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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:17:23 UTC

Update Date

2022-03-07 02:56:00 UTC

HMDB ID

HMDB0038941

Secondary Accession Numbers

HMDB38941

Metabolite 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, also known as 2-(2,3,5-trihydroxy-3H-indol-3-yl)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 (R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid has been detected, but not quantified in, breakfast cereal and cereals and cereal products. This could make (R)-2,3-dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid a potential biomarker for the consumption of these foods. 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

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

  Mrv0541 02241209522D          

 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>
HMDB0038941

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/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-UHFFFAOYSA-N

> <FORMULA>
C10H9NO5

> <MOLECULAR_WEIGHT>
223.1822

> <EXACT_MASS>
223.048072403

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
20.333918536307458

> <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

> <ALOGPS_LOGP>
0.11

> <JCHEM_LOGP>
-0.15571961933333356

> <ALOGPS_LOGS>
-1.09

> <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>
-4.293188256422419

> <JCHEM_POLAR_SURFACE_AREA>
106.86000000000001

> <JCHEM_REFRACTIVITY>
53.65270000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.81e+01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetate	Generator
2-(2,3,5-Trihydroxy-3H-indol-3-yl)acetate	HMDB

Chemical Formula

C₁₀H₉NO₅

Average Molecular Weight

223.1822

Monoisotopic Molecular Weight

223.048072403

IUPAC Name

2-(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 Number

Not Available

SMILES

OC(=O)CC1(O)C(=O)NC2=C1C=C(O)C=C2

InChI Identifier

InChI=1S/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-UHFFFAOYSA-N

Chemical Taxonomy

Description

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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indolyl carboxylic acids and derivatives

Direct Parent

Indolyl carboxylic acids and derivatives

Alternative Parents

Substituents

Indolyl carboxylic acid derivative
3-alkylindole
Indole
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Tertiary alcohol
Cyclic carboximidic acid
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Polyol
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Organopnictogen compound
Alcohol
Organic oxide
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0038941)
Cytoplasm (HMDB: HMDB0038941)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038941)

Source

Exogenous

Exogenous (HMDB: HMDB0038941)

Food

Food (HMDB: HMDB0038941)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Endogenous

Plant

Poaceae (HMDB: HMDB0038941)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0038941)

