14957-38-1

Basic information

• Product Name: marmin
• Synonyms: (R)-(+)-Marmin;7-[[(6R,2E)-6,7-Dihydroxy-3,7-dimethyl-2-octenyl]oxy]-2H-1-benzopyran-2-one;7-[[(2E,6R)-6,7-Dihydroxy-3,7-dimethyl-2-octen-1-yl]oxy]-2H-1-benzopyran-2-one
• CAS NO: 14957-38-1
• Molecular Formula: C₁₉H₂₄O₅
• Molecular Weight: 332.39
• Mol File: 14957-38-1.mol

Chemical Properties

• Melting Point: 123-124 °C
• Boiling Point: 531.9°Cat760mmHg
• Flash Point: 188.8°C
• Appearance: /
• Density: 1.193g/cm³
• Vapor Pressure: 3.81E-12mmHg at 25°C
• Refractive Index: 1.567
• PKA: 14.65±0.29(Predicted)
• CAS DataBase Reference: marmin(CAS DataBase Reference)
• NIST Chemistry Reference: marmin(14957-38-1)
• EPA Substance Registry System: marmin(14957-38-1)

Safety Data

• Hazardous Substances Data: 14957-38-1(Hazardous Substances Data)

Usage

Uses

Used in Traditional Medicine:
Marmin is used as a therapeutic agent for its anti-inflammatory, antioxidant, antidiabetic, and anti-cancer properties, contributing to the treatment and management of various health conditions.
Used in Pharmaceutical Industry:
Marmin is used as a potential drug candidate for the development of new medications, particularly in the areas of inflammation, oxidative stress, diabetes, and cancer treatment, due to its demonstrated pharmacological effects.
Used in Cosmetic Industry:
Marmin is used as an ingredient in cosmetic products for its anti-inflammatory and antioxidant properties, which can help in skin protection and rejuvenation.
Used in Food Industry:
Marmin is used as a natural additive in food products for its health-promoting benefits, such as its antioxidant and antidiabetic effects, enhancing the nutritional value of the products.

InChI:InChI=1/C19H24O5/c1-13(4-8-17(20)19(2,3)22)10-11-23-15-7-5-14-6-9-18(21)24-16(14)12-15/h5-7,9-10,12,17,20,22H,4,8,11H2,1-3H3/b13-10+/t17-/m1/s1

Upstream product

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• 36414-00-3 (E)-7-<<5-(3,3-dimethyloxiranyl)-3-methyl-2-pentenyl>oxy>-2H-1-benzopyran-2-one 
• 115028-75-6 (+)-(6'R,7'R,2'E)-epoxy-6',7' dimethyl-3',7' acetoxy-8' octene-2' oxy-7' coumarine 
• 115028-74-5 (-)-(6'R,7'R,2'E)-epoxy-6',7' dimethyl-3',7' octene-2' iodo-8' oxy-7 coumarine 
• 115028-73-4 (+)-(6'R,7'R,2'E)-epoxy-6',7' dimethyl-3',7' octene-2' tosyle-8' oxy-7 coumarine 
• 5389-87-7 1-chloro-3,7-dimethylocta-2,6-diene 
• 43119-82-0 (E)-3-(5-chloro-3-methylpent-3-en-1-yl)-2,2-dimethyloxirane 
• 93-35-6 7-hydroxy-2H-chromen-2-one 
• 115028-74-5 7-[(E)-5-((2R,3S)-3-Iodomethyl-3-methyl-oxiranyl)-3-methyl-pent-2-enyloxy]-chromen-2-one 
• 115028-72-3 (+)-(6'R,7'R,2'E)-epoxy-6',7' hydroxy-8' dimethyl-3',7' octene-2' oxy-7 coumarine 
• 108354-46-7 (8'-hydroxy-3',7'-dimethyl-2',6'-octadienyl)-7-oxy-cooumarin 

Related news

Relaxation effect of marmin (cas 14957-38-1) on guinea pig tracheal smooth muscle via NO-independent mechanisms07/17/2019

ObjectiveTo investigate the relaxation mechanims of marmin on epithelium of guinea pig isolated trachea smooth muscle (TSM).detailed

Relevant articles and documents

Chemo-enzymatic enantio-convergent asymmetric synthesis of (R)-(+)-Marmin

Asymmetric biohydrolysis of trisubstituted terpenoid oxiranes (rac-1a-rac-3a) was accomplished by employing the epoxide hydrolase activity Rhodococcus and Streptomyces spp. Depending on the biocatalyst, the biohydrolysis proceeded in an enantio-convergent fashion and gave the corresponding vic-diols in up to 97% ee at conversions beyond the 50%-threshold. In order to avoid a depletion of the ee of product by further oxidative metabolism, bioconversions had to be conducted in an inert atmosphere with exclusion of molecular oxygen. The synthetic applicability of this method was demonstrated by the asymmetric total synthesis of the monoterpenoid coumarin (R)-(+)-Marmin in 95% ee.

Two New 7-Geranyloxycoumarins from the Bark of Aegle Marmelos, an Indonesian Medicinal Plant

Two new 7-geranyloxycoumarins, chloromarmin and aeglin, were isolated from the bark of Aegle marmelos, and their structures were assigned to be 7-(7-chloro-6R-hydroxy-3,7-dimethyl-2-octenyloxy)coumarin (1) and 7-coumarin (2), respectively.

7-HYDROXYCOUMARIN DERIVATIVES FROM THE JUICE OIL OF CITRUS HASSAKU

Three new 7-hydroxycoumarin derivatives have been isolated from the juice oil of whole fruits of Citrus hassaku, and their structures determined to be 7-(6R-hydroxy-3,7-dimethyl-2E,7-octadienyloxy)coumarin, (+/-)-7-hydroxy-6-linalylcoumarin and (R)-6-O-(4

Microbiological transformations. 21. An expedient route to both enantiomers of marmin and epoxyauraptens via microbiological dihydroxylation of 7-geranyloxycoumarin

The expedient synthesis of either enantiomers of Marmin or Epoxyauraptens of high enantiomeric purity is described. This was achieved via a stereospecific dihydroxylation of the remote double bond of a geraniol derivative using the fungus Aspergillus niger.

SYNTHESES EN SERIE RACEMIQUE ET EN SERIE OPTIQUEMENT ACTIVE D'UNE FAMILLE DE DERIVES OXYGENES NATURELS DE L'OMBELLIFERONE. STRUCTURE SPATIALE DU (-)EPOXY-3',6' AURAPTENE.

3',6'-Epoxyaurapten and marmin were synthesized by a stereocontrolled way in racemic then in optically active forms from a chiral precursors.The synthetic strategy is of biomimetic type.The reaction sequence involved a Sharpless asymmetric epoxydation as the key-step to induce chirality.E nantiomeric conversion gave rise to the opposite unnatural serie.The structural dimensions of (-)3'6'-epoxyaurapten have been ascertained by means of X-ray cristallography.This route allows the preparation of related molecules.

SYNTHESES DE LA (+)-MARMINE, DES (+)-EPOXY-6',7'- ET (-)-EPOXY-3',6'-AURAPTENES ET DES RACEMIQUES CORRESPONDANTS

The title compounds were prepared by short enantioselective syntheses from 7-geranyloxycoumarin.The key step to induce optical activity was a SHARPLESS epoxidation.Conditions of electrophilic cyclization were found to obtain good yields.This approach allowed also to obtain the glycol (+)-marmin.