Showing metabocard for Indoleacetic acid (MMDBc0000065)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:29:06 UTC
Update Date2022-08-30 23:28:58 UTC
Metabolite IDMMDBc0000065
Metabolite Identification
Common NameIndoleacetic acid
DescriptionIndoleacetic acid (IAA) is a breakdown product of tryptophan metabolism and is often produced by the action of bacteria in the mammalian gut. Higher levels of IAA are associated with bacteria from Clostridium species including C. stricklandii, C. lituseburense, C. subterminale, and C. putrefaciens (PMID: 12173102 ). IAA can be found in Agrobacterium, Azospirillum, Bacillus, Bradyrhizobium, Clostridium, Enterobacter, Pantoea, Pseudomonas, Rhizobium (PMID: 12173102 , PMID: 17555270 , PMID: 12147474 , PMID: 19400643 , PMID: 9450337 , PMID: 21397014 ) (https://link.springer.com/chapter/10.1007/978-1-4612-3084-7_7) (https://escholarship.org/uc/item/1bf1b5m3). Some endogenous production of IAA in mammalian tissues also occurs. It may be produced by the decarboxylation of tryptamine or the oxidative deamination of tryptophan. IAA frequently occurs at low levels in urine and has been found in elevated levels in the urine of patients with phenylketonuria (PMID: 13610897 ). IAA has also been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821 ). Using material extracted from human urine, it was discovered by Kogl in 1933 that indoleacetic acid is also an important plant hormone (PMID: 13610897 ). Specifically, IAA is a member of the group of phytohormones called auxins. IAA is generally considered to be the most important native auxin. Plant cells synthesize IAA from tryptophan (Wikipedia ). IAA and some derivatives can be oxidized by horseradish peroxidase (HRP) into cytotoxic species. IAA is only toxic after oxidative decarboxylation; the effect of IAA/HRP is thought to be due in part to the formation of methylene-oxindole, which may conjugate with DNA bases and protein thiols. IAA/HRP could be used as the basis for targeted cancer, a potential new role for plant auxins in cancer therapy (PMID: 11163327 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f5a900662c8>


  Mrv1652309272007322D          

 13 14  0  0  1  0            999 V2000
   -3.1806    2.0643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8950    2.4767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6095    2.0642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6096    1.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8951    0.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1805    1.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3960    0.9843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9110    1.6517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3959    2.3191    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1411    0.1996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3342    0.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0793   -0.7565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7821    0.6410    0.0000 O   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  1  1  0  0  0  0
  7  8  2  0  0  0  0
  6  7  1  0  0  0  0
  8  9  1  0  0  0  0
  1  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 13  2  0  0  0  0
 11 12  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f5a900662c8>

HMDB0000197
     RDKit          3D
Indoleacetic acid
 22 23  0  0  0  0  0  0  0  0999 V2000
    2.1212   -0.6625    1.4322 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7217   -0.5866    0.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9297   -1.2027    0.1052 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0847    0.1974   -0.7693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7914    0.7740   -0.3189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4992    2.0709    0.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7993    2.1400    0.3777 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3841    0.9267    0.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6851    0.4937    0.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0095   -0.8250    0.2900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0215   -1.6830   -0.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7178   -1.2678   -0.3825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3953    0.0677   -0.1738 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9758   -2.2280    0.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7636    1.0410   -1.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9224   -0.4620   -1.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1849    2.9071    0.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3421    2.9825    0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4302    1.1985    0.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0076   -1.2245    0.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2597   -2.7329   -0.3129 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574   -1.9247   -0.7202 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  5  1  0
 13  8  1  0
  3 14  1  0
  4 15  1  0
  4 16  1  0
  6 17  1  0
  7 18  1  0
  9 19  1  0
 10 20  1  0
 11 21  1  0
 12 22  1  0
M  END
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3D SDF for #<Metabolite:0x00007f5a900662c8>


