3-hydroxycoumarin

Names

[ CAS No. ]:
939-19-5

[ Name ]:
3-hydroxycoumarin

[Synonym ]:
3-Hydroxycoumarine
3-hydroxy-coumari
3-HYDROXY-2H-CHROMEN-2-ONE
3-hydroxy<1>benzopyran-2-one
HYDROXYCOUMARIN,3
3-hydroxy-2-benzopyrone
2,3-DIHYDROXYCOUMARIN
3-hydroxychromone
EINECS 213-355-3
AURORA KA-3736
3-Hydroxy-2H-1-benzopyran-2-on
MFCD00017490
hydroxy-coumarin

Biological Activity

[Description]:

3-hydroxycoumarin is a potent and redox inhibitor of human 15-LOX-1. 3-hydroxycoumarin is recently demonstrated to protect sea urchin reproductive cells against ultraviolet B damage[1][2].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[References]

[1]. Alavi SJ, Sadeghian H, Seyedi SM, Salimi A, Eshghi H. A novel class of human 15-LOX-1 inhibitors based on 3-hydroxycoumarin. Chem Biol Drug Des. 2018;91(6):1125‐1132.

[2]. Born SL, et al. Synthesis and reactivity of coumarin 3,4-epoxide. Drug Metab Dispos. 1997;25(11):1318‐1324.

[3]. Asthana S, et al. Structure-Activity Relationship Study of Hydroxycoumarins and Mushroom Tyrosinase. J Agric Food Chem. 2015;63(32):7236‐7244.

Chemical & Physical Properties

[ Density]:
1.446 g/cm3

[ Boiling Point ]:
369.9ºC at 760 mmHg

[ Melting Point ]:
153-157 °C(lit.)

[ Molecular Formula ]:
C₉H₆O₃

[ Molecular Weight ]:
162.14200

[ Flash Point ]:
174.7ºC

[ Exact Mass ]:
162.03200

[ PSA ]:
50.44000

[ LogP ]:
1.49860

[ Index of Refraction ]:
1.659

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: GN6797000

CHEMICAL NAME :: Coumarin, 3-hydroxy-

CAS REGISTRY NUMBER :: 939-19-5

BEILSTEIN REFERENCE NO. :: 0128032

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C9-H6-O3

MOLECULAR WEIGHT :: 162.15

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1800 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: MPHEAE Medicina et Pharmacologia Experimentalis. (Basel, Switzerland) V.12-17, 1965-67. For publisher information, see PHMGBN. Volume(issue)/page/year: 17,497,1967

Safety Information

[ Hazard Codes ]:
Xn: Harmful;Xi: Irritant;

[ Risk Phrases ]:
R22

[ Safety Phrases ]:
S22-S24/25

[ WGK Germany ]:
3

[ RTECS ]:
GN6797000

[ HS Code ]:
2932209090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2932209090

[ Summary ]:
2932209090. other lactones. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%