Tryptamine
PubChem CID: 1150
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| Compound Synonyms | tryptamine, 61-54-1, 2-(1H-Indol-3-yl)ethanamine, 3-(2-aminoethyl)indole, 1H-Indole-3-ethanamine, 2-(3-Indolyl)ethylamine, Indol-3-ethylamine, Indole, 3-(2-aminoethyl)-, 2-(1H-Indol-3-Yl)Ethan-1-Amine, Tryptamin, 2-(Indol-3-yl)ethylamine, 3-Indoleethylamine, 2-(1H-indol-3-yl)ethylamine, 3-Indoleethanamine, (Amino-2 ethyl)-3 indole, MFCD00005661, (Amino-2 ethyl)-3 indole [French], 3-(2-Aminoethyl)-1H-indole, 2-Indol-3-ylethylamine, BRN 0125513, beta-(3-Indolyl)ethylamine, EINECS 200-510-5, .beta.-(3-Indolyl)ethylamine, 422ZU9N5TV, CCRIS 8959, 2-(1H-INDOL-3-YL)-ETHYLAMINE, CHEBI:16765, TRYPTAMINE [MI], CHEMBL6640, DTXSID2075340, EC 200-510-5, 5-22-10-00045 (Beilstein Handbook Reference), NSC-165212, 3-[2-Aminoethyl]indole, triptamine, UNII-422ZU9N5TV, SR-01000075589, 3-indolylethylamine, TSH, Tryptamine, 98%, (3-Indolyl)ethylamine, Spectrum_000033, Spectrum2_000873, Spectrum3_001890, Spectrum4_000850, Spectrum5_001296, 2-indol-3-yl-ethylamine, 2-Indol-3-yl-aethylamin, 3-(2-amino)ethyl indole, bmse000207, Lopac-246557, 3-(beta-aminoethyl)-indole, Lopac0_000061, Oprea1_870097, SCHEMBL26725, BSPBio_003400, GTPL125, KBioGR_001459, KBioSS_000393, MLS000515794, DivK1c_000862, SPECTRUM1503922, SPBio_000945, Tryptamine, analytical standard, DTXCID3042922, SCHEMBL13006684, 2-(1h-indol-3-yl) ethylamine, HMS502L04, KBio1_000862, KBio2_000393, KBio2_002961, KBio2_005529, KBio3_002903, NINDS_000862, 2-(1H-indol-3-yl)-ethyl-amine, HMS1922K18, HMS2267B18, HMS3885E17, 2-(1H-Indol-3-yl)ethanamine #, ALBB-017957, BCP21605, CS-D1750, HY-B2132, BBL015353, BDBM50024210, CCG-40088, s3627, STK262895, AKOS000119468, DB08653, FS-3317, SDCCGMLS-0066798.P001, SDCCGSBI-0050049.P003, IDI1_000862, NCGC00014994-01, NCGC00014994-02, NCGC00014994-03, NCGC00014994-04, NCGC00014994-05, NCGC00014994-06, NCGC00014994-07, NCGC00014994-10, NCGC00014994-11, NCGC00095081-01, NCGC00095081-02, NCGC00095081-03, NCGC00095081-04, NCGC00095081-05, BP-12561, SMR000112268, SY001383, DB-005731, Tryptamine, Vetec(TM) reagent grade, 98%, A8532, NS00006933, T0890, (Amino-2 ethyl)-3 indole, 3-Indoleethylamine, EN300-20412, C00398, AE-848/30735051, L000946, Q409439, SR-01000075589-5, BRD-K44218819-001-05-1, F2169-0960, Z104478080, 5E7B376B-5933-446C-9D88-661B5F480122, InChI=1/C10H12N2/c11-6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5-6,11H |
|---|---|
| Ghose Rule | True |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 41.8 |
| Hydrogen Bond Donor Count | 2.0 |
| Pfizer 3 75 Rule | False |
| Scaffold Graph Level | C1CCC2CCCC2C1 |
| Np Classifier Class | Simple indole alkaloids |
| Deep Smiles | NCCcc[nH]cc5cccc6 |
| Heavy Atom Count | 12.0 |
| Pathway Kegg Map Id | map00380 |
| Classyfire Class | Indoles and derivatives |
| Description | Occurs widely in plants, especies Lens esculenta (lentil) and the fungi Coprinus micaceus (glistening ink cap) Many if not most plants contain small amounts of tryptamine which is an intermediate in one biosynthetic pathway to the plant hormone indole-3-acetic acid (heteroauxin). Higher concentrations can be found in many Acacia species., The Abramovitch-Shapiro tryptamine synthesis is an organic reaction for the synthesis of tryptamines starting from a beta-Carboline, Tryptamine is a monoamine alkaloid found in plants, fungi, and animals. It is based around the indole ring structure, and is chemically related to the amino acid tryptophan, from which its name is derived. Tryptamine is found in trace amounts in the brains of mammals and is believed to play a role as a neuromodulator or neurotransmitter., Tryptamine is a monoamine compound that is common precursor molecule to many hormones and neurotransmitters. Biosynthesis generally proceeds from the amino acid tryptophan, with tryptamine in turn acting as a precursor for other compounds. Substitutions to the tryptamine molecule give rise to a group of compounds collectively known as tryptamines. The most well-known tryptamines are serotonin, an important neurotransmitter, and melatonin, a hormone involved in regulating the sleep-wake cycle. |
