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Dracorhodin

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Identification
Molecular formula
C16H10N2O3
CAS number
10488-10-3
IUPAC name
3-(3-nitroso-1H-indol-2-yl)-1H-indol-2-ol
State
State

The compound is in a solid state at room temperature.

Melting point (Celsius)
190.00
Melting point (Kelvin)
463.15
Boiling point (Celsius)
550.00
Boiling point (Kelvin)
823.15
General information
Molecular weight
316.26g/mol
Molar mass
316.2800g/mol
Density
1.4500g/cm3
Appearence

The compound typically appears as a crystalline solid. Its color may vary depending on purity and form, but it is generally colored due to the presence of the indole structure which is known for its vibrant hues in many compounds.

Comment on solubility

Solubility of 3-(3-nitroso-1H-indol-2-yl)-1H-indol-2-ol

The solubility of 3-(3-nitroso-1H-indol-2-yl)-1H-indol-2-ol (C16H10N2O3) can be characterized by various factors that influence its interaction with solvents. This compound contains both indole and nitroso groups, which can significantly affect its solubility profile.

  • Polarity: The presence of the nitroso group may increase polarity, suggesting a potential for solubility in polar solvents like water.
  • Hydrophobic Nature: However, the indole structure is known to exhibit hydrophobic characteristics, which could limit its solubility in aqueous environments.
  • Solvent Compatibility: This compound likely shows better solubility in organic solvents such as ethanol, dimethyl sulfoxide (DMSO), or acetone due to the hydrophobic interactions from the indole rings.

Experiments indicate that solubility can also depend on factors such as temperature and pH. For instance:

  • At elevated temperatures, solubility in some solvents may increase.
  • Varying the pH can also influence the ionization state of the compound, thereby affecting its solubility.

In summary, while 3-(3-nitroso-1H-indol-2-yl)-1H-indol-2-ol may exhibit some solubility in polar solvents, its overall solubility is likely constrained by its hydrophobic indole components. Researchers should consider these factors when working with this compound in solution.

Interesting facts

Interesting Facts About 3-(3-nitroso-1H-indol-2-yl)-1H-indol-2-ol

3-(3-nitroso-1H-indol-2-yl)-1H-indol-2-ol, often referred to as a nitroso derivative of indole, is a fascinating compound with a variety of intriguing properties and potential applications.

Key Points of Interest:

  • Indole Structure: Indole is a well-known aromatic compound that plays a critical role in many biological processes. The presence of the nitroso group in this compound introduces interesting reactivity due to the potential for electrophilic reactions.
  • Biological Activity: Compounds containing indole moieties are frequently investigated for their pharmacological properties. This specific derivative is of particular interest in research focused on anti-cancer and neuroprotective effects.
  • Versatile Building Block: The indole structure is utilized extensively in the synthesis of various pharmaceuticals, including antidepressants and anticancer agents. The incorporation of the nitroso group can enhance these compounds' properties and increase their effectiveness.
  • Potential for Innovation: Researchers are exploring nitroso compounds like this one for novel applications in materials science, organic electronics, and as intermediates in organic synthesis.

In summary, 3-(3-nitroso-1H-indol-2-yl)-1H-indol-2-ol demonstrates the complex interplay between structure and function in chemical compounds. As scientists continue to study this compound, we can expect to unveil more about its utility and importance in both biological systems and synthetic applications.

