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6505-45-9 molecular structure
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2-(1H-indol-3-yl)acetic acid

ChemBase ID: 5579
Molecular Formular: C10H9NO2
Molecular Mass: 175.18396
Monoisotopic Mass: 175.06332853
SMILES and InChIs

SMILES:
c12c(cccc1)c(c[nH]2)CC(=O)O
Canonical SMILES:
OC(=O)Cc1c[nH]c2c1cccc2
InChI:
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)
InChIKey:
SEOVTRFCIGRIMH-UHFFFAOYSA-N

Cite this record

CBID:5579 http://www.chembase.cn/molecule-5579.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
2-(1H-indol-3-yl)acetic acid
IUPAC Traditional name
indole-3-acetic acid
β-indole-3-acetic acid
Synonyms
Heteroauxin
3-Indoleacetic Acid
Indolyacetic Acid
Rhizopin
INDOLE-3-ACETIC ACID
3-(Carboxymethyl)-1H-indole
(1H-Indol-3-yl)acetic acid 98%
Heterauxin
Indolyl-3-acetic acid
Indole-3-acetic acid
1H-INDOL-3-YLACETIC ACID
Indole-3-acetic acid
indolylacetic acid
1H-Indole-3-acetic acid
indoleacetic acid
IAA
2-(1H-indol-3-yl)acetic acid
3-Indoleacetic acid
(1H-Indol-3-yl)acetic Acid
3-(Carboxymethyl)indole
3-IAA
3-Indolylmethylcarboxylic Acid
Bioenraiz
GAP
Noclosan
Indoleacetic Acid
吲哚-3-乙酸
杂茁长素
3-吲哚乙酸
CAS Number
6505-45-9
87-51-4
EC Number
201-748-2
MDL Number
MFCD00005636
Beilstein Number
143358
Merck Index
144964
PubChem SID
24896043
99444421
24869056
160969007
24896015
PubChem CID
802
CHEBI ID
16411
CHEMBL
82411
Chemspider ID
780
DrugBank ID
DB07950
KEGG ID
C00954
Wikipedia Title
Indole-3-acetic_acid

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
Acid pKa 4.6618505  H Acceptors
H Donor LogD (pH = 5.5) 0.81362313 
LogD (pH = 7.4) -0.96409625  Log P 1.7097561 
Molar Refractivity 48.4521 cm3 Polarizability 19.722364 Å3
Polar Surface Area 53.09 Å2 Rotatable Bonds
Lipinski's Rule of Five true 
Log P 1.87  LOG S -2.1 
Solubility (Water) 1.38e+00 g/l 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Acetone expand Show data source
DMSO expand Show data source
moderate in water expand Show data source
Apperance
Off-White Solid expand Show data source
off-white to tan crystalline expand Show data source
white solid expand Show data source
Melting Point
162-165°C expand Show data source
165-168°C expand Show data source
165-169 °C(lit.) expand Show data source
165-169°C expand Show data source
168-170 °C (441-443 K) expand Show data source
ca 167°C dec. expand Show data source
Flash Point
171°C(339°F) expand Show data source
Storage Condition
0°C, Protect from light expand Show data source
Refrigerator expand Show data source
Storage Warning
IRRITANT expand Show data source
Irritant/Light Sensitive/Keep Cold/Store under Argon expand Show data source
Light Sensitive expand Show data source
RTECS
NL3150000 expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
36/37/38 expand Show data source
Safety Statements
26-37 expand Show data source
TSCA Listed
false expand Show data source
expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Hazard statements
H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P305+P351+P338-P302+P352-P321-P405-P501A expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
-20°C expand Show data source
Purity
~99% expand Show data source
≥95% (T) expand Show data source
≥98.0% (T) expand Show data source
≥98.5% expand Show data source
95% expand Show data source
98% expand Show data source
98+% expand Show data source
Grade
PESTANAL®, analytical standard expand Show data source
SAJ special grade expand Show data source
technical expand Show data source
Certificate of Analysis
Download expand Show data source
Download expand Show data source
Suitability
plant cell culture tested expand Show data source
Ignition Residue
≤0.3% expand Show data source
Empirical Formula (Hill Notation)
C10H9NO2 expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals DrugBank DrugBank Sigma Aldrich Sigma Aldrich Wikipedia Wikipedia
MP Biomedicals - 02102037 external link
Plant Growth Hormone
Off-white to tan crystals
Purity: ~99%
DrugBank - DB07950 external link
Drug information: experimental
Sigma Aldrich - I3750 external link
Packaging
25, 100 g in poly bottle
5 g in glass bottle
Sigma Aldrich - 45533 external link
Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH
Sigma Aldrich - 57330 external link
Other Notes
Plant growth hormone, review1; Regulates cell membrane electron transport and proton flux2
Sigma Aldrich - I2886 external link
Application
Indole-3-acetic acid (IAA) is a natural phytohormone (plant auxin) used as a supplement in media such as Murashige and Skoog media and Gamborg’s B5 media. IAA is a plant signaling molecule involved in plant organogenesis and growth control.

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

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