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Indole-3-acetic acid

Indole-3-acetic acid structure

CAS No:
87-51-4
Formula:
C10H9NO2
Chemical Name:
Indole-3-acetic acid
Synonyms:
1H-Indole-3-acetic acid;Indole-3-acetic acid;3-IAA;Heteroauxin;IAA;β-Indoleacetic acid;Rhizopin;Indoleacetic acid;3-(Carboxymethyl)indole;β-IAA;α-IAA;GAP;2-(3-Indolyl)acetic acid;2-(1H-Indol-3-yl)acetic acid;3-Indolylmethylcarboxylic acid;(1H-Indol-3-yl)acetic acid;NSC 3787;3-(Carboxymethyl)-1H-indole;Noclosan;Bioenraiz;54692-39-6
Categories:
Agrochemicals > Plant Growth Regulators

Description

Indole-3-acetic acid (3-Indoleacetic acid; IAA) is the most common natural plant growth hormone of the auxin class. It can be added to cell culture medium to induce plant cell elongation and division.

Solid

Indole-3-acetic acid is a monocarboxylic acid that is acetic acid in which one of the methyl hydrogens has been replaced by a 1H-indol-3-yl group. It has a role as a plant hormone, a human metabolite, a plant metabolite, a mouse metabolite and an auxin. It is a monocarboxylic acid and a member of indole-3-acetic acids. It is a conjugate acid of an indole-3-acetate.

Indole-3-acetic acid Basic Attributes

Molecular Weight：

175.18400

Exact Mass：

175.18

EC Number：

201-748-2

UNII：

6U1S09C61L

NSC Number：

3787

DSSTox ID：

DTXSID5020738

HScode：

2933990090

Characteristics

PSA：

53.09000

XLogP3：

1.79500

Appearance：

Solid

Density：

1.576 g/cm³

Melting Point：

168.5 °C

Boiling Point：

164-165 °C

Flash Point：

171ºC

Refractive Index：

1.694

Water Solubility：

Soluble in ethanol (50 mg/ml), methanol, DMSO, and chloroform (sparingly). Insoluble in water.

Storage Conditions：

-20ºC

Toxicity：

LD50 intraperitoneal in mouse: 150mg/kg

Collision Cross Section：

136.2 Å² [M+H]+ [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]|138.11 Å² [M+H]+ [CCS Type: DT, Method: stepped-field]|135.9 Å² [M+H]+ [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|143.5 Å² [M+Na]+ [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|136.4 Å² [M+H]+

Safety Information

Packing level：

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

R36/37/38

safety instructions：

S24/25

RTECS Number：

NL3150000

Marks：

Stability/Shelf Life：

Stable. Incompatible with strong oxidizing agents. Light sensitive.

Precautionary statement(s)：

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

H315

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 20 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH：

Any of the hormones produced naturally in plants and active in controlling growth and other functions. There are three primary classes: auxins, cytokinins, and gibberellins. (See all compounds classified as Plant Growth Regulators.)

Metabolism/Metabolites：

Indole-3-acetic-acid has known human metabolites that include Indole-3-acetic-acid-O-glucuronide.

MeSH Entry Terms：

1H-Indole-3-acetic acid

Indole-3-acetic acid Use and Manufacturing

Uses

Herbicide.Indoleacetic acid (IAA), synthesized in the plant shoot tips, is a naturally occurring auxin. It is a plant growth promoter. Used as a plant growth regulator, it can promote cell division, accelerate root formation, increase fruit setting and prevent fruit drop; indole acetic acid (IAA) is a broad-spectrum plant growth regulator with auxin activity in indoles; Regulates cell membrane electron channels and proton channels

Manufacturing Info：

1H-Indole-3-acetic acid: ACTIVE

Use Classification：

Agrochemicals -> Plant Growth Regulators

Computed Properties

Molecular Weight:175.18
XLogP3:1.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:175.063328530
Monoisotopic Mass:175.063328530
Topological Polar Surface Area:53.1
Heavy Atom Count:13
Complexity:205
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Hydrazine, phenyl-

Butyllithium

Isopropanol

Ammonia

Glycolic acid

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