  Mrv1652309272007322D          

 13 14  0  0  1  0            999 V2000
   -3.1806    2.0643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8950    2.4767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6095    2.0642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6096    1.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8951    0.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1805    1.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3960    0.9843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9110    1.6517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3959    2.3191    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1411    0.1996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3342    0.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0793   -0.7565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7821    0.6410    0.0000 O   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  1  1  0  0  0  0
  7  8  2  0  0  0  0
  6  7  1  0  0  0  0
  8  9  1  0  0  0  0
  1  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 13  2  0  0  0  0
 11 12  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000065

> <DATABASE_NAME>
MIME

> <SMILES>
OC(=O)CC1=CNC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C10H9NO2/c12-10(13)5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5H2,(H,12,13)

> <INCHI_KEY>
SEOVTRFCIGRIMH-UHFFFAOYSA-N

> <FORMULA>
C10H9NO2

> <MOLECULAR_WEIGHT>
175.184

> <EXACT_MASS>
175.063328537

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
17.735695939781067

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(1H-indol-3-yl)acetic acid

> <ALOGPS_LOGP>
1.87

> <JCHEM_LOGP>
1.709756098333333

> <ALOGPS_LOGS>
-2.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
16.189363501426207

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.661850493370194

> <JCHEM_POLAR_SURFACE_AREA>
53.089999999999996

> <JCHEM_REFRACTIVITY>
48.4521

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.38e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
β-indole-3-acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007f5a900662c8>

HMDB0000197
     RDKit          3D
Indoleacetic acid
 22 23  0  0  0  0  0  0  0  0999 V2000
    2.1212   -0.6625    1.4322 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7217   -0.5866    0.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9297   -1.2027    0.1052 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0847    0.1974   -0.7693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7914    0.7740   -0.3189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4992    2.0709    0.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7993    2.1400    0.3777 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3841    0.9267    0.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6851    0.4937    0.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0095   -0.8250    0.2900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0215   -1.6830   -0.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7178   -1.2678   -0.3825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3953    0.0677   -0.1738 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9758   -2.2280    0.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7636    1.0410   -1.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9224   -0.4620   -1.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1849    2.9071    0.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3421    2.9825    0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4302    1.1985    0.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0076   -1.2245    0.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2597   -2.7329   -0.3129 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574   -1.9247   -0.7202 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  5  1  0
 13  8  1  0
  3 14  1  0
  4 15  1  0
  4 16  1  0
  6 17  1  0
  7 18  1  0
  9 19  1  0
 10 20  1  0
 11 21  1  0
 12 22  1  0
M  END
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PDB for #<Metabolite:0x00007f5a900662c8>

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0      -5.937   3.853   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.271   4.623   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.604   3.853   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.605   2.313   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.271   1.543   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.937   2.313   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.473   1.837   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.567   3.083   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -4.472   4.329   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -3.997   0.373   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.491   0.052   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -2.015  -1.412   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.460   1.197   0.000  0.00  0.00           O+0
CONECT    1    2    6    9                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    8    6   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8    1                                                       
CONECT   10    7   11                                                       
CONECT   11   10   13   12                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   28    0
END
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3D PDB for #<Metabolite:0x00007f5a900662c8>

