Home/Chemicals/87-52-5

Chemical substance record

Gramine

87-52-5C₁₁H₁₄N₂174.247 g/mol

Organic/Inorganic Small MoleculeChEBI source record

An aminoalkylindole that is indole carrying a dimethylaminomethyl substituent at postion 3. — ChEBI

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Identity & molecular properties

Source-linked values

CAS number	87-52-5	ChEBI ↗
Molecular formula	C₁₁H₁₄N₂	ChEBI ↗
Molar mass	174.247 g/mol	ChEBI ↗
Monoisotopic mass	174.1157 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:28948	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	174.24 g/mol	PubChem ↗
Exact mass	174.115698455 Da	PubChem ↗
Computed XLogP	1.8	PubChem ↗
Topological polar surface area (Å²)	19	PubChem ↗
H-bond donors	1	PubChem ↗
H-bond acceptors	1	PubChem ↗
Rotatable bonds	2	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

gramine

IUPAC name

1-(1H-indol-3-yl)-N,N-dimethylmethanamine

InChIKey

OCDGBSUVYYVKQZ-UHFFFAOYSA-N

SMILES

CN(C)Cc1cnc2ccccc12

InChI

InChI=1S/C11H14N2/c1-13(2)8-9-7-12-11-6-4-3-5-10(9)11/h3-7,12H,8H2,1-2H3

Names & synonyms

1-(1H-indol-3-yl)-N,N-dimethylmethanamine

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

Classification & relationships

ChEBI ontology

aminoalkylindoleChEBI parent class · 38631 ↗indole alkaloidChEBI parent class · 38958 ↗tertiary amino compoundChEBI parent class · 50996 ↗

organic heterocyclic compound organic molecular entity

Roles recorded in ChEBI

antiviral agentantibacterial agentserotonergic antagonistplant 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

0.00573898 mol

Uses 174.247 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

75.82%

N

Nitrogen · 2 atoms

16.08%

H

Hydrogen · 14 atoms

8.10%

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

Glutathione S-transferase of brown planthoppers (Nilaparvata lugens) is essential for their adaptation to gramine-containing host plants. ↗PloS one · 2013 · PMID 23700450

Natural xenobiotics to prevent cyanobacterial and algal growth in freshwater: contrasting efficacy of tannic acid, gallic acid, and gramine. ↗Chemosphere · 2014 Jun · PMID 24332729

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:28948

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

Additional molecular descriptorsNCBI PubChem · CID 6890 · 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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