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85042-77-9

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  • (1)BENZOPYRANO[3,4-B]FURO[2,3-H](1)BENZOPYRAN-6(6AH)-ONE,1,2,12,12A-T ETRAHYDRO-6A-HYDROXY-2-(1-HYDROXY-ISOPROPYL)-8,9-DIMETHOXY-,(2R-( 2A,6AA,12AA))-

    Cas No: 85042-77-9

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85042-77-9 Usage

Description

(1)Benzopyrano(3,4-b)furo(2,3-h)(1)benzopyran-6(6aH)-one, 1,2,12,12a-tetrahydro-6a-hydroxy-2-(1-hydroxy-1-methylethyl)-8,9-dimethoxy-, (2R-(2alpha,6aalpha,12aalpha))is a complex benzopyran derivative with a unique structure. It features a hydroxy function at the 6a position and methoxy groups at the 8 and 9 positions, along with a 2-(1-hydroxy-1-methylethyl) substituent. Classified as a furobenzopyranone, this compound has a stereochemistry of (2R-(2alpha,6aalpha,12aalpha)). Its distinctive structure and properties suggest potential applications in pharmaceutical or agricultural fields, where its biological or chemical activities could be harnessed for various purposes.

Uses

Used in Pharmaceutical Applications:
(1)Benzopyrano(3,4-b)furo(2,3-h)(1)benzopyran-6(6aH)-one, 1,2,12,12a-tetrahydro-6a-hydroxy-2-(1-hydroxy-1-methylethyl)-8,9-dimethoxy-, (2R-(2alpha,6aalpha,12aalpha))is used as a pharmaceutical agent for its potential biological activities. Its unique structure may impart useful properties that can be exploited in the development of new drugs or therapies.
Used in Agricultural Applications:
In the agricultural industry, (1)Benzopyrano(3,4-b)furo(2,3-h)(1)benzopyran-6(6aH)-one, 1,2,12,12a-tetrahydro-6a-hydroxy-2-(1-hydroxy-1-methylethyl)-8,9-dimethoxy-, (2R-(2alpha,6aalpha,12aalpha))is used for its potential chemical activities. Its distinctive structure could be utilized in the creation of new agrochemicals or as a component in pest control strategies.

Check Digit Verification of cas no

The CAS Registry Mumber 85042-77-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,5,0,4 and 2 respectively; the second part has 2 digits, 7 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 85042-77:
(7*8)+(6*5)+(5*0)+(4*4)+(3*2)+(2*7)+(1*7)=129
129 % 10 = 9
So 85042-77-9 is a valid CAS Registry Number.
InChI:InChI=1/C23H24O8/c1-22(2,25)18-7-12-14(30-18)6-5-11-20(12)31-19-10-29-15-9-17(28-4)16(27-3)8-13(15)23(19,26)21(11)24/h5-6,8-9,18-19,25-26H,7,10H2,1-4H3/t18-,19-,23-/m1/s1

85042-77-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name (1)Benzopyrano(3,4-b)furo(2,3-h)(1)benzopyran-6(6aH)-one, 1,2,12,12a-t etrahydro-6a-hydroxy-2-(1-hydroxy-1-methylethyl)-8,9-dimethoxy-, (2R-( 2alpha,6aalpha,12aalpha))-

1.2 Other means of identification

Product number -
Other names 1',2'-dihydro-2',6-dihydroxyrotenone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:85042-77-9 SDS

85042-77-9Downstream Products

85042-77-9Relevant articles and documents

Hydroxylated Rotenoids Selectively Inhibit the Proliferation of Prostate Cancer Cells

Russell, David A.,Bridges, Hannah R.,Serreli, Riccardo,Kidd, Sarah L.,Mateu, Natalia,Osberger, Thomas J.,Sore, Hannah F.,Hirst, Judy,Spring, David R.

, p. 1829 - 1845 (2020)

Prostate cancer is one of the leading causes of cancer-related death in men. The identification of new therapeutics to selectively target prostate cancer cells is therefore vital. Recently, the rotenoids rotenone (1) and deguelin (2) were reported to selectively kill prostate cancer cells, and the inhibition of mitochondrial complex I was established as essential to their mechanism of action. However, these hydrophobic rotenoids readily cross the blood-brain barrier and induce symptoms characteristic of Parkinson's disease in animals. Since hydroxylated derivatives of 1 and 2 are more hydrophilic and less likely to readily cross the blood-brain barrier, 29 natural and unnatural hydroxylated derivatives of 1 and 2 were synthesized for evaluation. The inhibitory potency (IC50) of each derivative against complex I was measured, and its hydrophobicity (Slog10P) predicted. Amorphigenin (3), dalpanol (4), dihydroamorphigenin (5), and amorphigenol (6) were selected and evaluated in cell-based assays using C4-2 and C4-2B prostate cancer cells alongside control PNT2 prostate cells. These rotenoids inhibit complex I in cells, decrease oxygen consumption, and selectively inhibit the proliferation of prostate cancer cells, leaving control cells unaffected. The greatest selectivity and antiproliferative effects were observed with 3 and 5. The data highlight these molecules as promising therapeutic candidates for further evaluation in prostate cancer models.

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