COMPND    HMDB0000197
HETATM    1  O1  UNL     1       2.121  -0.662   1.432  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.722  -0.587   0.322  1.00  0.00           C  
HETATM    3  O2  UNL     1       3.930  -1.203   0.105  1.00  0.00           O  
HETATM    4  C2  UNL     1       2.085   0.197  -0.769  1.00  0.00           C  
HETATM    5  C3  UNL     1       0.791   0.774  -0.319  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.499   2.071   0.036  1.00  0.00           C  
HETATM    7  N1  UNL     1      -0.799   2.140   0.378  1.00  0.00           N  
HETATM    8  C5  UNL     1      -1.384   0.927   0.261  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.685   0.494   0.495  1.00  0.00           C  
HETATM   10  C7  UNL     1      -3.009  -0.825   0.290  1.00  0.00           C  
HETATM   11  C8  UNL     1      -2.021  -1.683  -0.145  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.718  -1.268  -0.383  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.395   0.068  -0.174  1.00  0.00           C  
HETATM   14  H1  UNL     1       3.976  -2.228   0.131  1.00  0.00           H  
HETATM   15  H2  UNL     1       2.764   1.041  -1.005  1.00  0.00           H  
HETATM   16  H3  UNL     1       1.922  -0.462  -1.654  1.00  0.00           H  
HETATM   17  H4  UNL     1       1.185   2.907   0.045  1.00  0.00           H  
HETATM   18  H5  UNL     1      -1.342   2.983   0.697  1.00  0.00           H  
HETATM   19  H6  UNL     1      -3.430   1.199   0.835  1.00  0.00           H  
HETATM   20  H7  UNL     1      -4.008  -1.225   0.454  1.00  0.00           H  
HETATM   21  H8  UNL     1      -2.260  -2.733  -0.313  1.00  0.00           H  
HETATM   22  H9  UNL     1       0.057  -1.925  -0.720  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   14
CONECT    4    5   15   16
CONECT    5    6    6   13
CONECT    6    7   17
CONECT    7    8   18
CONECT    8    9    9   13
CONECT    9   10   19
CONECT   10   11   11   20
CONECT   11   12   21
CONECT   12   13   13   22
END
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SMILES for #<Metabolite:0x00007f5a900662c8>

OC(=O)CC1=CNC2=CC=CC=C12
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INCHI for #<Metabolite:0x00007f5a900662c8>

InChI=1S/C10H9NO2/c12-10(13)5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5H2,(H,12,13)
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Synonyms
ValueSource
(indol-3-yl)AcetateChEBI
(indol-3-yl)Acetic acidChEBI
2-(indol-3-yl)Ethanoic acidChEBI
3-IndolylessigsaeureChEBI
HeteroauxinChEBI
IAAChEBI
IESChEBI
Indole-3-acetic acidKegg
IndoleacetateKegg
(1H-indol-3-yl)AcetateKegg
2-(indol-3-yl)EthanoateGenerator
Indole-3-acetateGenerator
(1H-indol-3-yl)Acetic acidGenerator
(1H-indol-3-yl)-AcetateHMDB
(1H-indol-3-yl)-Acetic acidHMDB
1H-indol-3-YlacetateHMDB
1H-indol-3-Ylacetic acidHMDB
1H-Indole-3-acetateHMDB
1H-Indole-3-acetic acidHMDB
2-(1H-indol-3-yl)AcetateHMDB
2-(1H-indol-3-yl)Acetic acidHMDB
2-(3-Indolyl)acetateHMDB
2-(3-Indolyl)acetic acidHMDB
3-(Carboxymethyl)indoleHMDB
3-IAAHMDB
3-Indole-acetic acidHMDB
3-IndoleacetateHMDB
3-Indoleacetic acidHMDB
3-IndolylacetateHMDB
3-Indolylacetic acidHMDB
alpha-indol-3-yl-Acetic acidHMDB
b-IndoleacetateHMDB
b-Indoleacetic acidHMDB
b-IndolylacetateHMDB
b-Indolylacetic acidHMDB
beta-Indole-3-acetic acidHMDB
beta-IndoleacetateHMDB
beta-Indoleacetic acidHMDB
beta-IndolylacetateHMDB
beta-Indolylacetic acidHMDB
indol-3-YlacetateHMDB
indol-3-Ylacetic acidHMDB
Indolyl-3-acetateHMDB
Indolyl-3-acetic acidHMDB
IndolylacetateHMDB
Indolylacetic acidHMDB
Kyselina 3-indolyloctovaHMDB
RhizopinHMDB
Rhizopon aHMDB
Skatole carboxylateHMDB
Skatole carboxylic acidHMDB
Indoleacetic acid, calcium saltHMDB
Indoleacetic acid, monopotassium saltHMDB
Indoleacetic acid, monosodium saltHMDB
IES CPDHMDB
Indole acetic acidHMDB
Indoleacetic acid, alpha-(14)C-labeledHMDB
(R,R)-3,3'-Dithiobis(2-aminopropanoic acid)HMDB
(R-(R*,r*))-3,3'-dithiobis(2-aminopropanoic acid)HMDB
3,3'-Dithiobis-L-alanineHMDB
beta,Beta'-diamino-beta,beta'-dicarboxydiethyl disulfideHMDB
beta,Beta'-dithiodialanineHMDB
Bis(beta-amino-beta-carboxyethyl) disulfideHMDB
e921HMDB
L-alpha-Diamino-beta-dithiolactic acidHMDB
L-DicysteineHMDB
Oxidized L-cysteineHMDB
(R,R)-3,3'-Dithiobis(2-aminopropanoate)HMDB
(R-(R*,r*))-3,3'-dithiobis(2-aminopropanoate)HMDB
b,Beta'-diamino-b,beta'-dicarboxydiethyl disulfideHMDB
b,Beta'-diamino-b,beta'-dicarboxydiethyl disulphideHMDB
beta,Beta'-diamino-beta,beta'-dicarboxydiethyl disulphideHMDB
Β,beta'-diamino-β,beta'-dicarboxydiethyl disulfideHMDB
Β,beta'-diamino-β,beta'-dicarboxydiethyl disulphideHMDB
b,Beta'-dithiodialanineHMDB
Β,beta'-dithiodialanineHMDB
Bis(b-amino-b-carboxyethyl) disulfideHMDB
Bis(b-amino-b-carboxyethyl) disulphideHMDB
Bis(beta-amino-beta-carboxyethyl) disulphideHMDB
Bis(β-amino-β-carboxyethyl) disulfideHMDB
Bis(β-amino-β-carboxyethyl) disulphideHMDB
L-a-Diamino-b-dithiolactateHMDB
L-a-Diamino-b-dithiolactic acidHMDB
L-alpha-Diamino-beta-dithiolactateHMDB
L-Α-diamino-β-dithiolactateHMDB
L-Α-diamino-β-dithiolactic acidHMDB
