Gallein

HCID 73685CAS 2103-64-2
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Basic information

Standard SMILES
O=C1OC2(c3ccccc31)c1ccc(O)c(O)c1Oc1c2ccc(O)c1O
InChIKey
PHLYOKFVXIVOJC-UHFFFAOYSA-N
Molecular formula
C20H12O7
Average molar mass
364.3 g/mol
Monoisotopic mass
364.05830272

Overview

Gallein is a xanthene dye that is fluoran carrying four hydroxy substituents at positions 3', 4', 5' and 6'. It has a role as a fluorochrome, a histological dye and a G-protein-coupled receptor antagonist. It is a polyphenol, a gamma-lactone, a xanthene dye, an oxaspiro compound, an organic heteropentacyclic compound and a member of 2-benzofurans. It is functionally related to a fluoran.

Names & identifiers

Preferred name
Gallein
IUPAC
3',4',5',6'-tetrahydroxyspiro[2-benzofuran-3,9'-xanthene]-1-one
English name
GALLEIN
Molecular formula
C20H12O7
Molecular weight
364.31

Names & synonyms

Gallein2103-64-2PyrogallolphthaleinMordant violet 25C.I. Mordant Violet 254,5-DihydroxyfluoresceinC.I. 45445Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',4',5',6'-tetrahydroxy-3',4',5',6'-TetrahydroxyfluoranDTXSID50621808L0084U2QRNSC-8668
Show more names
GALLIENCalleinCI 45445Nsc 8668Nsc 56445Nsc 622478Gallein>CI NO 45445ALIZARIN VIOLET
NSC-56445NSC-622478CHEBI:88294Spiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one, 3',4',5',6'-tetrahydroxy-3',4',5',6'-tetrahydroxyspiro[2-benzofuran-3,9'-xanthene]-1-one3',4',5',6'-tetrahydroxyspiro(2-benzofuran-3,9'-xanthene)-1-oneRefChem:142171DTXCID1036414

Database identifiers

CAS
2103-64-2
PubChem CID
73685
DTXSID
DTXSID5062180
ChEMBL
CHEMBL4469620
ChEBI
CHEBI:88294
UNII
8L0084U2QR
EC Number
218-272-6
Nikkaji
J34.103G

Properties

Computed structural properties

XLogP
2.7
Topological polar surface area
116 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
7
Rotatable bonds
0
Heavy atoms
27

Experimental & physicochemical properties

Endocrine DisruptorsPotential endocrine disrupting compound

Physicochemical properties

Melting point
300 °C · >300°C
Boiling point
389.44 °C · 389.44°C (rough estimate)
Density
1.2392 · 1.2392 (rough estimate)
refractive index
1.612 · 1.6120 (estimate)
storage temp.
Sealed in dry,Room Temperature
solubility
Solubility Almost insoluble in water, benzene, chloroform; soluble in ethanol, acetone

Safety & regulation

Safety data

wgk
WGK 1
tsca
TSCA listed
hs_code
2918.99.4700
Signal word
Warning
Symbol(GHS)
GHS07
Storage Class
11 - Combustible Solids

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationSpiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',4',5',6'-tetrahydroxy-: INACTIVE

Applications

UsesGallein inhibits neutrophil chemotaxis and inflammation, via the disruption of G protein βγ subunit signaling.

Preparation methods

Preparation3,4,5-Trihydroxybenzoic acid or Benzene-1,2,3-trioland Phthalic anhydridein 190 ~ 200 ℃ reaction (namely GALLEIN), and then into sodium salt namely Alizarine Violet.

Upstream & downstream products

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
杭州品高化工有限公司0571-87658025 · [email protected]

Additional notes

DefinitionChEBI: A xanthene dye that is fluoran carrying four hydroxy substituents at positions 3', 4', 5' and 6'.

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