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Details

Stereochemistry ACHIRAL
Molecular Formula C20H8O7.2Na.2H
Molecular Weight 408.2687
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GALLEIN DISODIUM

SMILES

[H+].[H+].[Na+].[Na+].[O-]C1=CC=C2C(OC3=C([O-])C([O-])=CC=C3C24OC(=O)C5=CC=CC=C45)=C1[O-]

InChI

InChIKey=HZGDJXSSMWWQMB-UHFFFAOYSA-L
InChI=1S/C20H12O7.2Na/c21-13-7-5-11-17(15(13)23)26-18-12(6-8-14(22)16(18)24)20(11)10-4-2-1-3-9(10)19(25)27-20;;/h1-8,21-24H;;/q;2*+1/p-2

HIDE SMILES / InChI

Molecular Formula C20H10O7
Molecular Weight 362.2892
Charge -2
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula Na
Molecular Weight 22.98976928
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Gallein is an inhibitor of G protein beta gamma subunit signaling. It exerts antineoplastic action in vitro and anti-inflammatory action in vivo. Gallein may be used in histological staining.

Originator

Sources: Baeyer, Ber. 4, 457 (1871)
Curator's Comment: Gallein obtained by heating 1 part phthalic anhydride with 2 parts of pyrogallol or gallic acid reference retrieved from http://www.drugfuture.com/chemdata/gallein.html

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
422.0 nM [Kd]
Conditions
PubMed

PubMed

TitleDatePubMed
Inhibition of Gβγ-subunit signaling potentiates morphine-induced antinociception but not respiratory depression, constipation, locomotion, and reward.
2013-04
Identification of HIV-1 nucleocapsid protein: nucleic acid antagonists with cellular anti-HIV activity.
2002-09-06
Specificity in structure-based drug design: identification of a novel, selective inhibitor of Pneumocystis carinii dihydrofolate reductase.
1997-09
Staining myelin in brain with gallein: a new method.
1977-09
Hematoxylin substitutes: gallein as a biological stain.
1974-11

Sample Use Guides

Oral administration of gallein (30 mg/kg) inhibited paw edema and neutrophil infiltration in a mouse carrageenan-induced paw edema model.
Route of Administration: Oral
Gallein 10 uM was able to significantly counteract this β-ionone-induced LNCaP cell invasiveness.
Substance Class Chemical
Created
by admin
on Mon Mar 31 23:01:56 GMT 2025
Edited
by admin
on Mon Mar 31 23:01:56 GMT 2025
Record UNII
Q2R7R20NU0
Record Status Validated (UNII)
Record Version
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Name Type Language
GALLEIN DISODIUM SALT
MI  
Preferred Name English
GALLEIN DISODIUM
Common Name English
GALLEIN DISODIUM SALT [MI]
Common Name English
SPIRO(ISOBENZOFURAN-1(3H),9'-(9H)XANTHEN)-3-ONE, 3',4',5',6'-TETRAHYDROXY-, SODIUM SALT (1:2)
Systematic Name English
ALIZARIN VIOLET
Common Name English
Code System Code Type Description
CHEBI
88294
Created by admin on Mon Mar 31 23:01:56 GMT 2025 , Edited by admin on Mon Mar 31 23:01:56 GMT 2025
PRIMARY
MERCK INDEX
m5644
Created by admin on Mon Mar 31 23:01:56 GMT 2025 , Edited by admin on Mon Mar 31 23:01:56 GMT 2025
PRIMARY Merck Index
FDA UNII
Q2R7R20NU0
Created by admin on Mon Mar 31 23:01:56 GMT 2025 , Edited by admin on Mon Mar 31 23:01:56 GMT 2025
PRIMARY
PUBCHEM
90479199
Created by admin on Mon Mar 31 23:01:56 GMT 2025 , Edited by admin on Mon Mar 31 23:01:56 GMT 2025
PRIMARY
CAS
198832-04-1
Created by admin on Mon Mar 31 23:01:56 GMT 2025 , Edited by admin on Mon Mar 31 23:01:56 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE