5-Geranoxy-7-methoxycoumarin | CAS:7380-39-4

5-Geranoxy-7-methoxycoumarin

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Description:

5-Geranoxy-7-methoxycoumarin shows antifungal activity.

Targets:

Antifection

In vitro:

Journal of Agricultural and Food Chemistry, 1992, 40(7):1217-1221.

Preformed and induced antifungal materials of citrus fruits in relation to the enhancement of decay resistance by heat and ultraviolet treatments.[Reference: WebLink]

Two mechanisms of the resistance of citrus fruits against pathogens-preformed and induced antifungal materials-were investigated.
METHODS AND RESULTS:
Flavedo tissue of lemon contains the following preformed antifungal materials: citral, limettin, 5-Geranoxy-7-methoxycoumarin, and isopimpinellin, which act as the first line of defense against pathogens. Exogenous application of citral to Penicillium-inoculated lemon fruit prevented development of decay. Being subjected to fungal challenge and/or abiotic stress, citrus fruits are elicited to produce the phytoalexin scoparone, considered as another line of fruit defense. According to median effective dose (ED50) of the inhibition of germ-tube elongation or percent germination, scoparone had higher fungitoxicity against Penicillium digitatum Sacc. than the preformed antifungal materials. Different citrus species (lemon, orange, grapefruit, lime, kumquat) varied in their capacities to produce scoparone responding to the combined Penicillium inoculation and heat treatment or to UV illumination. UV illumination of lemon fruit reduced its susceptibility to P. digitatum.
CONCLUSIONS:
Expression of this effect was directly related to the level of scoparone in illuminated fruit. UV light and citral application were visibly injurious to the flavedo tissues in high dose.

5-Geranoxy-7-methoxycoumarin Description

Source:	The twigs of Toddalia asiatica
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage:	Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C). Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.

Structure Identification:

Phytochemistry, 1967, 6(4):585–596.

Psoralens and substituted coumarins from expressed oil of lime.[Reference: WebLink]

METHODS AND RESULTS:
Chromatography on silica gel columns isolated ten crystalline solids from expressed West Indian lime (Citrus aurantifolia) oil. Of the eight compounds identified, three were those previously reported by Caldwell and Jones, i.e. 5-Geranoxy-7-methoxycoumarin, 5,7-dimethoxycoumarin and 5,8-dimethoxypsoralen (isopimpinellin). The following new compounds were identified: 5-geranoxypsoralen (bergamottin), 5-γ,γ-dimethylallyloxypsoralen (isoimperatorin), 8-geranoxypsoralen, 8-γ,γ-dimethylallyloxypsoralen (imperatorin); and 5-methoxy-8-γ,γ-dimethylallyloxypsoralen (phellopterin).
CONCLUSIONS:
Two compounds were tentatively identified as 5-geranoxy-8-methoxypsoralen and oxypeucedanin hydrate.

Product Name	5-Geranoxy-7-methoxycoumarin
Price:
CAS No.:	7380-39-4
Catalog No.:	CFN70446
Molecular Formula:	C₂₀H₂₄O₄
Molecular Weight:	328.4 g/mol
Purity:	>=98%
Type of Compound:	Coumarins
Physical Desc.:	Powder
Source:	The twigs of Toddalia asiatica
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS
Similar structural:	Comparison (Web) (SDF)
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Coumarins Compound Library Antifection Inhibitor Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	3.0451 mL	15.2253 mL	30.4507 mL	60.9013 mL	76.1267 mL
5 mM	0.609 mL	3.0451 mL	6.0901 mL	12.1803 mL	15.2253 mL
10 mM	0.3045 mL	1.5225 mL	3.0451 mL	6.0901 mL	7.6127 mL
50 mM	0.0609 mL	0.3045 mL	0.609 mL	1.218 mL	1.5225 mL
100 mM	0.0305 mL	0.1523 mL	0.3045 mL	0.609 mL	0.7613 mL

CFN92630	5-Methoxy-7-hydroxycoumarin	3067-10-5	192.2	C₁₀H₈O₄
CFN97963	Citropten	487-06-9	206.2	C₁₁H₁₀O₄
CFN99003	7-Geranyloxy-5-methoxycoumarin	1432075-68-7	328.4	C₂₀H₂₄O₄
CFN70446	5-Geranoxy-7-methoxycoumarin	7380-39-4	328.4	C₂₀H₂₄O₄
CFN92666	6-Hydroxymethylherniarin	117597-79-2	206.2	C₁₁H₁₀O₄
CFN97325	7-Hydroxycoumarin-6-carboxylic acid	833-52-3	206.2	C₁₀H₆O₅
CFN92511	6-Formyllimetin	88140-31-2	234.2	C₁₂H₁₀O₅