NPs Basic Information

Name
Tryptophan
Molecular Formula C11H12N2O2
IUPAC Name*
(2S)-2-amino-3-(1H-indol-3-yl)propanoic acid
SMILES
C1=CC=C2C(=C1)C(=CN2)C[C@@H](C(=O)O)N
InChI
InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m0/s1
InChIKey
QIVBCDIJIAJPQS-VIFPVBQESA-N
Synonyms
L-tryptophan; tryptophan; 73-22-3; L-Tryptophane; h-Trp-oh; (S)-Tryptophan; Tryptophane; trofan; tryptacin; Optimax; Ardeytropin; (2S)-2-amino-3-(1H-indol-3-yl)propanoic acid; Pacitron; Indole-3-alanine; Kalma; L-beta-3-Indolylalanine; L-Tryptofan; L-Trp; L-(-)-Tryptophan; 3-Indol-3-ylalanine; Tryptan; Lyphan; Tryptophan (VAN); 1-beta-3-Indolylalanine; Tryptophan (H-3); Triptofano [Spanish]; Tryptophanum [Latin]; 1H-Indole-3-alanine; Tryptophan, L-; 1beta-3-Indolylalanine; (-)-Tryptophan; 2-Amino-3-indolylpropanoic acid; L(-)-Tryptophan; triptofano; Tryptophanum; (S)-alpha-Amino-1H-indole-3-propanoic acid; Tryptophane [French]; (L)-TRYPTOPHAN; alpha'-Amino-3-indolepropionic acid; Tryptophan [USAN:INN]; L-alpha-amino-3-indolepropionic acid; L-alpha-Aminoindole-3-propionic acid; Sedanoct; (S)-alpha-Aminoindole-3-propionic acid; 1H-Indole-3-alanine (VAN); EH 121; trp; Alanine, 3-indol-3-yl-; CCRIS 617; L-Alanine, 3-(1H-indol-3-yl)-; 1H-Indole-3-alanine, (S)-; alpha-Amino-3-indolepropionic acid, L-; HSDB 4142; Trytophan-; (S)-alpha-amino-beta-(3-indolyl)-propionic acid; NCI-C01729; AI3-18478; (S)-2-Amino-3-(3-indolyl)propionic acid; Indole-3-propionic acid, alpha-amino-; 1H-Indole-3-propanoic acid, alpha-amino-, (S)-; Propionic acid, 2-amino-3-indol-3-yl-; CHEBI:16828; Lopac-T-0254; Tryptophan ((-),l,s); 8DUH1N11BX; (S)-alpha-Amino-beta-indolepropionic acid; CHEMBL54976; (S)-2-Amino-3-(1H-indol-3-yl)propanoic acid; NSC-13119; MFCD00064340; DSSTox_CID_1419; DSSTox_RID_76152; DSSTox_GSID_21419; 80206-30-0; l-b-3-Indolylalanine; L-Tryptophan-13C11,15N2; D-Trp-OH; CAS-73-22-3; Propionic acid, 2-amino-3-indol-3-yl; L-Tryptophan (9CI); Tryptophan (USP/INN); (S)-a-Amino-b-indolepropionic acid; (S)-a-Aminoindole-3-propionic acid; Alanine, 3-indol-3-yl; EINECS 200-795-6; NSC 13119; UNII-8DUH1N11BX; (2S)-2-amino-3-(1H-indol-3-yl)propanoate; trytophan; (S)-a-Amino-1H-indole-3-propanoic acid; TRP-01; L-Trytophan; 1qaw; L-Tryptophan,(S); L-Trp-OH; 2a4m; H-L-Trp-OH; TRYPTOPHAN [II]; TRYPTOPHAN [MI]; L-Tryptophan (JP17); TRYPTOPHAN [INN]; S(-)-1-alpha-Aminoindole-3-propionic acid; TRYPTOPHAN [HSDB]; TRYPTOPHAN [INCI]; TRYPTOPHAN [USAN]; Tryptophan (L-Tryptophan); TRYPTOPHAN [VANDF]; Tryptophan, L- (8CI); bmse000050; bmse000868; bmse001017; Epitope ID:136043; EC 200-795-6; T 0254; L-TRYPTOPHAN [FCC]; L-TRYPTOPHAN [JAN]; SCHEMBL7328; TRYPTOPHAN [MART.]; 2-Amino-3-indolylpropanoate; (S)-(-)-2-Amino-3-(3-indolyl)propionic Acid; (S)-1H-Indole-3-alanine; Lopac0_001183; GTPL717; L-TRYPTOPHAN [VANDF]; MLS001056750; DivK1c_000457; L-TRYPTOPHAN [USP-RS]; (s)-a-amino-b-indolepropionate; 151A3008-4CFE-40C9-AC0B-467EF0CB50EA; DTXSID5021419; (S)-a-Aminoindole-3-propionate; BDBM21974; HMS501G19; KBio1_000457; ZINC83315; TRYPTOPHAN [EP MONOGRAPH]; 3-(1H-indol-3-yl)-L-Alanine; L-a-Amino-3-indolepropionic acid; NINDS_000457; alpha-Aminoindole-3-propionic acid; HMS3263N07; Pharmakon1600-01500600; TRYPTOPHAN [USP MONOGRAPH]; TRYPTOPHAN, L- [WHO-DD]; ACT08662; HY-N0623; STR02722; (S)-alpha-Aminoindole-3-propionate; Tox21_201246; Tox21_300359; Tox21_501183; NSC757373; s3987; (s)-alpha-amino-beta-indolepropionate; L-Tryptophan, Vetec(TM), 98.5%; (S)-a-Amino-1H-indole-3-propanoate; AKOS015854052; Indoe-3-propionic acid, alpha-amino-; AM82273; CCG-205257; CS-W020011; DB00150; LP01183; NSC-757373; SDCCGSBI-0051150.P002; IDI1_000457; NCGC00015994-01; NCGC00094437-01; NCGC00094437-02; NCGC00094437-03; NCGC00094437-04; NCGC00094437-08; NCGC00254424-01; NCGC00258798-01; NCGC00261868-01; (S)-alpha-Amino-1H-indole-3-propanoate; AC-17050; BP-13286; SMR000326686; TS-04426; DB-029986; L-Tryptophan, BioUltra, >=99.5% (NT); EU-0101183; T0541; (S)-Tryptophan 1H-Indole-3-alanine, (S)-; EN300-52634; 73T223; C00078; D00020; L-.ALPHA.-AMINO-3-INDOLEPROPIONIC ACID; L-Tryptophan, reagent grade, >=98% (HPLC); M02943; P16427; AB00373874_05; L-Tryptophan, Vetec(TM) reagent grade, >=98%; (S)-2-amino-3-(1H-Indol-3-yl)-propionic acid; A837752; L-Tryptophan, Cell Culture Reagent (H-L-Trp-OH); Q181003; SR-01000075590; 4-(3-METHOXYANILINO)-4-OXOBUT-2-ENOICACID; N-ACETYLTRYPTOPHAN IMPURITY A [EP IMPURITY]; SR-01000075590-1; F0001-2364; Z756440056; 1H-INDOLE-3-PROPANOIC ACID, .ALPHA.-AMINO-, (S)-; L-Tryptophan, certified reference material, TraceCERT(R); Tryptophan, European Pharmacopoeia (EP) Reference Standard; L-Tryptophan, United States Pharmacopeia (USP) Reference Standard; L-Tryptophan, from non-animal source, meets EP, JP, USP testing specifications, suitable for cell culture, 99.0-101.0%
CAS 73-22-3
PubChem CID 6305
ChEMBL ID CHEMBL54976
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Indoles and derivatives
        • Subclass: Indolyl carboxylic acids
          • Direct Parent: Indolyl carboxylic acids

