3-Indoleacrylic acid

Modify Date: 2024-01-02 16:35:47

3-Indoleacrylic acid Structure
3-Indoleacrylic acid structure
 Common Name 3-Indoleacrylic acid
CAS Number 1204-06-4 Molecular Weight 187.195
Density 1.4±0.1 g/cm3 Boiling Point 432.8±20.0 °C at 760 mmHg
Molecular Formula C11H9NO2 Melting Point 180-186ºC
MSDS USA Flash Point 215.6±21.8 °C
Symbol GHS07
GHS07		 Signal Word Warning

 Use of 3-Indoleacrylic acid


3-Indoleacrylic acid is a high-efficient antialgal agent. 3-Indoleacrylic acid increases reactive oxygen species (ROS) production, and inhibits the functions of all the nutrient assimilating genes, down-regulated ribulose-1,5-bisphosphate carboxylase/oxygenase II, and cytochrome f genes in P. donghaiense[1].

 Names

Name 3-Indoleacrylic acid
Synonym More Synonyms

 3-Indoleacrylic acid Biological Activity

Description 3-Indoleacrylic acid is a high-efficient antialgal agent. 3-Indoleacrylic acid increases reactive oxygen species (ROS) production, and inhibits the functions of all the nutrient assimilating genes, down-regulated ribulose-1,5-bisphosphate carboxylase/oxygenase II, and cytochrome f genes in P. donghaiense[1].
Related Catalog
References

[1]. Kokoette Effiong, et al. 3-Indoleacrylic acid from canola straw as a promising antialgal agent - Inhibition effect and mechanism on bloom-forming Prorocentrum donghaiense. Mar Pollut Bull. 2022 May:178:113657.  

 Chemical & Physical Properties

Density 1.4±0.1 g/cm3
Boiling Point 432.8±20.0 °C at 760 mmHg
Melting Point 180-186ºC
Molecular Formula C11H9NO2
Molecular Weight 187.195
Flash Point 215.6±21.8 °C
Exact Mass 187.063324
PSA 53.09000
LogP 2.34
Vapour Pressure 0.0±1.1 mmHg at 25°C
Index of Refraction 1.750
Storage condition 0-6°C
Water Solubility freely soluble

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
NL3680000
CHEMICAL NAME :
Indole-3-acrylic acid
CAS REGISTRY NUMBER :
1204-06-4
BEILSTEIN REFERENCE NO. :
0006317
LAST UPDATED :
199701
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C11-H9-N-O2
MOLECULAR WEIGHT :
187.21
WISWESSER LINE NOTATION :
T56 BMJ D1U1VQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1600 mg/kg/8W-I
TOXIC EFFECTS :
Tumorigenic - Carcinogenic by RTECS criteria Kidney, Ureter, Bladder - tumors
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
1100 mg/kg/13W-I
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Gastrointestinal - tumors Blood - leukemia
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - hamster
DOSE/DURATION :
1600 mg/kg/10W-I
TOXIC EFFECTS :
Tumorigenic - neoplastic by RTECS criteria Endocrine - adrenal cortex tumors Blood - tumors

MUTATION DATA

TEST SYSTEM :
Primate - monkey
DOSE/DURATION :
15 mg/kg/2D (Intermittent)
REFERENCE :
TSITAQ Tsitologiya. Cytology. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1959- Volume(issue)/page/year: 15,1505,1973

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi:Irritant;
Risk Phrases R36/37/38
Safety Phrases S26-S37/39
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS NL3680000
HS Code 2933990090

 Synthetic Route

 Customs

HS Code 2933990090
Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Articles28

More Articles
Tryptophan 2,3-dioxygenase (TDO) inhibitors. 3-(2-(pyridyl)ethenyl)indoles as potential anticancer immunomodulators.

J. Med. Chem. 54 , 5320, (2011)

Tryptophan catabolism mediated by indoleamine 2,3-dioxygenase (IDO) is an important mechanism of peripheral immune tolerance contributing to tumoral immune resistance. IDO inhibition is thus an active...

Structural insight into the inhibition of human kynurenine aminotransferase I/glutamine transaminase K.

J. Med. Chem. 52 , 2786-93, (2009)

Human kynurenine aminotransferase I (hKAT I) catalyzes the formation of kynurenic acid, a neuroactive compound. Here, we report three high-resolution crystal structures (1.50-1.55 A) of hKAT I that ar...

NMR studies of the mode of binding of corepressors and inducers to Escherichia coli trp repressor.

Eur. J. Biochem. 235(3) , 804-13, (1996)

The binding of the corepressors tryptophan and 5-methyltryptophan and of the inducers 3-indolepropionate, 3-indoleacrylate and 5-methylindole to the Escherichia coli trp repressor have been studied by...

 Synonyms

3-(3-Indolyl)acrylic acid,IAA
2-Propenoic acid, 3-(1H-indol-2-yl)-, (2E)-
3-(3-Indolyl)acrylic acid IAA
(2E)-3-(1H-Indol-2-yl)acrylic acid
2-Propenoic acid,3-(1H-indol-3-yl)-
3-Indolylacrylic acid
3-Indoleacrylic Acid
3-(3-Indolyl)acrylic Acid
EINECS 214-872-7
MFCD00005633
(E)-3-(indol-2-yl)acrylic acid
3-(1H-Indol-3-yl)acrylic acid
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