Indole-3-butyric acid

Details

• Internal ID: f04e29ef-803e-4d87-b706-44ff3f80b7d8
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: 4-(1H-indol-3-yl)butanoic acid
• SMILES (Canonical): C1=CC=C2C(=C1)C(=CN2)CCCC(=O)O
• SMILES (Isomeric): C1=CC=C2C(=C1)C(=CN2)CCCC(=O)O
• InChI: InChI=1S/C12H13NO2/c14-12(15)7-3-4-9-8-13-11-6-2-1-5-10(9)11/h1-2,5-6,8,13H,3-4,7H2,(H,14,15)
• InChI Key: JTEDVYBZBROSJT-UHFFFAOYSA-N
• Popularity: 5,410 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₃NO₂
• Molecular Weight: 203.24 g/mol
• Exact Mass: 203.094628657 g/mol
• Topological Polar Surface Area (TPSA): 53.10 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 1
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 133-32-4
• 3-Indolebutyric acid
• 4-(1H-Indol-3-yl)butanoic acid
• Indolebutyric acid
• Hormodin
• 1H-INDOLE-3-BUTANOIC ACID
• Seradix
• Indole-3-butanoic acid
• Jiffy grow
• 4-(3-Indolyl)butyric acid
• 4-indol-3-ylbutyric acid
• IBA
• Indolbutyric acid
• 4-(Indol-3-yl)butyric acid
• 1H-Indole-3-butyric acid
• Seradix 2
• Seradix 3
• Seradix B 2
• Seradix B 3
• Rhizopon AA
• beta-Indolebutyric acid
• Butyric acid, 4-(indolyl)-
• Indol-3,4'-yl butyric acid
• 3-Indolylbutyric acid
• Caswell No. 499
• 3-Indolebutyric acid (IBA)
• 3-Indolebutyricacid
• 4-(3-Indolyl)butanoic acid
• 3-Indolyl-gamma-butyric acid
• CCRIS 1020
• Indolyl-3-butyric acid
• 933-32-4
• HSDB 7214
• 3-Indolebutyrate
• NSC 3130
• EPA Pesticide Chemical Code 046701
• .beta.-IBA
• CHEBI:33070
• 3-Indole butyric acid
• AI3-17434
• 4-(1H-Indol-3-yl)butyric acid
• 4-(1H-Indol-3-yl)-butyric acid
• .beta.-Indolebutyric acid
• 061SKE27JP
• 3-Indolyl-.gamma.-butyric acid
• DTXSID8032623
• .gamma.-(3-Indolyl)butyric acid
• .gamma.-(Indole-3)-butyric acid
• .gamma.-(Indol-3-yl)butyric acid
• NSC-3130
• 1H-Indole-3-butyrate
• beta-Indolylbutyric acid
• 1H-Indole-3-butanoate
• 4-(3-Indolyl)butyric acid 100 microg/mL in Acetonitrile
• gamma-(Indol-3-Yl)butyric acid
• 3IB
• Indole 3-butyric acid
• SR-01000477768
• EINECS 205-101-5
• 4-indol-3-ylbutanoic acid
• 4-Indol-3-ylbutyric acid [BSI:ISO]
• BRN 0171120
• Kyselina 4-indol-3-ylmaselina [Czech]
• UNII-061SKE27JP
• Indolebutyrate
• Chryzopon
• Chryzosan
• Chryzotek
• Oxyberon
• Hormex
• Kyselina 4-indol-3-ylmaselina
• b-Indolebutyrate
• 3-Iodolebutyrate
• 3-Indole butyrate
• beta-Indolebutyrate
• Indole 3-butyrate
• Indole-3 Butyrate
• Indolyl-3-butyrate
• 1H-Indole-3-butanoic acid (9CI)
• Indole-3-Butrylate
• b-Indolebutyric acid
• 3-indolebutyric-acid
• MFCD00005664
• 4-indol-3-ylbutyrate
• Indole-3 Butyric acid
• Indole-3-Butrylic acid
• 4-(indolyl)- butyrate
• Enamine_005659
• 4-(3-Indolyl)butyrate
• 4-(3-Indole)-butyrate
• 4-(Indol-3-yl)butyrate
• .gamma.-Indolebutyric acid
• 4-Indol-3-ylbutyric-acid
• CBKinase1_000084
• CBKinase1_012484
• 4-(3-Indole)butyric acid
• 4-(indolyl)- butyric acid
• 4-(Indol-3)-butyric acid
• 4-(3-1H-Indolyl)butyrate
• Oprea1_093618
• Oprea1_136608
• SCHEMBL35884
• 3-Indolebutyric acid, 98%
• 4-(3-Indole)-butyric acid
• CBDivE_001082
• 5-22-03-00140 (Beilstein Handbook Reference)
• MLS006011821
• 4-(3-Indolyl)-butyric acid
• WLN: T56 BMJ D3VQ
• .gamma.-Indole-3-butyric acid
• CHEMBL582878
• gamma-(Indole-3)-butyric acid
• Indole-3-butyric acid (8CI)
• SCHEMBL1087345
• INDOLEBUTYRIC ACID [MI]
• 4-(1H-Indol-3-yl)-butyrate
• 4-(3-1H-Indolyl)butyric acid
• DTXCID6012623
• HMS1410B05
• HMS3604N19
• HMS3655J16
• BCP00909
• HY-N0186
• STR04308
• Tox21_301287
• BDBM50129081
• s2253
• 4-(1H-Indol-3-yl)butanoic acid #
• [3-(3-Indolyl)propyl]carboxylic acid
• AKOS000273851
• AC-2855
• BCP9000128
• CCG-110315
• CG-0518
• CS-6288
• DB02740
• SB15075
• IDI1_007894
• 4-INDOL-3-YLBUTYRIC ACID [ISO]
• NCGC00164296-01
• NCGC00164296-02
• NCGC00164296-03
• NCGC00164296-05
• NCGC00257530-01
• 4-INDOL-3-YLBUTYRIC ACID [HSDB]
• CAS-133-32-4
• SMR001252209
• Indole-3-butyric acid, >=99.0% (T)
• AM20060321
• BB 0242435
• FT-0602391
• FT-0691186
• I0026
• SW219851-1
• EN300-16684
• A15199
• D78109
• I-2000
• I-2005
• I-2010
• AB00375585-03
• Q2622539
• SR-01000477768-1
• SR-01000477768-3
• BRD-K43187796-237-01-5
• Indole-3-butyric acid, Vetec(TM) reagent grade, 98%
• Z56754864
• F0919-1266
• Indole-3-butyric acid, PESTANAL(R), analytical standard
• 67085FE2-19DF-4524-B354-17BD9781B318
• Indole-3-butyric acid, plant cell culture tested, BioReagent

