480-33-1 Usage
Description
(3R)-8-hydroxy-3-methyl-isochroman-1-one is a dihydroisocoumarin compound with a chiral center at the 3rd carbon, which gives it the (3R) configuration. It is characterized by a hydroxyl group at the 8th position and a methyl group at the 3rd position. (3R)-8-hydroxy-3-methyl-isochroman-1-one exhibits a range of biological activities, making it a potential candidate for various applications in the pharmaceutical and chemical industries.
Uses
Used in Pharmaceutical Industry:
(3R)-8-hydroxy-3-methyl-isochroman-1-one is used as a pharmaceutical compound for its diverse biological activities. It is known for its antibacterial, antimalarial, antifungal, and anticancer effects, making it a promising candidate for the development of new drugs targeting various diseases and conditions.
Used in Anticancer Applications:
In the field of oncology, (3R)-8-hydroxy-3-methyl-isochroman-1-one is used as an anticancer agent. It has been shown to inhibit the proliferation of various human cancer cell lines, including breast cancer (MCF-7 and MDA-MB-468) and melanoma (SK-MEL-28 and Malme-3M), with IC50 values greater than 200 μM. This suggests that the compound has potential therapeutic applications in the treatment of cancer.
Used in Drug Delivery Systems:
To enhance the bioavailability and therapeutic outcomes of (3R)-8-hydroxy-3-methyl-isochroman-1-one, it can be incorporated into drug delivery systems. These systems, which may include organic and metallic nanoparticles, can improve the compound's delivery to target cells and tissues, potentially increasing its efficacy and reducing side effects.
Check Digit Verification of cas no
The CAS Registry Mumber 480-33-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,8 and 0 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 480-33:
(5*4)+(4*8)+(3*0)+(2*3)+(1*3)=61
61 % 10 = 1
So 480-33-1 is a valid CAS Registry Number.
InChI:InChI=1/C10H10O3/c1-6-5-7-3-2-4-8(11)9(7)10(12)13-6/h2-4,6,11H,5H2,1H3/t6-/m1/s1
480-33-1Relevant articles and documents
Isocoumarin derivative as well as preparation method and medical application thereof
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Paragraph 0249-0253; 0262-0265, (2020/03/17)
The invention belongs to the technical field of chemical medicines, and relates to an isocoumarin compound of general formula (I) and a preparation method and medical application, of the isocoumarin compound in preparation of medicines for treating and mo
Ruthenium-NHC-Diamine Catalyzed Enantioselective Hydrogenation of Isocoumarins
Li, Wei,Wiesenfeldt, Mario P.,Glorius, Frank
, p. 2585 - 2588 (2017/03/08)
A novel and practical chiral ruthenium-NHC-diamine system is disclosed for the enantioselective hydrogenation of isocoumarins, which provides a new concept to apply (chiral) NHC ligands in asymmetric catalysis. A variety of optically active 3-substituted 3,4-dihydroisocoumarins were obtained in excellent enantioselectivities (up to 99% ee). Moreover, this methodology was utilized in the synthesis of O-methylmellein, mellein, and ochratoxin A.
Synthesis of (R)-mellein by a partially reducing iterative polyketide synthase
Sun, Huihua,Ho, Chun Loong,Ding, Feiqing,Soehano, Ishin,Liu, Xue-Wei,Liang, Zhao-Xun
supporting information; experimental part, p. 11924 - 11927 (2012/09/08)
Mellein and the related 3,4-dihydroisocoumarins are a family of natural products with interesting biological properties. The mechanisms of dihydroisocoumarin biosynthesis remain largely speculative today. Here we report the synthesis of mellein by a partially reducing iterative polyketide synthase (PR-PKS) as a pentaketide product. Remarkably, despite the head-to-tail homology shared with several fungal and bacterial PR-PKSs, the mellein synthase exhibits a distinct keto reduction pattern in the synthesis of the pentaketide. We present evidence to show that the ketoreductase (KR) domain alone is able to recognize and differentiate the polyketide intermediates, which provides a mechanistic explanation for the programmed keto reduction in these PR-PKSs.