Np mrd loader

Showing NP-Card for (R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid (NP0335691)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2024-09-11 02:46:19 UTC
Updated at2024-09-11 02:46:19 UTC
NP-MRD IDNP0335691
Secondary Accession NumbersNone
Natural Product Identification
Common Name(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid
Description (R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid was first documented in 2023 (PMID: 36883243). Based on a literature review very few articles have been published on (R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0335691 ((R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)


  Mrv2104 05262305182D          

 16 17  0  0  0  0            999 V2000
   -1.7790   -1.0910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9699   -1.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4038   -0.7681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5656    0.0410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2935    0.2827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9408   -0.2827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8087   -2.1433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4851    1.3342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0004    0.6876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6470    0.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3748    0.3639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9408   -0.2827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7790    1.0918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4038    2.1433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5656    1.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2935    1.0918    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
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  9  1  0  0  0  0
  5  6  1  0  0  0  0
  5 16  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 15  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
M  END
Download

3D MOL for NP0335691 ((R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)

Download
3D SDF for NP0335691 ((R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)

  Mrv2104 05262305182D          

 16 17  0  0  0  0            999 V2000
   -1.7790   -1.0910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9699   -1.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4038   -0.7681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5656    0.0410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2935    0.2827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9408   -0.2827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8087   -2.1433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4851    1.3342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0004    0.6876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6470    0.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3748    0.3639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9408   -0.2827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7790    1.0918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4038    2.1433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5656    1.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2935    1.0918    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
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  9  1  0  0  0  0
  5  6  1  0  0  0  0
  5 16  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 15  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335691

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)CC1(O)C(=O)NC2=C1C=C(O)C=C2

> <INCHI_IDENTIFIER>
InChI=1/C10H9NO5/c12-5-1-2-7-6(3-5)10(16,4-8(13)14)9(15)11-7/h1-3,12,16H,4H2,(H,11,15)(H,13,14)

> <INCHI_KEY>
BSACCBRVBZORKX-UHFFFAOYNA-N

> <FORMULA>
C10H9NO5

> <MOLECULAR_WEIGHT>
223.184

> <EXACT_MASS>
223.048072394

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
20.333918538686596

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3,5-dihydroxy-2-oxo-2,3-dihydro-1H-indol-3-yl)acetic acid

> <JCHEM_LOGP>
-0.15571961933333356

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.25726603915956

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.512219087286337

> <JCHEM_PKA_STRONGEST_BASIC>
-4.293188256422418

> <JCHEM_POLAR_SURFACE_AREA>
106.86000000000001

> <JCHEM_REFRACTIVITY>
53.65270000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3,5-dihydroxy-2-oxo-1H-indol-3-yl)acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0335691 ((R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)
Download
PDB for NP0335691 ((R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)
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      -3.321  -2.037   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.810  -2.491   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.754  -1.434   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.056   0.077   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.415   0.528   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.623  -0.528   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.510  -4.001   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       0.906   2.491   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.001   1.284   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.208   0.377   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.566   0.679   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.623  -0.528   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       3.321   2.038   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -0.754   4.001   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.056   2.491   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      -2.415   2.038   0.000  0.00  0.00           N+0
CONECT    1    2    6                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6   16                                                  
CONECT    6    1    5                                                       
CONECT    7    2                                                            
CONECT    8    9                                                            
CONECT    9    4    8   10   15                                             
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   15                                                            
CONECT   15    9   14   16                                                  
CONECT   16    5   15                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

Download
3D PDB for NP0335691 ((R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)
Download
SMILES for NP0335691 ((R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)
OC(=O)CC1(O)C(=O)NC2=C1C=C(O)C=C2
Download
INCHI for NP0335691 ((R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)
InChI=1/C10H9NO5/c12-5-1-2-7-6(3-5)10(16,4-8(13)14)9(15)11-7/h1-3,12,16H,4H2,(H,11,15)(H,13,14)
Download
View in JSmol
Synonyms
ValueSource
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetateGenerator
Chemical FormulaC10H9NO5
Average Mass223.1840 Da
Monoisotopic Mass223.04807 Da
IUPAC Name2-(3,5-dihydroxy-2-oxo-2,3-dihydro-1H-indol-3-yl)acetic acid
Traditional Name(3,5-dihydroxy-2-oxo-1H-indol-3-yl)acetic acid
CAS Registry NumberNot Available
SMILES
OC(=O)CC1(O)C(=O)NC2=C1C=C(O)C=C2
InChI Identifier
InChI=1/C10H9NO5/c12-5-1-2-7-6(3-5)10(16,4-8(13)14)9(15)11-7/h1-3,12,16H,4H2,(H,11,15)(H,13,14)
InChI KeyBSACCBRVBZORKX-UHFFFAOYNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
ClassificationNot classified
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
logP-0.16ChemAxon
pKa (Strongest Acidic)3.51ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area106.86 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity53.65 m³·mol⁻¹ChemAxon
Polarizability20.33 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 IDNot Available
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. Wang Q, Xu K, Cai X, Wang C, Cao Y, Xiao J: Rosmarinic Acid Restores Colonic Mucus Secretion in Colitis Mice by Regulating Gut Microbiota-Derived Metabolites and the Activation of Inflammasomes. J Agric Food Chem. 2023 Mar 22;71(11):4571-4585. doi: 10.1021/acs.jafc.2c08444.  Epub 2023 Mar 7. [PubMed:36883243  ]