NP-MRD: Showing NP-Card for 2'-hydroxy-1'h-[3,3'-biindol]-2-one (NP0303583)

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Record Information

Version

2.0

Created at

2022-09-10 18:03:34 UTC

Updated at

2022-09-10 18:03:35 UTC

NP-MRD ID

NP0303583

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2'-hydroxy-1'h-[3,3'-biindol]-2-one

Description

Isoindigotin belongs to the class of organic compounds known as hydroxyindoles. These are organic compounds containing an indole moiety that carries a hydroxyl group. 2'-hydroxy-1'h-[3,3'-biindol]-2-one is found in Isatis tinctoria. Based on a literature review very few articles have been published on Isoindigotin.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 30 33  0  0  0  0  0  0  0  0999 V2000
   -0.1246    2.3040    1.9908 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8243    1.7193    1.3718 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1676    2.1092    1.2316 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7524    1.1973    0.5168 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0796    1.1805    0.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5160    0.1189   -0.6285 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6414   -0.8821   -0.9888 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3268   -0.8525   -0.6030 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8683    0.1994    0.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6532    0.4592    0.6581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5611   -0.3371    0.5166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7879   -1.6625    0.8278 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1664   -2.4996    1.3587 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0691   -1.9769    0.5275 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6968   -0.8874    0.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9756   -0.6384   -0.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3408    0.6029   -0.9048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4280    1.6296   -0.9213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1510    1.3909   -0.4637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7627    0.1381    0.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7673    1.9859    0.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5636    0.0938   -0.9368 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0175   -1.7162   -1.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6532   -1.6298   -0.8843 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5178   -3.2480    0.7581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5586   -2.8913    0.6407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6732   -1.4577   -0.4149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3378    0.7702   -1.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6650    2.6208   -1.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3834    2.1596   -0.4503 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0
 12 11  2  0
 11 20  1  0
 20 19  2  0
 19 18  1  0
 18 17  2  0
 17 16  1  0
 16 15  2  0
 15 14  1  0
 11 10  1  0
 10  9  2  0
  9  8  1  0
  8  7  2  0
  7  6  1  0
  6  5  2  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  2  0
 14 12  1  0
  2 10  1  0
 15 20  1  0
  4  9  1  0
 13 25  1  0
 19 30  1  0
 18 29  1  0
 17 28  1  0
 16 27  1  0
 14 26  1  0
  8 24  1  0
  7 23  1  0
  6 22  1  0
  5 21  1  0
M  END


  Mrv1652309102220032D          

 20 23  0  0  0  0            999 V2000
    2.1937   -2.8174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687   -2.8174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -3.4849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -3.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6153   -3.6424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3298   -3.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3298   -2.4049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6153   -1.9924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -2.4049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  2  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 11 20  1  0  0  0  0
 15 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0303583

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=C(C2=CC=CC=C2N1)C1=C2C=CC=CC2=NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H10N2O2/c19-15-13(9-5-1-3-7-11(9)17-15)14-10-6-2-4-8-12(10)18-16(14)20/h1-8,17,19H

> <INCHI_KEY>
VBMISAYWIMDRCV-UHFFFAOYSA-N

> <FORMULA>
C16H10N2O2

> <MOLECULAR_WEIGHT>
262.268

> <EXACT_MASS>
262.07422757

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
27.173406046973987

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2'-hydroxy-1'H,2H-[3,3'-biindole]-2-one

> <JCHEM_LOGP>
2.3266298089999995

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.635972304368824

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.820766596921195

> <JCHEM_PKA_STRONGEST_BASIC>
0.17032299123057293

> <JCHEM_POLAR_SURFACE_AREA>
65.44999999999999

> <JCHEM_REFRACTIVITY>
77.7029

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2'-hydroxy-1'H-[3,3'-biindole]-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  O   UNK     0       4.095  -5.259   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.555  -5.259   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       1.650  -6.505   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       0.185  -6.029   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.149  -6.799   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.482  -6.029   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.482  -4.489   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.149  -3.719   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.185  -4.489   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.320  -1.303   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4   10                                                  
CONECT   10    9    2   11                                                  
CONECT   11   10   12   20                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   11   15                                                  
MASTER        0    0    0    0    0    0    0    0   20    0   46    0
END

View in JSmol

Synonyms

Value	Source
Isoindigo	MeSH

Chemical Formula

C₁₆H₁₀N₂O₂

Average Mass

262.2680 Da

Monoisotopic Mass

262.07423 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

OC1=C(C2=CC=CC=C2N1)C1=C2C=CC=CC2=NC1=O

InChI Identifier

InChI=1S/C16H10N2O2/c19-15-13(9-5-1-3-7-11(9)17-15)14-10-6-2-4-8-12(10)18-16(14)20/h1-8,17,19H

InChI Key

VBMISAYWIMDRCV-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Isatis tinctoria	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxyindoles. These are organic compounds containing an indole moiety that carries a hydroxyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Hydroxyindoles

Direct Parent

Hydroxyindoles

Alternative Parents

Substituents

Hydroxyindole
Indole
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Pyrrole
N-acylimine
Azacycle
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

114936675

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

164610

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2'-hydroxy-1'h-[3,3'-biindol]-2-one (NP0303583)

MOL for NP0303583 (2'-hydroxy-1'h-[3,3'-biindol]-2-one)

3D MOL for NP0303583 (2'-hydroxy-1'h-[3,3'-biindol]-2-one)

3D SDF for NP0303583 (2'-hydroxy-1'h-[3,3'-biindol]-2-one)

3D-SDF for NP0303583 (2'-hydroxy-1'h-[3,3'-biindol]-2-one)

PDB for NP0303583 (2'-hydroxy-1'h-[3,3'-biindol]-2-one)

3D PDB for NP0303583 (2'-hydroxy-1'h-[3,3'-biindol]-2-one)

SMILES for NP0303583 (2'-hydroxy-1'h-[3,3'-biindol]-2-one)

INCHI for NP0303583 (2'-hydroxy-1'h-[3,3'-biindol]-2-one)

Structure for NP0303583 (2'-hydroxy-1'h-[3,3'-biindol]-2-one)

3D Structure for NP0303583 (2'-hydroxy-1'h-[3,3'-biindol]-2-one)