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Details

Stereochemistry ACHIRAL
Molecular Formula C20H12O7
Molecular Weight 364.3051
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GALLEIN

SMILES

OC1=CC=C2C(OC3=C(O)C(O)=CC=C3C24OC(=O)C5=CC=CC=C45)=C1O

InChI

InChIKey=PHLYOKFVXIVOJC-UHFFFAOYSA-N
InChI=1S/C20H12O7/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

HIDE SMILES / InChI

Molecular Formula C20H12O7
Molecular Weight 364.3051
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
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 21:50:58 GMT 2025
Edited
by admin
on Mon Mar 31 21:50:58 GMT 2025
Record UNII
8L0084U2QR
Record Status Validated (UNII)
Record Version
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Name Type Language
GALLEIN
MI  
Common Name English
C.I.- 45445
Preferred Name English
NSC-622478
Code English
NSC-56445
Code English
MORDANT VIOLET 25
Common Name English
C.I. MORDANT VIOLET 25
Common Name English
PYROGALLOLPHTHALEIN
Common Name English
NSC-8668
Code English
GALLEIN [MI]
Common Name English
SPIRO(ISOBENZOFURAN-1(3H),9'-(9H)XANTHEN)-3-ONE, 3',4',5',6'-TETRAHYDROXY-
Systematic Name English
Code System Code Type Description
NSC
622478
Created by admin on Mon Mar 31 21:50:58 GMT 2025 , Edited by admin on Mon Mar 31 21:50:58 GMT 2025
PRIMARY
PUBCHEM
73685
Created by admin on Mon Mar 31 21:50:58 GMT 2025 , Edited by admin on Mon Mar 31 21:50:58 GMT 2025
PRIMARY
FDA UNII
8L0084U2QR
Created by admin on Mon Mar 31 21:50:58 GMT 2025 , Edited by admin on Mon Mar 31 21:50:58 GMT 2025
PRIMARY
ECHA (EC/EINECS)
218-272-6
Created by admin on Mon Mar 31 21:50:58 GMT 2025 , Edited by admin on Mon Mar 31 21:50:58 GMT 2025
PRIMARY
EPA CompTox
DTXSID5062180
Created by admin on Mon Mar 31 21:50:58 GMT 2025 , Edited by admin on Mon Mar 31 21:50:58 GMT 2025
PRIMARY
CAS
2103-64-2
Created by admin on Mon Mar 31 21:50:58 GMT 2025 , Edited by admin on Mon Mar 31 21:50:58 GMT 2025
PRIMARY
NSC
8668
Created by admin on Mon Mar 31 21:50:58 GMT 2025 , Edited by admin on Mon Mar 31 21:50:58 GMT 2025
PRIMARY
CHEBI
88294
Created by admin on Mon Mar 31 21:50:58 GMT 2025 , Edited by admin on Mon Mar 31 21:50:58 GMT 2025
PRIMARY
MERCK INDEX
m5644
Created by admin on Mon Mar 31 21:50:58 GMT 2025 , Edited by admin on Mon Mar 31 21:50:58 GMT 2025
PRIMARY Merck Index
NSC
56445
Created by admin on Mon Mar 31 21:50:58 GMT 2025 , Edited by admin on Mon Mar 31 21:50:58 GMT 2025
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT