Livestock Metabolome Database: Showing metabocard for Indoleacetic acid (LMDB00090)

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-07-13 19:42:08 UTC

Update Date

2016-09-23 18:44:40 UTC

Lmdb

LMDB00090

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Indoleacetic acid

Description

Indoleacetic acid (IAA) is a breakdown product of tryptophan metabolism and is often produced by the action of bacteria in the mammalian gut. 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 ). Using material extracted from animal 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 oxidised by horseradish peroxidase (HRP) to 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

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(indol-3-yl)Acetate	ChEBI
(indol-3-yl)Acetic acid	ChEBI
2-(indol-3-yl)Ethanoic acid	ChEBI
3-Indolylessigsaeure	ChEBI
Heteroauxin	ChEBI
IAA	ChEBI
IES	ChEBI
Indole-3-acetic acid	Kegg
Indoleacetate	Kegg
(1H-indol-3-yl)Acetate	Kegg
2-(indol-3-yl)Ethanoate	Generator
Indole-3-acetate	Generator
(1H-indol-3-yl)Acetic acid	Generator
(1H-indol-3-yl)-Acetate	HMDB
(1H-indol-3-yl)-Acetic acid	HMDB
1H-indol-3-Ylacetate	HMDB
1H-indol-3-Ylacetic acid	HMDB
1H-Indole-3-acetate	HMDB
1H-Indole-3-acetic acid	HMDB
2-(1H-indol-3-yl)Acetate	HMDB
2-(1H-indol-3-yl)Acetic acid	HMDB
2-(3-Indolyl)acetate	HMDB
2-(3-Indolyl)acetic acid	HMDB
3-(Carboxymethyl)indole	HMDB
3-IAA	HMDB
3-Indole-acetic acid	HMDB
3-Indoleacetate	HMDB
3-Indoleacetic acid	HMDB
3-Indolylacetate	HMDB
3-Indolylacetic acid	HMDB
alpha-indol-3-yl-Acetic acid	HMDB
b-Indoleacetate	HMDB
b-Indoleacetic acid	HMDB
b-Indolylacetate	HMDB
b-Indolylacetic acid	HMDB
beta-Indole-3-acetic acid	HMDB
beta-Indoleacetate	HMDB
beta-Indoleacetic acid	HMDB
beta-Indolylacetate	HMDB
beta-Indolylacetic acid	HMDB
indol-3-Ylacetate	HMDB
indol-3-Ylacetic acid	HMDB
Indolyl-3-acetate	HMDB
Indolyl-3-acetic acid	HMDB
Indolylacetate	HMDB
Indolylacetic acid	HMDB
Kyselina 3-indolyloctova	HMDB
Rhizopin	HMDB
Rhizopon a	HMDB
Skatole carboxylate	HMDB
Skatole carboxylic acid	HMDB
Indoleacetic acid, calcium salt	HMDB
Indoleacetic acid, monopotassium salt	HMDB
Indoleacetic acid, monosodium salt	HMDB
IES CPD	HMDB
Indole acetic acid	HMDB
Indoleacetic acid, alpha-(14)C-labeled	HMDB
(R,R)-3,3'-Dithiobis(2-aminopropanoic acid)	HMDB
(R-(R,r))-3,3'-dithiobis(2-aminopropanoic acid)	HMDB
3,3'-Dithiobis-L-alanine	HMDB
beta,Beta'-diamino-beta,beta'-dicarboxydiethyl disulfide	HMDB
beta,Beta'-dithiodialanine	HMDB
Bis(beta-amino-beta-carboxyethyl) disulfide	HMDB
e921	HMDB
L-alpha-Diamino-beta-dithiolactic acid	HMDB
L-Dicysteine	HMDB
Oxidized L-cysteine	HMDB
(R,R)-3,3'-Dithiobis(2-aminopropanoate)	HMDB
(R-(R,r))-3,3'-dithiobis(2-aminopropanoate)	HMDB
b,Beta'-diamino-b,beta'-dicarboxydiethyl disulfide	HMDB
b,Beta'-diamino-b,beta'-dicarboxydiethyl disulphide	HMDB
beta,Beta'-diamino-beta,beta'-dicarboxydiethyl disulphide	HMDB
Β,beta'-diamino-β,beta'-dicarboxydiethyl disulfide	HMDB
Β,beta'-diamino-β,beta'-dicarboxydiethyl disulphide	HMDB
b,Beta'-dithiodialanine	HMDB
Β,beta'-dithiodialanine	HMDB
Bis(b-amino-b-carboxyethyl) disulfide	HMDB
Bis(b-amino-b-carboxyethyl) disulphide	HMDB
Bis(beta-amino-beta-carboxyethyl) disulphide	HMDB
Bis(β-amino-β-carboxyethyl) disulfide	HMDB
Bis(β-amino-β-carboxyethyl) disulphide	HMDB
L-a-Diamino-b-dithiolactate	HMDB
L-a-Diamino-b-dithiolactic acid	HMDB
L-alpha-Diamino-beta-dithiolactate	HMDB
L-Α-diamino-β-dithiolactate	HMDB
L-Α-diamino-β-dithiolactic acid	HMDB
(-)-Cystine	HMDB
(R-(R,r))-3,3'-dithiobis	HMDB
2-Amino-3-(2-amino-2-carboxy-ethyl)disulfanyl-propanoate	HMDB
2-Amino-3-(2-amino-2-carboxy-ethyl)disulfanyl-propanoic acid	HMDB
2-Amino-3-[(2-amino-2-carboxyethyl)dithio]propanoate	HMDB
2-Amino-3-[(2-amino-2-carboxyethyl)dithio]propanoic acid	HMDB
3,3'-Dithiobis	HMDB
3,3'-Dithiobis[2-amino-[R-(r,r)]-propanoate	HMDB
3,3'-Dithiobis[2-amino-[R-(r,r)]-propanoic acid	HMDB
3,3'-Dithiodialanine	HMDB
b,B'-diamino-b,b'-dicarboxydiethyl disulfide	HMDB
b,B'-dithiodialanine	HMDB
beta,Beta'-dithiobisalanine	HMDB
Bis(b-amino-beta-carboxyethyl) disulfide	HMDB
Cysteine disulfide	HMDB
Cystin	HMDB
Cystine	HMDB
Cystine acid	HMDB
D(+)-3,3'-Dithiobis(2-aminopropanoate	HMDB
D(+)-3,3'-Dithiobis(2-aminopropanoic acid	HMDB
Dicysteine	HMDB
Gelucystine	HMDB
L-(-)-Cystine	HMDB
L-Cysteine disulfide	HMDB
L-Cystin	HMDB
[R-(R,r)]-3,3'-dithiobis	HMDB
L Cystine	HMDB
Copper cystinate	HMDB
(+)-Lactic acid	HMDB
(S)-(+)-Lactic acid	HMDB
(S)-2-Hydroxypropanoic acid	HMDB
(S)-2-Hydroxypropionic acid	HMDB
L-(+)-alpha-Hydroxypropionic acid	HMDB
L-(+)-Lactic acid	HMDB
L-Milchsaeure	HMDB
L-Lactate	HMDB
(+)-Lactate	HMDB
(S)-(+)-Lactate	HMDB
(S)-2-Hydroxypropanoate	HMDB
(S)-2-Hydroxypropionate	HMDB
L-(+)-a-Hydroxypropionate	HMDB
L-(+)-a-Hydroxypropionic acid	HMDB
L-(+)-alpha-Hydroxypropionate	HMDB
L-(+)-Α-hydroxypropionate	HMDB
L-(+)-Α-hydroxypropionic acid	HMDB
L-(+)-Lactate	HMDB
(alpha)-Lactate	HMDB
(alpha)-Lactic acid	HMDB
(S)-(+)-2-Hydroxypropanoate	HMDB
(S)-(+)-2-Hydroxypropanoic acid	HMDB
(S)-2-Hydroxy-propanoate	HMDB
(S)-2-Hydroxy-propanoic acid	HMDB
(S)-Lactate	HMDB
(S)-Lactic acid	HMDB
1-Hydroxyethane 1-carboxylate	HMDB
1-Hydroxyethane 1-carboxylic acid	HMDB
1-Hydroxyethanecarboxylate	HMDB
1-Hydroxyethanecarboxylic acid	HMDB
2-Hydroxypropanoate	HMDB
2-Hydroxypropanoic acid	HMDB
2-Hydroxypropionate	HMDB
a-Hydroxypropanoate	HMDB
a-Hydroxypropanoic acid	HMDB
a-Hydroxypropionate	HMDB
a-Hydroxypropionic acid	HMDB
alpha-Hydroxypropanoate	HMDB
alpha-Hydroxypropanoic acid	HMDB
alpha-Hydroxypropionate	HMDB
alpha-Hydroxypropionic acid	HMDB
L-(+)- Lactic acid	HMDB
L-2-Hydroxypropanoate	HMDB
L-2-Hydroxypropanoic acid	HMDB
Lactate	HMDB
Lactic acid	HMDB
Milk acid	HMDB
Sarcolactic acid	HMDB
2-Hydroxypropionic acid	HMDB
D-Lactic acid	HMDB
D Lactic acid	HMDB
Lactate, ammonium	HMDB
2 Hydroxypropanoic acid	HMDB
2 Hydroxypropionic acid	HMDB
Ammonium lactate	HMDB
L Lactic acid	HMDB
9-beta-D-Ribofuranosyl-9H-purin-6-ol	HMDB
9-beta-D-Ribofuranosylhypoxanthine	HMDB
Hypoxanthine D-riboside	HMDB
Hypoxanthosine	HMDB
i	HMDB
Inosin	HMDB
Inosina	HMDB
Inosinum	HMDB
Inotin	HMDB
9-b-D-Ribofuranosyl-9H-purin-6-ol	HMDB
9-Β-D-ribofuranosyl-9H-purin-6-ol	HMDB
9-b-D-Ribofuranosylhypoxanthine	HMDB
9-Β-D-ribofuranosylhypoxanthine	HMDB
(-)-Inosine	HMDB
1,9-Dihydro-9-b-D-ribofuranosyl-6H-purin-6-one	HMDB
1,9-Dihydro-9-beta-D-ribofuranosyl-6H-purin-6-one	HMDB
1,9-Dihydro-9-beta-delta-ribofuranosyl-6H-purin-6-one	HMDB
9-b-D-Ribofuranosyl-hypoxanthine	HMDB
9-beta-D-Ribofuranosyl-hypoxanthine	HMDB
9-beta-delta-Ribofuranosyl-hypoxanthine	HMDB
9-beta-delta-Ribofuranosylhypoxanthine	HMDB
9beta-D-Ribofuranosylhypoxanthine	HMDB
9beta-delta-Ribofuranosylhypoxanthine	HMDB
Atorel	HMDB
beta-D-Ribofuranoside hypoxanthine-9	HMDB
beta-delta-Ribofuranoside hypoxanthine-9	HMDB
beta-Inosine	HMDB
HXR	HMDB
Hypoxanthine 9-beta-D-ribofuranoside	HMDB
Hypoxanthine 9-beta-delta-ribofuranoside	HMDB
Hypoxanthine nucleoside	HMDB
Hypoxanthine ribonucleoside	HMDB
Hypoxanthine riboside	HMDB
Hypoxanthine-9 beta-D-ribofuranoside	HMDB
Hypoxanthine-9 beta-delta-ribofuranoside	HMDB
Hypoxanthine-9-beta-D-ribofuranoside	HMDB
Hypoxanthine-9-beta-delta-ribofuranoside	HMDB
Hypoxanthine-9-D-ribofuranoside	HMDB
Hypoxanthine-9-delta-ribofuranoside	HMDB
Hypoxanthine-ribose	HMDB
Indole-3-carboxaldehyde	HMDB
Ino	HMDB
Inosie	HMDB
Iso-prinosine	HMDB
Oxiamin	HMDB
Panholic-L	HMDB
Pantholic-L	HMDB
Ribonosine	HMDB
Selfer	HMDB
Trophicardyl	HMDB
(2S)-6-(Acetylamino)-2-aminohexanoic acid	HMDB
N(6)-ACETYLLYSINE	HMDB
N(zeta)-Acetyllysine	HMDB
N-epsilon-Acetyl-L-lysine	HMDB
N-Epsilon-Acetyllysine	HMDB
N(epsilon)-Acetyl-L-lysine	HMDB
N(zeta)-Acetyl-L-lysine	HMDB
(2S)-6-(Acetylamino)-2-aminohexanoate	HMDB
N(Z)-Acetyllysine	HMDB
N(Ζ)-acetyllysine	HMDB
N(Z)-Acetyl-L-lysine	HMDB
N(Ζ)-acetyl-L-lysine	HMDB
e-Acetyl-L-lysine	HMDB
e-N-Acetyl-L-lysine	HMDB
e-N-Acetyllysine	HMDB
epsilon-Acetyl-L-lysine	HMDB
epsilon-N-Acetyl-L-lysine	HMDB
epsilon-N-Acetyllysine	HMDB
L-e-N-Acetyllysine	HMDB
L-epsilon-N-Acetyllysine	HMDB
N-e-Acetyl-L-lysine	HMDB
N-e-Acetyllysine	HMDB
N6-Acetyllysine	HMDB
Ne-acetyl-L-lysine	HMDB
Ne-acetyllysine	HMDB
Omega-N-acetyl-L-lysine	HMDB
W-N-Acetyl-L-lysine	HMDB
N(6)-Acetyllsine	HMDB
Omega-acetyllsine	HMDB
beta-Alanyl-3-methyl-L-histidine	HMDB
beta-Alanyl-N(pai)-methyl-L-histidine	HMDB
b-Alanyl-3-methyl-L-histidine	HMDB
Β-alanyl-3-methyl-L-histidine	HMDB
b-Alanyl-N(pai)-methyl-L-histidine	HMDB
Β-alanyl-N(pai)-methyl-L-histidine	HMDB
L-Anserine	HMDB
L-N-b-Alanyl-3-methyl-histidine	HMDB
L-N-beta-Alanyl-3-methyl-histidine	HMDB
N-b-Alanyl-3-methyl-L-histidine	HMDB
N-beta-Alanyl-3-methyl-L-histidine	HMDB
Balanine	HMDB
Beta Alanyl 3 methylhistidine	HMDB
Beta-Alanyl-3-methylhistidine	HMDB
Ophidine	HMDB
Indoleacetic acid	ChEBI
3-(Carboxymethyl)-1H-indole	PhytoBank
3-Indolylmethylcarboxylic acid	PhytoBank
alpha-IAA	PhytoBank
α-IAA	PhytoBank
beta-IAA	PhytoBank
β-IAA	PhytoBank
β-Indoleacetic acid	PhytoBank

Chemical Formula

C₁₀H₉NO₂

Average Molecular Weight

175.184

Monoisotopic Molecular Weight

175.063328537

IUPAC Name

2-(1H-indol-3-yl)acetic acid

Traditional Name

β-indole-3-acetic acid

CAS Registry Number

87-51-4

SMILES

OC(=O)CC1=CNC2=C1C=CC=C2

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

Chemical Taxonomy

Description

belongs to the class of organic compounds known as indole-3-acetic acid derivatives. Indole-3-acetic acid derivatives are compounds containing an acetic acid (or a derivative) linked to the C3 carbon atom of an indole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indolyl carboxylic acids and derivatives

Direct Parent

Indole-3-acetic acid derivatives

Alternative Parents

Substituents

Indole-3-acetic acid derivative
3-alkylindole
Indole
Substituted pyrrole
Benzenoid
Heteroaromatic compound
Pyrrole
Azacycle
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Carbonyl group
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:16411 )
indole-3-acetic acids (CHEBI:16411 )
Indole alkaloids (C00954 )
Auxins (C00954 )

Ontology

Status

Detected but not Quantified

Origin

Not Available

Biofunction

Not Available

Application

Not Available

Cellular locations

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
logP	1.87	ALOGPS
logP	1.71	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	4.66	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	53.09 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	48.45 m³·mol⁻¹	ChemAxon
Polarizability	17.74 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (2 TMS)	splash10-0udi-0391000000-7581f14fe5be5b2b2954	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (2 TMS)	splash10-0udi-0691000000-de9ac4f748d50db109ea	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (2 TMS)	splash10-0udi-0591000000-9687f83d1372abe23c3c	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (2 TMS)	splash10-0udi-1793100000-7c78003038436ec5a902	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (1 TMS)	splash10-00ai-7910000000-4aa7b8244f32048c76bc	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (2 TMS)	splash10-0fk9-9250000000-a5f931fc3292056dba65	Spectrum
GC-MS	GC-MS Spectrum - GC-MS (1 TMS)	splash10-001i-1920000000-f0ecee61454a589493af	Spectrum
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-0udi-1692000000-ce863a1ca2a657cb41d5	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-003r-0900000000-1edcb4977a52155bc130	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0udi-0391000000-7581f14fe5be5b2b2954	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0udi-0691000000-de9ac4f748d50db109ea	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0udi-0591000000-9687f83d1372abe23c3c	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0udi-1793100000-7c78003038436ec5a902	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00ai-7910000000-4aa7b8244f32048c76bc	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0fk9-9250000000-a5f931fc3292056dba65	Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-001i-1920000000-f0ecee61454a589493af	Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0udi-1692000000-ce863a1ca2a657cb41d5	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0udi-0691000000-f6073f8f35a6930b5aac	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0059-1900000000-ab74ec83b16ac0b97d12	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-001i-7920000000-8dab2ad22251c9fbd21c	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-004i-0900000000-f6dbb01a35af3042d126	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-004i-0900000000-2ae231b7d0e2cd50aed8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-004i-6900000000-9eae14faa16b8f8259da	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-80) , Positive	splash10-003r-0900000000-1edcb4977a52155bc130	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative	splash10-00e9-0900000000-187b48f2258823cbc6a2	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative	splash10-001i-0900000000-30b7a73fa446d0e3c8d3	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative	splash10-004i-0900000000-bbe0fb5a48f89ea6e383	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative	splash10-004i-0900000000-97850f400d80de278334	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative	splash10-004i-0900000000-600545759ef108827b9e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive	splash10-0kxr-5900000000-ba2eed29832f9ee48921	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive	splash10-004l-5900000000-a0b30710f83e53b6f3db	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive	splash10-001i-9500000000-146ac0a20f9d53e76291	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive	splash10-053r-9600000000-d9258b3c6b5c6f748f6e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive	splash10-004i-9300000000-b59628beb41b424daf4a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (UPLC Waters, Quattro Ultima Pt Micromass) , Positive (Annotated)	splash10-004i-0900000000-755373c9248cfb6425fc	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive	splash10-004i-0900000000-2b3df7a1dd85faea6705	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) 30V, Positive	splash10-003r-0900000000-9522ab089ab89b64f96a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative	splash10-001i-0900000000-b735e95cb23091491c2e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0900000000-2a3dd24f136523e6ce1e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-053r-0900000000-77436493836245345cb8	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00lr-1900000000-4e0b6f24d03c0b25800f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00e9-0900000000-1d045a56f3669a1c9391	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-05ai-0900000000-518778c36bacbf77b901	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a5c-3900000000-323fc64084836756be30	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0900000000-2a3dd24f136523e6ce1e	Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-001i-1900000000-3ffc47eb6c977956ad93	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
2D NMR	[1H,1H] 2D NMR Spectrum	Not Available	Spectrum
2D NMR	[1H,13C] 2D NMR Spectrum	Not Available	Spectrum

Biological Properties

Cellular Locations

Not Available

Biofluid Locations and Tissue Locations

Urine

Concentrations

Biofluid	Status	Value	Condition	Species	Reference	Details
Urine	Detected but not Quantified	Not Applicable	Not Available	Equine	E. E. Escalona, J...	details

External Links

DrugBank ID

DB07950

HMDB ID

HMDB0000197

FooDB ID

FDB030920

Phenol Explorer ID

Not Available

KNApSAcK ID

C00000100

BiGG ID

Not Available

BioCyc ID

INDOLE_ACETATE_AUXIN

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Chemspider ID

ChEBI ID

PubChem Compound ID

Kegg Compound ID

YMDB ID

ECMDB ID

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

WEISSBACH H, KING W, SJOERDSMA A, UDENFRIEND S: Formation of indole-3-acetic acid and tryptamine in animals: a method for estimation of indole-3-acetic acid in tissues. J Biol Chem. 1959 Jan;234(1):81-6. [13610897 ]
Folkes LK, Wardman P: Oxidative activation of indole-3-acetic acids to cytotoxic species- a potential new role for plant auxins in cancer therapy. Biochem Pharmacol. 2001 Jan 15;61(2):129-36. [11163327 ]

Showing metabocard for Indoleacetic acid (LMDB00090)

Structure for LMDB00090 (Indoleacetic acid)