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
• Article Data: 6

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

General Description

Marmin is a bioactive compound extracted from the leaves of the citrus fruit species "Aegle marmelos", also known as Indian Bael. It is classified as a furocoumarin, and structurally, it is composed of a furan ring fused with a coumarin nucleus. This chemical compound is known for its therapeutic properties and has been broadly used in the field of traditional medicine. Marmin exhibits various pharmacological effects including anti-inflammatory, antioxidant, antidiabetic, and anti-cancer activities. Its usage, however, needs to be carefully managed due to its phototoxic effect when exposed to UV light.

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

• 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 7-[(E)-5-((2R,3S)-3-Iodomethyl-3-methyl-oxiranyl)-3-methyl-pent-2-enyloxy]-chromen-2-one 
• 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 
• 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 
• 495-02-3 auraptene 
• 5389-87-7 1-chloro-3,7-dimethylocta-2,6-diene 
• 93-35-6 7-hydroxy-2H-chromen-2-one 
• 142628-36-2 (R)-6-O-(4-geranyloxy-2-hydroxy)cinnamoylmarmin 
• 21499-17-2 Epoxyaurapten 
• 43119-82-0 (E)-3-(5-chloro-3-methylpent-3-en-1-yl)-2,2-dimethyloxirane 

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.

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

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.