(-)-CystineHMDB
(R-(R*,r*))-3,3'-dithiobisHMDB
2-Amino-3-(2-amino-2-carboxy-ethyl)disulfanyl-propanoateHMDB
2-Amino-3-(2-amino-2-carboxy-ethyl)disulfanyl-propanoic acidHMDB
2-Amino-3-[(2-amino-2-carboxyethyl)dithio]propanoateHMDB
2-Amino-3-[(2-amino-2-carboxyethyl)dithio]propanoic acidHMDB
3,3'-DithiobisHMDB
3,3'-Dithiobis[2-amino-[R-(r*,r*)]-propanoateHMDB
3,3'-Dithiobis[2-amino-[R-(r*,r*)]-propanoic acidHMDB
3,3'-DithiodialanineHMDB
b,B'-diamino-b,b'-dicarboxydiethyl disulfideHMDB
b,B'-dithiodialanineHMDB
beta,Beta'-dithiobisalanineHMDB
Bis(b-amino-beta-carboxyethyl) disulfideHMDB
Cysteine disulfideHMDB
CystinHMDB
CystineHMDB
Cystine acidHMDB
D(+)-3,3'-Dithiobis(2-aminopropanoateHMDB
D(+)-3,3'-Dithiobis(2-aminopropanoic acidHMDB
DicysteineHMDB
GelucystineHMDB
L-(-)-CystineHMDB
L-Cysteine disulfideHMDB
L-CystinHMDB
[R-(R*,r*)]-3,3'-dithiobisHMDB
L CystineHMDB
Copper cystinateHMDB
(+)-Lactic acidHMDB
(S)-(+)-Lactic acidHMDB
(S)-2-Hydroxypropanoic acidHMDB
(S)-2-Hydroxypropionic acidHMDB
L-(+)-alpha-Hydroxypropionic acidHMDB
L-(+)-Lactic acidHMDB
L-MilchsaeureHMDB
L-LactateHMDB
(+)-LactateHMDB
(S)-(+)-LactateHMDB
(S)-2-HydroxypropanoateHMDB
(S)-2-HydroxypropionateHMDB
L-(+)-a-HydroxypropionateHMDB
L-(+)-a-Hydroxypropionic acidHMDB
L-(+)-alpha-HydroxypropionateHMDB
L-(+)-Α-hydroxypropionateHMDB
L-(+)-Α-hydroxypropionic acidHMDB
L-(+)-LactateHMDB
(alpha)-LactateHMDB
(alpha)-Lactic acidHMDB
(S)-(+)-2-HydroxypropanoateHMDB
(S)-(+)-2-Hydroxypropanoic acidHMDB
(S)-2-Hydroxy-propanoateHMDB
(S)-2-Hydroxy-propanoic acidHMDB
(S)-LactateHMDB
(S)-Lactic acidHMDB
1-Hydroxyethane 1-carboxylateHMDB
1-Hydroxyethane 1-carboxylic acidHMDB
1-HydroxyethanecarboxylateHMDB
1-Hydroxyethanecarboxylic acidHMDB
2-HydroxypropanoateHMDB
2-Hydroxypropanoic acidHMDB
2-HydroxypropionateHMDB
a-HydroxypropanoateHMDB
a-Hydroxypropanoic acidHMDB
a-HydroxypropionateHMDB
a-Hydroxypropionic acidHMDB
alpha-HydroxypropanoateHMDB
alpha-Hydroxypropanoic acidHMDB
alpha-HydroxypropionateHMDB
alpha-Hydroxypropionic acidHMDB
L-(+)- Lactic acidHMDB
L-2-HydroxypropanoateHMDB
L-2-Hydroxypropanoic acidHMDB
LactateHMDB
Lactic acidHMDB
Milk acidHMDB
Sarcolactic acidHMDB
2-Hydroxypropionic acidHMDB
D-Lactic acidHMDB
D Lactic acidHMDB
Lactate, ammoniumHMDB
2 Hydroxypropanoic acidHMDB
2 Hydroxypropionic acidHMDB
Ammonium lactateHMDB
L Lactic acidHMDB
9-beta-D-Ribofuranosyl-9H-purin-6-olHMDB
9-beta-D-RibofuranosylhypoxanthineHMDB
Hypoxanthine D-ribosideHMDB
HypoxanthosineHMDB
iHMDB
InosinHMDB
InosinaHMDB
InosinumHMDB
InotinHMDB
9-b-D-Ribofuranosyl-9H-purin-6-olHMDB
9-Β-D-ribofuranosyl-9H-purin-6-olHMDB
9-b-D-RibofuranosylhypoxanthineHMDB
9-Β-D-ribofuranosylhypoxanthineHMDB
(-)-InosineHMDB
1,9-Dihydro-9-b-D-ribofuranosyl-6H-purin-6-oneHMDB
1,9-Dihydro-9-beta-D-ribofuranosyl-6H-purin-6-oneHMDB
