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Chemical substance record

L-tryptophan

73-22-3C₁₁H₁₂N₂O₂204.229 g/mol

Organic/Inorganic Small MoleculeChEBI source record

The L-enantiomer of tryptophan. — ChEBI

Safety references

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Identity & molecular properties

Source-linked values

CAS number	73-22-3	ChEBI ↗
Molecular formula	C₁₁H₁₂N₂O₂	ChEBI ↗
Molar mass	204.229 g/mol	ChEBI ↗
Monoisotopic mass	204.08988 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:16828	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	204.22 g/mol	PubChem ↗
Exact mass	204.089877630 Da	PubChem ↗
Computed XLogP	-1.1	PubChem ↗
Topological polar surface area (Å²)	79.1	PubChem ↗
H-bond donors	3	PubChem ↗
H-bond acceptors	3	PubChem ↗
Rotatable bonds	3	PubChem ↗

PubChem computed values are shown separately from the ChEBI record. An exact InChIKey match was used to connect the records. Molecular descriptors do not describe a supplied product’s purity, particle size or performance.

Names & structural identifiers

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Source preferred name

L-tryptophan

IUPAC name

L-tryptophan

InChIKey

QIVBCDIJIAJPQS-VIFPVBQESA-N

SMILES

N[C@@H](Cc1cnc2ccccc12)C(=O)O

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

Names & synonyms

tryptophan

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology

L-alpha-amino acidChEBI parent class · 15705 ↗tryptophanChEBI parent class · 27897 ↗erythrose 4-phosphate/phosphoenolpyruvate family amino acidChEBI parent class · 73690 ↗proteinogenic amino acidChEBI parent class · 83813 ↗

carboxylic acid amino acid organic heterocyclic compound organic molecular entity

Roles recorded in ChEBI

micronutrientantidepressantnutraceuticalmouse metaboliteSaccharomyces cerevisiae metaboliteplant metaboliteEscherichia coli metabolitehuman metabolite

Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.

Mass ↔ amount of substance

Calculated from sourced mass

Amount

Input unit

Equivalent amount

0.00489646 mol

Uses 204.229 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions

C

Carbon · 11 atoms

64.69%

O

Oxygen · 2 atoms

15.67%

N

Nitrogen · 2 atoms

13.72%

H

Hydrogen · 12 atoms

5.92%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

Selected source associations

Microbial origin of plant-type 2-keto-3-deoxy-D-arabino-heptulosonate 7-phosphate synthases, exemplified by the chorismate- and tryptophan-regulated enzyme from Xanthomonas campestris. ↗Journal of bacteriology · 2001 Jul · PMID 11395471

Modern views on an ancient chemical: serotonin effects on cell proliferation, maturation, and apoptosis. ↗Brain research bulletin · 2001 Nov 15 · PMID 11750787

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:16828

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

Additional molecular descriptorsNCBI PubChem · CID 6305 · retrieved 2026-09-27

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.

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