| Scaffold Graph Node Level | C1CCC2NCCC2C1 |
| Classyfire Subclass | Tryptamines and derivatives |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 147.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 0.0 |
| Enzyme Uniprot Id | Q16613, P20711 |
| Uniprot Id | Q16613, P27338, P21397, P20711, P19801, O95050, P22909, P19327, P28564, P28335, P14842, P50406, P30994, P28221, P28222, P28223, P18417, P43235, Q4WAW7, n.a., P19838, P08684, P10635, Q16236, O75164, P21728, O15648, Q96QE3, P05177, O75496, P05164, Q9NUW8, Q9NPD5, Q9Y6L6, P15289, Q9NR56, P23977, P31652, Q9WTR4, P11509, Q16696, P04608, P14902, Q923Y9, P34969, P0DTD1 |
| Iupac Name | 2-(1H-indol-3-yl)ethanamine |
| Prediction Hob | 1.0 |
| Class | Indoles and derivatives |
| Veber Rule | True |
| Classyfire Superclass | Organoheterocyclic compounds |
| Target Id | NPT292, NPT294, NPT974, NPT973, NPT3595, NPT163, NPT109, NPT110, NPT208, NPT1634, NPT290, NPT240, NPT2599, NPT1078, NPT1785 |
| Xlogp | 1.6 |
| Superclass | Organoheterocyclic compounds |
| Subclass | Tryptamines and derivatives |
| Gsk 4 400 Rule | True |
| Molecular Formula | C10H12N2 |
| Scaffold Graph Node Bond Level | c1ccc2[nH]ccc2c1 |
| Prediction Swissadme | 0.0 |
| Inchi Key | APJYDQYYACXCRM-UHFFFAOYSA-N |
| Silicos It Class | Soluble |
| Fcsp3 | 0.2 |
| Logs | -0.467 |
| Rotatable Bond Count | 2.0 |
| State | Solid |
| Logd | 0.771 |
| Synonyms | (3-Indolyl)ethylamine, &beta, -(3-Indolyl)ethylamine, 1H-Indole-3-ethanamine, 1H-Indole-3-ethanamine, 9CI, 2-(1H-indol-3-yl)ETHANAMINE, 2-(1H-indol-3-yl)Ethylamine, 2-(3-Indolyl)ethylamine, 2-indol-3-yl-Aethylamin, 2-indol-3-yl-Ethylamine, 3-(2-Aminoethyl)-1H-indole, 3-(2-Aminoethyl)indole, 3-Indoleethanamine, 3-Indoleethylamine, Tryptamin, Tryptaminium, 2-(1H-indol-3-yl)Ethan-1-amine, beta-(3-Indolyl)ethylamine, Β-(3-indolyl)ethylamine, TRPN, Tryptamine, tryptamine |
| Substituent Name | Tryptamine, Indole, Aralkylamine, Benzenoid, Substituted pyrrole, Heteroaromatic compound, Pyrrole, Azacycle, Hydrocarbon derivative, Primary amine, Organonitrogen compound, Primary aliphatic amine, Amine, Aromatic heteropolycyclic compound |
| Esol Class | Very soluble |
| Functional Groups | CN, c[nH]c |
| Compound Name | Tryptamine |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 160.1 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 160.1 |
| Hydrogen Bond Acceptor Count | 1.0 |
| Molecular Weight | 160.22 |
| Gi Absorption | True |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 0.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Lipinski Rule Of 5 | True |
| Esol | -1.6973639999999997 |
| 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 |
| Smiles | C1=CC=C2C(=C1)C(=CN2)CCN |
| Nring | 2.0 |
| Np Classifier Biosynthetic Pathway | Alkaloids |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | True |
| Taxonomy Direct Parent | Tryptamines and derivatives |
| Np Classifier Superclass | Tryptophan alkaloids |
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FOUND_INto/from Acacia Farnesiana (Plant) Rel Props:Reference:ISBN:9770972795006 - 2. Outgoing r'ship
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FOUND_INto/from Arctostaphylos Uva-Ursi (Plant) Rel Props:Source_db:npass_chem_all - 4. Outgoing r'ship
FOUND_INto/from Artemisia Oranensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 5. Outgoing r'ship
FOUND_INto/from Aruncus Dioicus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 6. Outgoing r'ship
FOUND_INto/from Buxus Sempervirens (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 7. Outgoing r'ship
FOUND_INto/from Cabucala Madagascariensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 8. Outgoing r'ship
FOUND_INto/from Carthamus Tinctorius (Plant) Rel Props:Reference:Standardization of Single Drugs of Unani Medicine Part - IV - 9. Outgoing r'ship
FOUND_INto/from Catharanthus Roseus (Plant) Rel Props:Reference:https://doi.org/10.1093/database/bav075 - 10. Outgoing r'ship
FOUND_INto/from Centaurea Amara (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 11. Outgoing r'ship
FOUND_INto/from Cinchona Pubescens (Plant) Rel Props:Source_db:npass_chem_all - 12. Outgoing r'ship
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FOUND_INto/from Desmodium Elegans (Plant) Rel Props:Reference:ISBN:9788172360481; ISBN:9788185042084 - 16. Outgoing r'ship
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FOUND_INto/from Dioscorea Alata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 18. Outgoing r'ship
FOUND_INto/from Dysoxylum Lenticellatum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 19. Outgoing r'ship
FOUND_INto/from Eucalyptus Macrocarpa (Plant) Rel Props:Source_db:npass_chem_all - 20. Outgoing r'ship
FOUND_INto/from Eucalyptus Sieberi (Plant) Rel Props:Source_db:npass_chem_all - 21. Outgoing r'ship
FOUND_INto/from Halimeda Macroloba (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 22. Outgoing r'ship
FOUND_INto/from Haplopappus Venetus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 23. Outgoing r'ship
FOUND_INto/from Hesperocyparis Macrocarpa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 24. Outgoing r'ship
FOUND_INto/from Hordeum Vulgare (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all - 25. Outgoing r'ship
FOUND_INto/from Kochia Trichophylla (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 26. Outgoing r'ship
FOUND_INto/from Lens Culinaris (Plant) Rel Props:Source_db:fooddb_chem_all - 27. Outgoing r'ship
FOUND_INto/from Lycopersicon Esculentum (Plant) Rel Props:Source_db:fooddb_chem_all;npass_chem_all - 28. Outgoing r'ship
FOUND_INto/from Mucuna Pruriens (Plant) Rel Props:Reference:ISBN:9780387706375; ISBN:9788172363178 - 29. Outgoing r'ship
FOUND_INto/from Musa Paradisiaca (Plant) Rel Props:Reference:ISBN:9780896038776 - 30. Outgoing r'ship
FOUND_INto/from Nicotiana Tabacum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 31. Outgoing r'ship
FOUND_INto/from Phebalium Ozothamnoides (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 32. Outgoing r'ship
FOUND_INto/from Piper Futokadsura (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 33. Outgoing r'ship
FOUND_INto/from Potentilla Multifida (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 34. Outgoing r'ship
FOUND_INto/from Prunus Domestica (Plant) Rel Props:Source_db:fooddb_chem_all - 35. Outgoing r'ship
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FOUND_INto/from Rauvolfia Serpentina (Plant) Rel Props:Reference:https://doi.org/10.1186/s12906-015-0683-7 - 37. Outgoing r'ship
FOUND_INto/from Rhaponticum Carthamoides (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 38. Outgoing r'ship
FOUND_INto/from Saururus Cernuus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 39. Outgoing r'ship
FOUND_INto/from Sida Rhombifolia (Plant) Rel Props:Reference:ISBN:9788172363178 - 40. Outgoing r'ship
FOUND_INto/from Sida Spinosa (Plant) Rel Props:Reference:ISBN:9788172363178 - 41. Outgoing r'ship
FOUND_INto/from Solanum Lycopersicum (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all - 42. Outgoing r'ship
FOUND_INto/from Solanum Melongena (Plant) Rel Props:Source_db:fooddb_chem_all - 43. Outgoing r'ship
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FOUND_INto/from Strychnos Fendleri (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 45. Outgoing r'ship
FOUND_INto/from Symplocos Lancifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 46. Outgoing r'ship
FOUND_INto/from Tecoma Stans (Plant) Rel Props:Reference:ISBN:9788185042138 - 47. Outgoing r'ship
FOUND_INto/from Theobroma Cacao (Plant) Rel Props:Source_db:fooddb_chem_all - 48. Outgoing r'ship
FOUND_INto/from Valeriana Jatamansi (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 49. Outgoing r'ship
FOUND_INto/from Vicia Villosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 50. Outgoing r'ship
FOUND_INto/from Vitex Megapotamica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 51. Outgoing r'ship
FOUND_INto/from Zea Mays (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all