Chemical fact sheet: Indigo (cis)

Indigo (cis)

Basics

Category
Indolics & indole alkaloid derivatives
IUPAC-name
(Z)-[2,2'-biindolinylidene]-3,3'-dione
Formula
No formula stored
Exact mass
262.07420 g/mol
Molecular weight
No weights stored
Structure
Chemical structure of indigo (cis)
Figure 1.1: Chemical structure of indigo (cis)

Sources

In summary, the chemical indigo (cis) has been analyzed from following sources:

Note that an analysis result in the database may indicate either presence or lack thereof of a chemical in an analyzed sample.

References

  1. T. Maugard, E. Enaud, P. Choisy, and M. Legoy, "Identification of an indigo precursor from leaves of Isatis tinctoria (woad).," Phytochemistry , vol. 58 , no. 6 , pp. 897–904 , DOI: 10.1016/S0031-9422(01)00335-1 .

Analysis results

Analysis result 1

Detection technique Values Units
UV/Vis 603 nm
[M⁺ H]⁺ 263 m/z
MS²⁺ 219
235
m/z
STD
False
TLC
False
UV/Vis detector description
HPLC-DAD, UV
Mass spectrometer description
HPLC-MS
Organism
Isatis tinctoria 'IT BM'  L.
cultivated
fresh
Collection dates
2000-6
Sample note
The cultivar IT BM was grown in a field of CRITT (St Savin, France) and was collected by the researchers.
Extraction solvents
acetone:acetic acid 1% (v/v)
Extraction mass/volume-ratio
100 mg/mL
Extraction time
4 h
Extraction temperature
24 °C
Extract drying method
evaporation under reduced pressure
Analysis solvents
acetic acid (was left in the extract); MeOH
Detection note
In old leaves; blue; indigotin (trans-indigo) is an isomer of cis-indigo; 263 --> 235 [–CO] and 219 [–CO–NH2]
References

T. Maugard, E. Enaud, P. Choisy, and M. Legoy, "Identification of an indigo precursor from leaves of Isatis tinctoria (woad).," Phytochemistry , vol. 58 , no. 6 , pp. 897–904 , DOI: 10.1016/S0031-9422(01)00335-1 .