ClassyFire Version 1.0
PMID:27867422

NPs Species Source

Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference
Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference

NPs Content

*Note: The vaules in Content Percentage are calculated by dividing the content value by the maximum content value in NP Content.
**Note: The units with different NP content, due to their incomparable values, are separated into different tables.

NPs Biological Activity

Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name
Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name

NPs Physi-Chem Properties

Molecular Weight: 204.22 ALogp: -1.1
HBD: 3 HBA: 3
Rotatable Bonds: 3 Lipinski's rule of five: Accepted
Polar Surface Area: 79.1 Aromatic Rings: 2
Heavy Atoms: 15 QED Weighted: 0.71

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.166 MDCK Permeability: 0.00001800
Pgp-inhibitor: 0 Pgp-substrate: 0.101
Human Intestinal Absorption (HIA): 0.01 20% Bioavailability (F20%): 0.001
30% Bioavailability (F30%): 0.001

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.765 Plasma Protein Binding (PPB): 33.61%
Volume Distribution (VD): 0.356 Fu: 70.83%

ADMET: Metabolism

CYP1A2-inhibitor: 0.126 CYP1A2-substrate: 0.079
CYP2C19-inhibitor: 0.068 CYP2C19-substrate: 0.062
CYP2C9-inhibitor: 0.012 CYP2C9-substrate: 0.659
CYP2D6-inhibitor: 0.089 CYP2D6-substrate: 0.549
CYP3A4-inhibitor: 0.019 CYP3A4-substrate: 0.058

ADMET: Excretion

Clearance (CL): 11.879 Half-life (T1/2): 0.873

ADMET: Toxicity

hERG Blockers: 0.084 Human Hepatotoxicity (H-HT): 0.085
Drug-inuced Liver Injury (DILI): 0.023 AMES Toxicity: 0.011
Rat Oral Acute Toxicity: 0.871 Maximum Recommended Daily Dose: 0.059
Skin Sensitization: 0.372 Carcinogencity: 0.111
Eye Corrosion: 0.005 Eye Irritation: 0.072
Respiratory Toxicity: 0.243
*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

Similar NPs Similar Drugs
NPs ID NPs 2D Structure Similarity Score TTD ID Drug 2D Structure Similarity Score
ENC004706 0.750 D05EJG 1.000
ENC000043 0.681 D0R1CR 0.531
ENC005757 0.583 D01CRB 0.400
ENC000042 0.571 D08HVR 0.386
ENC000363 0.571 D0K0KH 0.338
ENC000999 0.549 D07HBX 0.327
ENC005018 0.545 D0AN7B 0.324
ENC000694 0.545 D05BMG 0.321
ENC005609 0.545 D0T3LF 0.321
ENC006094 0.533 D0BV3J 0.318
*Note: the compound similarity was calculated by RDKIT.