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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=C(O)C2=C(C=C1)C3(OC(=O)C4=C3C=CC=C4)C5=C(O2)C(O)=C(O)C=C5

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
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
Specificity in structure-based drug design: identification of a novel, selective inhibitor of Pneumocystis carinii dihydrofolate reductase.
1997 Sep
Inhibition of Gβγ-subunit signaling potentiates morphine-induced antinociception but not respiratory depression, constipation, locomotion, and reward.
2013 Apr

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.
Name Type Language
GALLEIN
MI  
Common Name English
NSC-622478
Code English
NSC-56445
Code English
MORDANT VIOLET 25
Common Name English
C.I. MORDANT VIOLET 25
Common Name English
C.I.- 45445
Code 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 Sat Dec 16 08:03:01 GMT 2023 , Edited by admin on Sat Dec 16 08:03:01 GMT 2023
PRIMARY
PUBCHEM
73685
Created by admin on Sat Dec 16 08:03:01 GMT 2023 , Edited by admin on Sat Dec 16 08:03:01 GMT 2023
PRIMARY
FDA UNII
8L0084U2QR
Created by admin on Sat Dec 16 08:03:01 GMT 2023 , Edited by admin on Sat Dec 16 08:03:01 GMT 2023
PRIMARY
ECHA (EC/EINECS)
218-272-6
Created by admin on Sat Dec 16 08:03:01 GMT 2023 , Edited by admin on Sat Dec 16 08:03:01 GMT 2023
PRIMARY
EPA CompTox
DTXSID5062180
Created by admin on Sat Dec 16 08:03:01 GMT 2023 , Edited by admin on Sat Dec 16 08:03:01 GMT 2023
PRIMARY
CAS
2103-64-2
Created by admin on Sat Dec 16 08:03:01 GMT 2023 , Edited by admin on Sat Dec 16 08:03:01 GMT 2023
PRIMARY
NSC
8668
Created by admin on Sat Dec 16 08:03:01 GMT 2023 , Edited by admin on Sat Dec 16 08:03:01 GMT 2023
PRIMARY
CHEBI
88294
Created by admin on Sat Dec 16 08:03:01 GMT 2023 , Edited by admin on Sat Dec 16 08:03:01 GMT 2023
PRIMARY
MERCK INDEX
m5644
Created by admin on Sat Dec 16 08:03:01 GMT 2023 , Edited by admin on Sat Dec 16 08:03:01 GMT 2023
PRIMARY Merck Index
NSC
56445
Created by admin on Sat Dec 16 08:03:01 GMT 2023 , Edited by admin on Sat Dec 16 08:03:01 GMT 2023
PRIMARY