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	18.1 g/L	ALOGPS
logP	0.11	ALOGPS
logP	-0.16	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	3.51	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	106.86 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	53.65 m³·mol⁻¹	ChemAxon
Polarizability	20.33 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	151.0	31661259
DarkChem	[M-H]-	145.83	31661259
DeepCCS	[M+H]+	151.888	30932474
DeepCCS	[M-H]-	149.53	30932474
DeepCCS	[M-2H]-	182.719	30932474
DeepCCS	[M+Na]+	157.981	30932474
AllCCS	[M+H]+	147.9	32859911
AllCCS	[M+H-H2O]+	143.8	32859911
AllCCS	[M+NH4]+	151.6	32859911
AllCCS	[M+Na]+	152.7	32859911
AllCCS	[M-H]-	145.7	32859911
AllCCS	[M+Na-2H]-	145.7	32859911
AllCCS	[M+HCOO]-	145.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid	OC(=O)CC1(O)C(=O)NC2=C1C=C(O)C=C2	4142.9	Standard polar	33892256
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid	OC(=O)CC1(O)C(=O)NC2=C1C=C(O)C=C2	1956.3	Standard non polar	33892256
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid	OC(=O)CC1(O)C(=O)NC2=C1C=C(O)C=C2	2443.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)CC1(O)C(=O)NC2=CC=C(O)C=C21	2207.2	Semi standard non polar	33892256
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid,1TMS,isomer #2	C[Si](C)(C)OC1(CC(=O)O)C(=O)NC2=CC=C(O)C=C21	2243.2	Semi standard non polar	33892256
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid,1TMS,isomer #3	C[Si](C)(C)OC1=CC=C2NC(=O)C(O)(CC(=O)O)C2=C1	2246.1	Semi standard non polar	33892256
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid,1TMS,isomer #4	C[Si](C)(C)N1C(=O)C(O)(CC(=O)O)C2=CC(O)=CC=C21	2214.0	Semi standard non polar	33892256
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C)C(=O)NC2=CC=C(O)C=C21	2240.7	Semi standard non polar	33892256
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid,2TMS,isomer #2	C[Si](C)(C)OC(=O)CC1(O)C(=O)NC2=CC=C(O[Si](C)(C)C)C=C21	2256.9	Semi standard non polar	33892256
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid,2TMS,isomer #3	C[Si](C)(C)OC(=O)CC1(O)C(=O)N([Si](C)(C)C)C2=CC=C(O)C=C21	2146.9	Semi standard non polar	33892256
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid,2TMS,isomer #4	C[Si](C)(C)OC1=CC=C2NC(=O)C(CC(=O)O)(O[Si](C)(C)C)C2=C1	2278.7	Semi standard non polar	33892256
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid,2TMS,isomer #5	C[Si](C)(C)OC1(CC(=O)O)C(=O)N([Si](C)(C)C)C2=CC=C(O)C=C21	2198.7	Semi standard non polar	33892256
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid,2TMS,isomer #6	C[Si](C)(C)OC1=CC=C2C(=C1)C(O)(CC(=O)O)C(=O)N2[Si](C)(C)C	2243.6	Semi standard non polar	33892256
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C)C(=O)NC2=CC=C(O[Si](C)(C)C)C=C21	2313.6	Semi standard non polar	33892256
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid,3TMS,isomer #2	C[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C)C(=O)N([Si](C)(C)C)C2=CC=C(O)C=C21	2128.6	Semi standard non polar	33892256
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid,3TMS,isomer #3	C[Si](C)(C)OC(=O)CC1(O)C(=O)N([Si](C)(C)C)C2=CC=C(O[Si](C)(C)C)C=C21	2229.7	Semi standard non polar	33892256
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid,3TMS,isomer #4	C[Si](C)(C)OC1=CC=C2C(=C1)C(CC(=O)O)(O[Si](C)(C)C)C(=O)N2[Si](C)(C)C	2242.6	Semi standard non polar	33892256
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C)C(=O)N([Si](C)(C)C)C2=CC=C(O[Si](C)(C)C)C=C21	2270.0	Semi standard non polar	33892256
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C)C(=O)N([Si](C)(C)C)C2=CC=C(O[Si](C)(C)C)C=C21	2274.6	Standard non polar	33892256
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC1(O)C(=O)NC2=CC=C(O)C=C21	2496.9	Semi standard non polar	33892256
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1(CC(=O)O)C(=O)NC2=CC=C(O)C=C21	2491.8	Semi standard non polar	33892256
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C2NC(=O)C(O)(CC(=O)O)C2=C1	2537.8	Semi standard non polar	33892256
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1C(=O)C(O)(CC(=O)O)C2=CC(O)=CC=C21	2469.9	Semi standard non polar	33892256
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C(C)(C)C)C(=O)NC2=CC=C(O)C=C21	2709.3	Semi standard non polar	33892256
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC1(O)C(=O)NC2=CC=C(O[Si](C)(C)C(C)(C)C)C=C21	2757.5	Semi standard non polar	33892256
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC1(O)C(=O)N([Si](C)(C)C(C)(C)C)C2=CC=C(O)C=C21	2675.0	Semi standard non polar	33892256
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C2NC(=O)C(CC(=O)O)(O[Si](C)(C)C(C)(C)C)C2=C1	2778.6	Semi standard non polar	33892256
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1(CC(=O)O)C(=O)N([Si](C)(C)C(C)(C)C)C2=CC=C(O)C=C21	2676.9	Semi standard non polar	33892256
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)C(O)(CC(=O)O)C(=O)N2[Si](C)(C)C(C)(C)C	2772.4	Semi standard non polar	33892256
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C(C)(C)C)C(=O)NC2=CC=C(O[Si](C)(C)C(C)(C)C)C=C21	2959.0	Semi standard non polar	33892256
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C(C)(C)C)C(=O)N([Si](C)(C)C(C)(C)C)C2=CC=C(O)C=C21	2880.2	Semi standard non polar	33892256
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC1(O)C(=O)N([Si](C)(C)C(C)(C)C)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C21	2969.4	Semi standard non polar	33892256
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)C(CC(=O)O)(O[Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C	2987.3	Semi standard non polar	33892256
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C(C)(C)C)C(=O)N([Si](C)(C)C(C)(C)C)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C21	3150.9	Semi standard non polar	33892256
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C(C)(C)C)C(=O)N([Si](C)(C)C(C)(C)C)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C21	3056.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-06ri-0900000000-802ca84f9c8917632e18	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid GC-MS (3 TMS) - 70eV, Positive	splash10-05fr-5009100000-24092c763183b6874a67	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid 10V, Positive-QTOF	splash10-05fr-0390000000-9ae1653b7127d67352b2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid 20V, Positive-QTOF	splash10-03di-0910000000-ae29c18428ce13334c64	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid 40V, Positive-QTOF	splash10-08i9-3900000000-c1c3bfaab6cfef0a8fe0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid 10V, Negative-QTOF	splash10-00b9-0950000000-3ea8f4c2c4bc8389a3dd	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid 20V, Negative-QTOF	splash10-03fr-2920000000-9e215db23f2c2fed6153	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid 40V, Negative-QTOF	splash10-053u-5900000000-1a48e3d8d2c3e2bb48aa	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid 10V, Negative-QTOF	splash10-0h9r-0980000000-b38377def1d725ed8f4c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid 20V, Negative-QTOF	splash10-004i-0900000000-e0d9c04380c1ee4ba994	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid 40V, Negative-QTOF	splash10-0006-9300000000-47513399be5dc2a706d3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid 10V, Positive-QTOF	splash10-05fr-0090000000-665cd6e298eb489bf3f9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid 20V, Positive-QTOF	splash10-0a4i-0790000000-50fe9d15d3f70d6316b5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid 40V, Positive-QTOF	splash10-053r-9500000000-591ae4cc04c8edc4ddee	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB018417

KNApSAcK ID

Not Available

Chemspider ID

32681552

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85880351

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for (R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid (HMDB0038941)

MOL for HMDB0038941 ((R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)

3D MOL for HMDB0038941 ((R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)

3D SDF for HMDB0038941 ((R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)

3D-SDF for HMDB0038941 ((R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)

PDB for HMDB0038941 ((R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)

3D PDB for HMDB0038941 ((R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)

SMILES for HMDB0038941 ((R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)

INCHI for HMDB0038941 ((R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)

Structure for HMDB0038941 ((R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)

3D Structure for HMDB0038941 ((R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra