC

Last Modified

22 January 2018

CHEBI:16765 - tryptamine

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