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.7812	78.12%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5216	52.16%
OATP2B1 inhibitior	-	0.8627	86.27%
OATP1B1 inhibitior	+	0.9548	95.48%
OATP1B3 inhibitior	+	0.9492	94.92%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8587	85.87%
P-glycoprotein inhibitior	-	0.9905	99.05%
P-glycoprotein substrate	-	0.9222	92.22%
CYP3A4 substrate	-	0.5615	56.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7907	79.07%
CYP3A4 inhibition	-	0.9402	94.02%
CYP2C9 inhibition	-	0.8397	83.97%
CYP2C19 inhibition	-	0.8916	89.16%
CYP2D6 inhibition	-	0.9470	94.70%
CYP1A2 inhibition	-	0.7261	72.61%
CYP2C8 inhibition	-	0.7173	71.73%
CYP inhibitory promiscuity	-	0.9181	91.81%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6383	63.83%
Eye corrosion	-	0.9924	99.24%
Eye irritation	+	0.8886	88.86%
Skin irritation	-	0.7820	78.20%
Skin corrosion	-	0.8992	89.92%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5493	54.93%
Micronuclear	+	0.5059	50.59%
Hepatotoxicity	-	0.7052	70.52%
skin sensitisation	-	0.8699	86.99%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8912	89.12%
Acute Oral Toxicity (c)	III	0.6589	65.89%
Estrogen receptor binding	-	0.7277	72.77%
Androgen receptor binding	-	0.8908	89.08%
Thyroid receptor binding	-	0.7822	78.22%
Glucocorticoid receptor binding	-	0.7171	71.71%
Aromatase binding	-	0.5274	52.74%
PPAR gamma	+	0.7139	71.39%
Honey bee toxicity	-	0.9673	96.73%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.9300	93.00%
Fish aquatic toxicity	-	0.7497	74.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.70%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.12%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.65%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.59%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.08%	95.56%
CHEMBL1781	P11387	DNA topoisomerase I	91.99%	97.00%
CHEMBL5805	Q9NR97	Toll-like receptor 8	86.13%	96.25%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	85.73%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.39%	99.17%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	81.21%	92.26%

Plants that contains it

• Nicotiana tabacum
• Tropaeolum majus
• Zea mays

Cross-Links

• PubChem: 8617
• LOTUS: LTS0033298
• wikiData: Q2622539