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7400-08-0

7400-08-0 structure
7400-08-0 structure
Name 4-coumaric acid
Synonyms p-Hydroxycinnamic acid
b-[4-Hydroxyphenyl]acrylic Acid
E-4-HydroxycinnamicAcid
2-Propenoic acid, 3-(4-hydroxyphenyl)-, (2E)-
4-Coumaric acid
4-Hydroxycinnamic acid
p-Hydroxycinnamic acid, trans
2-Propenoic acid, 3- (4-hydroxyphenyl)-
(2E)-3-(4-Hydroxyphenyl)acrylic acid
(E)-4-Hydroxycinnamic acid
EINECS 231-000-0
trans-p-hydroxycinnamic acid
PARA-HYDROXYCINNAMIC ACID
p-coumaric acid
hydroxycinnamic acid
p-Coumaric acid, trans
trans-4-hydroxycinnamic acid
trans-4-coumaric acid
trans-p-Coumaric Acid
(2E)-3-(4-hydroxyphenyl)prop-2-enoic acid
β-[4-hydroxyphenyl]acrylic acid
p-Hydroxy-cinnamic acid
(E)-p-hydroxycinnamic acid
β-(4-Hydroxyphenyl)acrylic acid
MFCD00004399
Description p-Hydroxycinnamic acid, a common dietary phenol, could inhibit platelet activity, with IC50s of 371 μM, 126 μM for thromboxane B2 production and lipopolysaccharide-induced prostaglandin E2 generation, respectively.
Related Catalog
Target

PGE2:126 μM (IC50)

TXB2:371 μM (IC50)

Human Endogenous Metabolite

In Vitro p-Hydroxycinnamic acid (p-Coumaric acid), is a ubiquitous plant metabolite with antioxidant and anti-inflammatory properties. p-Hydroxycinnamic acid (500 μM and 1 mM) reduces ADP-induced platelet aggregation (55•2 (SE 4•01) % and 35•6 (SE 2•35) % relative to basal level, respectively). p-Hydroxycinnamic acid is able to modify platelet function, a shear-inducing device that simulates primary haemostasis. p-Hydroxycinnamic acid interferes also with arachidonic acid cascade, reducing thromboxane B2 production and lipopolysaccharide-induced prostaglandin E2 generation (IC50 371 and 126 μM, respectively)[1].
References

[1]. Luceri C, et al. p-Coumaric acid, a common dietary phenol, inhibits platelet activity in vitro and in vivo. Br J Nutr. 2007 Mar;97(3):458-63.
Density 1.3±0.1 g/cm3
Boiling Point 346.1±17.0 °C at 760 mmHg
Melting Point 212-214ºC
Molecular Formula C9H8O3
Molecular Weight 164.158
Flash Point 177.3±17.4 °C
Exact Mass 164.047348
PSA 57.53000
LogP 1.88
Vapour Pressure 0.0±0.8 mmHg at 25°C
Index of Refraction 1.660
Storage condition -20°C

CHEMICAL IDENTIFICATION

RTECS NUMBER :
GD9094000
CHEMICAL NAME :
Cinnamic acid, p-hydroxy-
CAS REGISTRY NUMBER :
7400-08-0
BEILSTEIN REFERENCE NO. :
2207383
LAST UPDATED :
199701
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C9-H8-O3
MOLECULAR WEIGHT :
164.17
WISWESSER LINE NOTATION :
QV1U1R DQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
657 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
YKKZAJ Yakugaku Zasshi. Journal of Pharmacy. (Nippon Yakugakkai, 2-12-15 Shibuya, Shibuya-ku, Tokyo 150, Japan) No.1- 1881- Volume(issue)/page/year: 104,793,1984 ** REPRODUCTIVE DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
2800 mg/kg
SEX/DURATION :
male 56 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Paternal Effects - testes, epididymis, sperm duct Reproductive - Paternal Effects - prostate, seminal vesicle, Cowper's gland, accessory glands Reproductive - Fertility - mating performance (e.g. # sperm positive females per # females mated; # copulations per # estrus cycles)
REFERENCE :
CCPTAY Contraception. (Geron-X, Inc., POB 1108, Los Altos, CA 94022) V.1- 1970- Volume(issue)/page/year: 23,677,1981
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
35 mg/kg
SEX/DURATION :
female 6 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - other measures of fertility
REFERENCE :
IJEBA6 Indian Journal of Experimental Biology. (Publications & Information Directorate, CSIR, Hillside Rd., New Delhi 110 012, India) V.1- 1963- Volume(issue)/page/year: 16,1285,1978
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
50 mg/kg
SEX/DURATION :
female 6 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - abortion
REFERENCE :
CCPTAY Contraception. (Geron-X, Inc., POB 1108, Los Altos, CA 94022) V.1- 1970- Volume(issue)/page/year: 20,49,1979
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
9600 mg/kg
SEX/DURATION :
female 12 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Maternal Effects - uterus, cervix, vagina
REFERENCE :
SCIEAS Science. (American Assoc. for the Advancement of Science, 1333 H St., NW, Washington, DC 20005) V.1- 1895- Volume(issue)/page/year: 195,575,1977
Hazard Codes Xi:Irritant
Risk Phrases R36/37/38
Safety Phrases S22-S26-S36/37/39
WGK Germany 2
RTECS GD9095000
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