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X-gal

Athanor · official

C14H15BrClNO6 · 408.63 g/mol

IUPAC name: (2S,3R,4S,5R,6R)-2-[(4-bromo-5-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Also called BCIG, blue-white screening, beta-galactosidase substrate

ReagentsRings
Open in Athanor
The structure of X-gal
Drawn from its SMILES with RDKit

Names and identifiers

IUPAC name
(2S,3R,4S,5R,6R)-2-[(4-bromo-5-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Synonyms
BCIG, blue-white screening, beta-galactosidase substrate
+ 2 more

SCHEMBL6232574, 5-chloro-4-bromo-3-indolyl beta-galactopyranoside

Molecular formula
C14H15BrClNO6
Empirical formula
C14H15BrClNO6
Molecular weight
408.63 g/mol
Exact mass
406.97713
CAS number
7240-90-6
PubChem CID
18639731
Canonical SMILES
C1=CC(=C(C2=C1NC=C2OC3C(C(C(C(O3)CO)O)O)O)Br)Cl
Isomeric SMILES
C1=CC(=C(C2=C1NC=C2O[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)O)Br)Cl
InChI
InChI=1S/C14H15BrClNO6/c15-10-5(16)1-2-6-9(10)7(3-17-6)22-14-13(21)12(20)11(19)8(4-18)23-14/h1-3,8,11-14,17-21H,4H2/t8-,11+,12+,13-,14-/m1/s1
InChIKey
JJLMSMDRCKWXSI-AEOCFKNESA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Calculated

Heavy atoms
23
Rings
3
Aromatic rings
2
Fraction sp³ carbons (Fsp3)
0.43
H-bond donors
5
H-bond acceptors
6
Rotatable bonds
3
TPSA (Ų)
115.2 computed here · PubChem 115
Formal charge
0
XLogP3
1.2 PubChem
Complexity
421 PubChem
Stereocenters
5 definedCIP: C3: R · C5: S · C18: R · C20: S · C22: R
Double-bond geometry
None specified
Point group
C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

  • C41.15%
  • H3.70%
  • Br19.55%
  • Cl8.68%
  • N3.43%
  • O23.49%

Isotope pattern

76%406.97712%407.980100%408.97516%409.97826%410.9734.0%411.976412.978

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P
0.76 Crippen (Wildman and Crippen 1999)
log S (water solubility)
-2.95 ESOL (Delaney 2004), log mol/L
Synthetic accessibility
3.97 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

  • Molecular weight ≤ 500: 408.63
  • log P ≤ 5 (Crippen): 0.76
  • H-bond donors ≤ 5: 5
  • H-bond acceptors ≤ 10: 6

Passes all four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

No GHS hazard classification was found in the sources.

Always read the supplier’s safety data sheet before working with it.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

  1. ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
  2. ·Literature on PubChem

Data last updated 2026-10-14.