Gramine

HCID 178756804CAS 95415-84-2
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Basic information

Standard SMILES
CN(C)Cc1c[nH]c2ccccc12
InChIKey
OCDGBSUVYYVKQZ-UHFFFAOYSA-N
Molecular formula
C11H14N2
Average molar mass
174.24 g/mol

Overview

Gramine is an aminoalkylindole that is indole carrying a dimethylaminomethyl substituent at postion 3. It has a role as an antiviral agent, an antibacterial agent, a serotonergic antagonist and a plant metabolite. It is an aminoalkylindole, an indole alkaloid and a tertiary amino compound. It is a conjugate base of a gramine(1+).

Names & identifiers

Preferred name
Gramine
IUPAC
1-(1H-indol-3-yl)-N,N-dimethylmethanamine
English name
GRAMINE-ALPHA,ALPHA-D2
Molecular formula
C11H14N2
Molecular weight
174.25

Names & synonyms

Gramine87-52-53-(Dimethylaminomethyl)indoleDonaxineDonaxinGramin1-(1H-indol-3-yl)-N,N-dimethylmethanamine1H-Indole-3-methanamine, N,N-dimethyl-beta-DimethylaminomethylindoleN,N-Dimethyl-1H-indole-3-methanamine3-(N,N-Dimethylaminomethyl)indole(1H-indol-3-ylmethyl)dimethylamine
Show more names
GraMine-a,a-d2Gramine-α,α-D2GRAMINE-ALPHA,ALPHA-D21,1-dideuterio-1-(1H-indol-3-yl)-N,N-dimethylmethanamine
3-[(Dimethylamino)methyl]indoleN,N-Dimethyl-1H-indole-3-methylamineFGQ8A78L14DTXSID3058955NSC-16892CHEBI:289483-((DIMETHYLAMINO)METHYL)INDOLE3-[Dimethylaminomethyl]indole

Database identifiers

CAS
95415-84-2
ChEMBL
CHEMBL254348
ChEBI
CHEBI:28948
UNII
FGQ8A78L14
EC Number
201-749-8
Nikkaji
J10.618F

Properties

Computed structural properties

XLogP
1.8
Topological polar surface area
19 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
1
Rotatable bonds
2
Heavy atoms
13

Experimental & physicochemical properties

Melting Point138 - 139 °C
Physical DescriptionSolid
Collision Cross Section · 2 items

138.42 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

134.9 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H314 (93.8%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 32 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information1H-Indole-3-methanamine, N,N-dimethyl-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesSkin Corr. 1B (93.8%)

Chemistry & industry

Pharmacology

Cellular LocationsCytoplasm

Uses & manufacturing

General Manufacturing Information1H-Indole-3-methanamine, N,N-dimethyl-: ACTIVE

Applications

UsesGramine-alpha,alpha-d2 (CAS# 95415-84-2) is a useful isotopically labeled research compound.

Suppliers5 total

盐城通铭生物科技有限公司15195160625 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
成都思天德生物科技有限公司028-83243028 19136088901 · [email protected]
Clearsynth Labs Limited+91-22-26355700 · [email protected]
上海葑菲医药科技有限公司+8618221552033 · [email protected]

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