Synonyms
INDIRUBIN-3'-MONOXIME
indirubin-3'-oxime
160807-49-8
Indirubin-3-monoxime
667463-82-3
indirubin-3-oxime
Indirubin-3monoxime
Indirubin 3'-monoxime
Indirubin 3-oxime
CHEBI:43645
3-[3-(Hydroxyamino)-1H-indol-2-yl]indol-2-one
Indirubin-3a?oxime
indirubin-3'-monooxime
Indirubin-3 inverted exclamation marka-oxime
(2Z,3E)-3-(Hydroxyimino)-[2,3'-biindolinylidene]-2'-one
MFCD02683594
X6CSG51MBQ
2H-Indol-2-one, 3-[1,3-dihydro-3-(hydroxyimino)-2H-indol-2-ylidene]-1,3-dihydro-
CHEMBL126077
CHEMBL216543
CHEMBL1496098
(Z)-1H,1'H-[2,3']BIINDOLYLIDENE-3,2'-DIONE-3-OXIME
DTXSID90416111
1H,1'H-[2,3']biindolylidene3,2'-dione-3-oxime
3-(Hydroxyimino)-[2,3'-biindolinylidene]-2'-one
3-[1,3-dihydro-3-(hydroxyimino)-2H-indol-2-ylidene]-1,3-dihydro-2H-indol-2-one
UNM-0000305771
3-(3-nitroso-1H-indol-2-yl)-1H-indol-2-ol
3-[3-(hydroxyamino)-1H-indol-2-yl]-2H-indol-2-one
(3Z)-3-[(3E)-3-(hydroxyimino)-1,3-dihydro-2H-indol-2-ylidene]-1,3-dihydro-2H-indol-2-one
IXM
indirubin 3'-oxime
SR-01000075929
1H,1'H-(2,3')biindolylidene3,2'-dione-3-oxime
3-(3-(hydroxyamino)-1H-indol-2-yl)-2H-indol-2-one
3-(HYDROXYIMINO)-(2,3'-BIINDOLINYLIDENE)-2'-ONE
Indirubin-3
(Z,3E)-3-(hydroxyimino)-1',2'-dihydro-1H,3H-(2,3'-biindolyliden)-2'-one
(Z,3E)-3-(hydroxyimino)-1',2'-dihydro-1H,3H-[2,3'-biindolyliden]-2'-one
2H-INDOL-2-ONE, 3-(1,3-DIHYDRO-3-(HYDROXYIMINO)-2H-INDOL-2-YLIDENE)-1,3-DIHYDRO-
3-(1,3-DIHYDRO-3-(HYDROXYIMINO)-2H-INDOL-2-YLIDENE)-1,3-DIHYDRO-2H-INDOL-2-ONE
(3Z)-3-((3E)-3-(hydroxyimino)-1,3-dihydro-2H-indol-2-ylidene)-1,3-dihydro-2H-indol-2-one
Indirubin-3'-oxime; 3-[1,3-Dihydro-3-(hydroxyimino)-2H-indol-2-ylidene]-1,3-dihydro-2H-indol-2-one;
Indirubin-3??-oxime
Tocris-1813
Indirubin-3'-monoxime?
BiomolKI_000070
UNII-X6CSG51MBQ
Lopac-I-0404
BiomolKI2_000074
Lopac0_000619
BSPBio_001108
KBioGR_000448
KBioSS_000448
SCHEMBL378779
BMK1-G10
GTPL5989
SCHEMBL1574499
SCHEMBL12005849
SCHEMBL13046776
SCHEMBL13714093
BCBcMAP01_000150
BDBM54681
CHEBI:92352
cid_5326739
KBio2_000448
KBio2_003016
KBio2_005584
KBio3_000835
KBio3_000836
DTXCID90366960
1q41
HBDSHCUSXQATPO-BGBJRWHRSA-N
Bio2_000394
Bio2_000874
GLXC-02351
HMS1362H09
HMS1792H09
HMS1990H09
HMS3229C06
HMS3260M14
HMS3268I10
HMS3403H09
HMS3412J10
HMS3676J10
ML015
BCP14390
Tox21_500146
BDBM50132003
BDBM50166289
BDBM50580887
HSCI1_000200
NSC717829
s2009
AKOS015910263
AKOS024456796
AKOS030241899
AKOS037647459
AKOS040759689
CCG-100674
CS-5425
DB02052
FI24572
Indirubin-3-monoxime;Indirubin-3-oxime
LP00146
NSC-717829
SDCCGSBI-0050601.P003
SDCCGSBI-0050601.P007
IDI1_002149
NCGC00015545-01
NCGC00015545-02
NCGC00015545-03
NCGC00015545-04
NCGC00015545-05
NCGC00015545-06
NCGC00015545-07
NCGC00015545-08
NCGC00015545-11
NCGC00025304-01
NCGC00025304-02
NCGC00025304-03
NCGC00025304-04
NCGC00025304-05
NCGC00260831-01
AC-30025
AS-73725
BS-51837
DA-54307
DA-74477
HY-19807
NCI60_040633
HY-139254
CS-0182654
EU-0100619
NS00073176
Indirubin-3'-oxime, >=98% (HPLC), solid
I 0404
K00076
Indirubin-3'-monoxime - CAS 160807-49-8
3-[3-(hydroxyamino)-1H-indol-2-yl]-2-indolone
3-[3-(oxidanylamino)-1H-indol-2-yl]indol-2-one
3-(3-(hydroxyimino)indolin-2-ylidene)indolin-2-one
SR-01000075929-1
SR-01000075929-3
BRD-K19136521-001-01-4
BRD-K19136521-001-08-9
BRD-K53959060-001-01-3
Q27078054
Q27461594
1H,1''H-[2,3'']Biindolylidene-3,2''-dione 3-oxime
(2Z,3E)-2,3'-biindole-2',3(1H,1'H)-dione 3-oxime
(2E,3E)-3-(hydroxyimino)-[2,3'-biindolinylidene]-2'-one
(2Z,3Z)-3-(hydroxyimino)-[2,3'-biindolinylidene]-2'-one
(3Z)-3-[(3E)-3-hydroxyiminoindolin-2-ylidene]indolin-2-one
(Z)-1H,1''H-[2,3'']Biindolylidene-3,2''-dione 3-oxime
1H,1''''H-[2,3'''']Biindolylidene-3,2''''-dione 3-oxime
(Z)-1H,1''''H-[2,3'''']Biindolylidene-3,2''''-dione 3-oxime
3-(hydroxyimino)-1',2'-dihydro-1H,3H-[2,3'-biindolyliden]-2'-one
2H-Indol-2-one,3-[1,3-dihydro-3-(hydroxyimino)-2H-indol-2-ylidene]-1,3-dihydro-
2H-Indol-2-one, 3-[1,3-dihydro-3-(hydroxyamino)-2H-indol-2-ylidene]-1,3-dihydro-, (3Z)-
Indirubin-3'-oxime;3-[1,3-Dihydro-3-(hydroxyimino)-2H-indol-2-ylidene]-1,3-dihydro-2H-indol-2-one