Maraniol

Names

[ CAS No. ]:
87-05-8

[ Name ]:
Maraniol

[Synonym ]:
Maraniol
7-ethoxy-4-methylchromen-2-one
2H-1-Benzopyran-2-one, 7-ethoxy-4-methyl-
7-Ethoxy-4-methyl-2H-chromen-2-one
EINECS 201-721-5
MFCD00016971

Biological Activity

[Description]:

7-Ethoxy-4-methylcoumarin is a coumarin derivative and can be used as a substrate probe of mammalian cytochromes P450 1A1, 2B4 and 2B6[1][2].

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> Cytochrome P450

Research Areas >> Others

[Target]

CYP1A1

CYP2B6

CYP2B4

[References]

[1]. Kuhn UD, et al. Induction of cytochrome P450 1A1 in rat liver slices by 7-ethoxycoumarin and 4-methyl-7-ethoxycoumarin. Exp Toxicol Pathol. 1998 Sep;50(4-6):491-6.

[2]. Liu J, et al. Coumarin Derivatives as Substrate Probes of Mammalian Cytochromes P450 2B4 and 2B6: Assessing the Importance of 7-Alkoxy Chain Length, Halogen Substitution, and Non-Active Site Mutations. Biochemistry. 2016 Apr 5;55(13):1997-2007.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
351.4±37.0 °C at 760 mmHg

[ Melting Point ]:
114-116 °C(lit.)

[ Molecular Formula ]:
C₁₂H₁₂O₃

[ Molecular Weight ]:
204.222

[ Flash Point ]:
146.2±21.1 °C

[ Exact Mass ]:
204.078644

[ PSA ]:
39.44000

[ LogP ]:
2.90

[ Vapour Pressure ]:
0.0±0.8 mmHg at 25°C

[ Index of Refraction ]:
1.548

[ Water Solubility ]:
DMF: soluble

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi: Irritant;

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ 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%

Articles

CYP2A6: genetics, structure, regulation, and function.

Drug Metabol. Drug Interact. 27 , 73-88, (2012)

The human CYP2A gene subfamily consists of three members, CYP2A6, CYP2A7, and CYP2A13. The CYP2A6 gene is highly polymorphic with approximately 40 annotated allelic variants. Individuals homozygous fo...

Approach to detect substrates suitable to measure the coumarin 7-hydroxylase (Cyp 2a-5)-structure-activity relationships.

Arch. Pharm. (Weinheim) 327 , 299-302, (1994)

Besides coumarin, which up to now has remained the most selective substrate for the coumarin 7-hydroxylase (Coh), 7-ethoxycoumarin, quinoline, 4-methylcoumarin, 7-ethoxy-4-methylcoumarin, 7-ethoxy-4-e...

7-Aminocoumarins are substrates of cytochrome P450-isozymes.

Arch. Pharm. (Weinheim) 331 , 143-148, (1998)

N-Alkyl-7-aminocoumarins are dealkylated by murine cytochrome P450. There are differences between the N-dealkylation of secondary and tertiary amines. 7-Ethylamino-4-methylcoumarin is deethylated by i...