4-Vinylphenol

Modify Date: 2024-01-02 23:22:47

4-Vinylphenol Structure
4-Vinylphenol structure
Common Name 4-Vinylphenol
CAS Number 2628-17-3 Molecular Weight 120.148
Density 1.1±0.1 g/cm3 Boiling Point 206.2±9.0 °C at 760 mmHg
Molecular Formula C8H8O Melting Point 73 °C
MSDS Chinese Flash Point 92.3±8.4 °C

 Use of 4-Vinylphenol


4-Vinylphenol is found in the medicinal herb Hedyotis diffusa Willd, wild rice and is also the metabolite of p-coumaric and ferulic acid by lactic acid bacteria in wine. 4-Vinylphenol induces apoptosis and inhibits blood vessels formation and suppresses invasive breast tumor growth in vivo[1].

 Names

Name 4-hydroxystyrene
Synonym More Synonyms

 4-Vinylphenol Biological Activity

Description 4-Vinylphenol is found in the medicinal herb Hedyotis diffusa Willd, wild rice and is also the metabolite of p-coumaric and ferulic acid by lactic acid bacteria in wine. 4-Vinylphenol induces apoptosis and inhibits blood vessels formation and suppresses invasive breast tumor growth in vivo[1].
Related Catalog
In Vitro 4-Vinylphenol (12.5-200 µg/mL) significantly reduces cell viability in parental MDA-MB-231 cells, and the IC50 value is 109 µg/mL[1]. 4-Vinylphenol (0.15 or 0.3 µg/mL; 3 days) reduces sphere‑formation and vimentin expression on CSCs in breast cancer[1]. 4-Vinylphenol (50, 100 µg/mL; 72 hours) significantly suppresses cell proliferation in CSC-enriched MDA-MB-231 cells. 4-Vinylphenol significantly reduces ALDH1A1 expression by 50% in CSC-enriched MDA-MB-231 cells[1]. 4-Vinylphenol (100 µg/mL) significantly increases the expressions of caspase 3, likely sensitizing CSC-enriched MDAMB-231 cells to apoptosis[1].
References

[1]. Leung HW, et al. The natural agent 4-vinylphenol targets metastasis and stemness features in breast cancer stem-like cells. Cancer Chemother Pharmacol. 2018 Aug;82(2):185-197.

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 206.2±9.0 °C at 760 mmHg
Melting Point 73 °C
Molecular Formula C8H8O
Molecular Weight 120.148
Flash Point 92.3±8.4 °C
Exact Mass 120.057518
PSA 20.23000
LogP 2.16
Vapour Pressure 0.2±0.4 mmHg at 25°C
Index of Refraction 1.602

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
SN3800000
CHEMICAL NAME :
Phenol, p-vinyl-
CAS REGISTRY NUMBER :
2628-17-3
BEILSTEIN REFERENCE NO. :
0506844
LAST UPDATED :
199710
DATA ITEMS CITED :
5
MOLECULAR FORMULA :
C8-H8-O
MOLECULAR WEIGHT :
120.16
WISWESSER LINE NOTATION :
QR D1U1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
Standard Draize test
ROUTE OF EXPOSURE :
Administration into the eye
SPECIES OBSERVED :
Rodent - rabbit
REFERENCE :
EPASR* United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. (U.S. Environmental Protection Agency, 401 M St., SW, Washington, DC 20460) History unknown. Volume(issue)/page/year: 8EHQ-1285-0579S ** ACUTE TOXICITY DATA **
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
200 mg/kg
TOXIC EFFECTS :
Skin and Appendages - corrosive (after topical exposure)
REFERENCE :
EPASR* United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. (U.S. Environmental Protection Agency, 401 M St., SW, Washington, DC 20460) History unknown. Volume(issue)/page/year: 8EHQ-1285-0579S
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Ocular
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
50 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
EPASR* United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. (U.S. Environmental Protection Agency, 401 M St., SW, Washington, DC 20460) History unknown. Volume(issue)/page/year: 8EHQ-1285-0579S ** REPRODUCTIVE DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
1400 mg/kg
SEX/DURATION :
female 7 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

 Safety Information

Hazard Codes Xn: Harmful;
Risk Phrases R36/38
Safety Phrases S26-S39
WGK Germany 2
RTECS SN3800000
HS Code 2907199090

 Customs

HS Code 2907199090
Summary 2907199090 other monophenols VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

 Synonyms

EINECS 220-103-6
4-ethenylphenol
MFCD00017593
p-Hydroxystyrene
4-vinyl phenol
para-hydroxystyrene
Phenol, 4-ethenyl-
4-Vinylphenol
p-vinylphenol
1-hydroxy-4-vinylbenzene
Phenol,4-ethenyl
4-Hydroxystyrene
Phenol,P-vinyl
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