1,9-Dihydro-9-beta-delta-ribofuranosyl-6H-purin-6-oneHMDB
9-b-D-Ribofuranosyl-hypoxanthineHMDB
9-beta-D-Ribofuranosyl-hypoxanthineHMDB
9-beta-delta-Ribofuranosyl-hypoxanthineHMDB
9-beta-delta-RibofuranosylhypoxanthineHMDB
9beta-D-RibofuranosylhypoxanthineHMDB
9beta-delta-RibofuranosylhypoxanthineHMDB
AtorelHMDB
beta-D-Ribofuranoside hypoxanthine-9HMDB
beta-delta-Ribofuranoside hypoxanthine-9HMDB
beta-InosineHMDB
HXRHMDB
Hypoxanthine 9-beta-D-ribofuranosideHMDB
Hypoxanthine 9-beta-delta-ribofuranosideHMDB
Hypoxanthine nucleosideHMDB
Hypoxanthine ribonucleosideHMDB
Hypoxanthine ribosideHMDB
Hypoxanthine-9 beta-D-ribofuranosideHMDB
Hypoxanthine-9 beta-delta-ribofuranosideHMDB
Hypoxanthine-9-beta-D-ribofuranosideHMDB
Hypoxanthine-9-beta-delta-ribofuranosideHMDB
Hypoxanthine-9-D-ribofuranosideHMDB
Hypoxanthine-9-delta-ribofuranosideHMDB
Hypoxanthine-riboseHMDB
Indole-3-carboxaldehydeHMDB
InoHMDB
InosieHMDB
Iso-prinosineHMDB
OxiaminHMDB
Panholic-LHMDB
Pantholic-LHMDB
RibonosineHMDB
SelferHMDB
TrophicardylHMDB
(2S)-6-(Acetylamino)-2-aminohexanoic acidHMDB
N(6)-ACETYLLYSINEHMDB
N(zeta)-AcetyllysineHMDB
N-epsilon-Acetyl-L-lysineHMDB
N-Epsilon-AcetyllysineHMDB
N(epsilon)-Acetyl-L-lysineHMDB
N(zeta)-Acetyl-L-lysineHMDB
(2S)-6-(Acetylamino)-2-aminohexanoateHMDB
N(Z)-AcetyllysineHMDB
N(Ζ)-acetyllysineHMDB
N(Z)-Acetyl-L-lysineHMDB
N(Ζ)-acetyl-L-lysineHMDB
e-Acetyl-L-lysineHMDB
e-N-Acetyl-L-lysineHMDB
e-N-AcetyllysineHMDB
epsilon-Acetyl-L-lysineHMDB
epsilon-N-Acetyl-L-lysineHMDB
epsilon-N-AcetyllysineHMDB
L-e-N-AcetyllysineHMDB
L-epsilon-N-AcetyllysineHMDB
N-e-Acetyl-L-lysineHMDB
N-e-AcetyllysineHMDB
N6-AcetyllysineHMDB
Ne-acetyl-L-lysineHMDB
Ne-acetyllysineHMDB
Omega-N-acetyl-L-lysineHMDB
W-N-Acetyl-L-lysineHMDB
N(6)-AcetyllsineHMDB
Omega-acetyllsineHMDB
beta-Alanyl-3-methyl-L-histidineHMDB
beta-Alanyl-N(pai)-methyl-L-histidineHMDB
b-Alanyl-3-methyl-L-histidineHMDB
Β-alanyl-3-methyl-L-histidineHMDB
b-Alanyl-N(pai)-methyl-L-histidineHMDB
Β-alanyl-N(pai)-methyl-L-histidineHMDB
L-AnserineHMDB
L-N-b-Alanyl-3-methyl-histidineHMDB
L-N-beta-Alanyl-3-methyl-histidineHMDB
N-b-Alanyl-3-methyl-L-histidineHMDB
N-beta-Alanyl-3-methyl-L-histidineHMDB
BalanineHMDB
Beta Alanyl 3 methylhistidineHMDB
Beta-Alanyl-3-methylhistidineHMDB
OphidineHMDB
Indoleacetic acidChEBI
3-(Carboxymethyl)-1H-indolePhytoBank
3-Indolylmethylcarboxylic acidPhytoBank
alpha-IAAPhytoBank
α-IAAPhytoBank
beta-IAAPhytoBank
β-IAAPhytoBank
β-Indoleacetic acidPhytoBank
Molecular FormulaC10H9NO2
Average Mass175.184
Monoisotopic Mass175.063328537
IUPAC Name2-(1H-indol-3-yl)acetic acid
Traditional Nameβ-indole-3-acetic acid
CAS Registry Number87-51-4
SMILES
OC(=O)CC1=CNC2=CC=CC=C12
InChI Identifier
InChI=1S/C10H9NO2/c12-10(13)5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5H2,(H,12,13)
InChI KeySEOVTRFCIGRIMH-UHFFFAOYSA-N