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Showing NP-Card for Methyl dioxindole-3-acetate (NP0335536)

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Record Information
Version2.0
Created at2024-09-11 02:03:35 UTC
Updated at2024-09-11 02:03:36 UTC
NP-MRD IDNP0335536
Secondary Accession NumbersNone
Natural Product Identification
Common NameMethyl dioxindole-3-acetate
DescriptionMethyl dioxindole-3-acetate belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. Indolyl carboxylic acids and derivatives are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring. Methyl dioxindole-3-acetate was first documented in 2008 (PMID: 18331775). Based on a literature review a small amount of articles have been published on Methyl dioxindole-3-acetate (PMID: 37525109) (PMID: 21747716).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0335536 (Methyl dioxindole-3-acetate)


  Mrv2104 05262304352D          

 16 17  0  0  0  0            999 V2000
   -1.9055   -1.2567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1910   -1.6692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4766   -1.2567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4766   -0.4317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1910   -0.0192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9055   -0.4317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0275    0.5769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3081   -0.1767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0225    0.2358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0225    1.0608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3081    1.4733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7370    1.4733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4515    1.0608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6180   -0.8442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7930   -0.8442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3081   -1.5116    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3 16  1  0  0  0  0
  4  5  2  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 15  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
M  END
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3D MOL for NP0335536 (Methyl dioxindole-3-acetate)

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3D SDF for NP0335536 (Methyl dioxindole-3-acetate)

  Mrv2104 05262304352D          

 16 17  0  0  0  0            999 V2000
   -1.9055   -1.2567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1910   -1.6692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4766   -1.2567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4766   -0.4317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1910   -0.0192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9055   -0.4317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0275    0.5769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3081   -0.1767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0225    0.2358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0225    1.0608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3081    1.4733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7370    1.4733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4515    1.0608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6180   -0.8442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7930   -0.8442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3081   -1.5116    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3 16  1  0  0  0  0
  4  5  2  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 15  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335536

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)CC1(O)C(=O)NC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1/C11H11NO4/c1-16-9(13)6-11(15)7-4-2-3-5-8(7)12-10(11)14/h2-5,15H,6H2,1H3,(H,12,14)

> <INCHI_KEY>
BHWUWPHGCCRYBU-UHFFFAOYNA-N

> <FORMULA>
C11H11NO4

> <MOLECULAR_WEIGHT>
221.212

> <EXACT_MASS>
221.068807838

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
21.327795157374624

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-(3-hydroxy-2-oxo-2,3-dihydro-1H-indol-3-yl)acetate

> <JCHEM_LOGP>
0.29373975833333366

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.678114428485797

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.485208880033573

> <JCHEM_PKA_STRONGEST_BASIC>
-4.273679468845271

> <JCHEM_POLAR_SURFACE_AREA>
75.63

> <JCHEM_REFRACTIVITY>
56.44090000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-(3-hydroxy-2-oxo-1H-indol-3-yl)acetate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0335536 (Methyl dioxindole-3-acetate)
Download
PDB for NP0335536 (Methyl dioxindole-3-acetate)
HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0      -3.557  -2.346   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.223  -3.116   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.890  -2.346   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.890  -0.806   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.223  -0.036   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.557  -0.806   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.051   1.077   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.575  -0.330   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.909   0.440   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.909   1.980   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.575   2.750   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       3.242   2.750   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.576   1.980   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.020  -1.576   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.480  -1.576   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       0.575  -2.822   0.000  0.00  0.00           N+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   16                                                  
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    1    5                                                       
CONECT    7    8                                                            
CONECT    8    4    7    9   15                                             
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12                                                            
CONECT   14   15                                                            
CONECT   15    8   14   16                                                  
CONECT   16    3   15                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

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3D PDB for NP0335536 (Methyl dioxindole-3-acetate)
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SMILES for NP0335536 (Methyl dioxindole-3-acetate)
COC(=O)CC1(O)C(=O)NC2=CC=CC=C12
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INCHI for NP0335536 (Methyl dioxindole-3-acetate)
InChI=1/C11H11NO4/c1-16-9(13)6-11(15)7-4-2-3-5-8(7)12-10(11)14/h2-5,15H,6H2,1H3,(H,12,14)
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View in JSmol
Synonyms
ValueSource
Methyl dioxindole-3-acetic acidGenerator
Chemical FormulaC11H11NO4
Average Mass221.2120 Da
Monoisotopic Mass221.06881 Da
IUPAC Namemethyl 2-(3-hydroxy-2-oxo-2,3-dihydro-1H-indol-3-yl)acetate
Traditional Namemethyl 2-(3-hydroxy-2-oxo-1H-indol-3-yl)acetate
CAS Registry NumberNot Available
SMILES
COC(=O)CC1(O)C(=O)NC2=CC=CC=C12
InChI Identifier
InChI=1/C11H11NO4/c1-16-9(13)6-11(15)7-4-2-3-5-8(7)12-10(11)14/h2-5,15H,6H2,1H3,(H,12,14)
InChI KeyBHWUWPHGCCRYBU-UHFFFAOYNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. These are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassIndoles and derivatives  
Sub ClassIndolyl carboxylic acids and derivatives  
Direct ParentIndolyl carboxylic acids and derivatives  
Alternative Parents
Substituents
  • Indolyl carboxylic acid derivative
    • 

  • Indole
    • 

  • Dihydroindole
    • 

  • Benzenoid
    • 

  • Tertiary alcohol
    • 

  • Methyl ester
    • 

  • Carboxamide group
    • 

  • Carboxylic acid ester
    • 

  • Lactam
    • 

  • Secondary carboxylic acid amide
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid derivative
    • 

  • Azacycle
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Carbonyl group
    • 

  • Organopnictogen compound
    • 

  • Organic oxygen compound
    • 

  • Organic nitrogen compound
    • 

  • Alcohol
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.29ChemAxon
pKa (Strongest Acidic)11.49ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area75.63 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity56.44 m³·mol⁻¹ChemAxon
Polarizability21.33 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00041665  
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Cao K, Chen J, Huang R, Lu R, Zhou X, Bu Y, Li L, Yao C: Metabolomics analysis reveals the differences between Abrus cantoniensis Hance and Abrus mollis Hance. BMC Plant Biol. 2023 Aug 1;23(1):375. doi: 10.1186/s12870-023-04372-y. [PubMed:37525109  ] 
  2. Ding HY: Extracts and constituents of Rubus chingii with 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging activity. Int J Mol Sci. 2011;12(6):3941-9. doi: 10.3390/ijms12063941. Epub 2011 Jun 14. [PubMed:21747716  ] 
  3. Lee MY, Lin HY, Cheng F, Chiang W, Kuo YH: Isolation and characterization of new lactam compounds that inhibit lung and colon cancer cells from adlay (Coix lachryma-jobi L. var. ma-yuen Stapf) bran. Food Chem Toxicol. 2008 Jun;46(6):1933-9. doi: 10.1016/j.fct.2008.01.033. Epub  2008 Feb 12. [PubMed:18331775  ]