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92-61-5

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92-61-5 Usage

Chemical Properties

Crystalline Solid

Uses

Different sources of media describe the Uses of 92-61-5 differently. You can refer to the following data:
1. Scopoletin can be used for cosmetics, topical formulations, and foods.
2. Scopoletin is the aglucone of Scopolin. Used for cosmetics, topical formulations, and foods. Dyes and metabolites.

Definition

ChEBI: A hydroxycoumarin that is umbelliferone bearing a methoxy substituent at position 6.

Synthesis Reference(s)

The Journal of Organic Chemistry, 27, p. 3083, 1962 DOI: 10.1021/jo01056a023

General Description

Scopoletin is a coumarin compound and pharmacologically active chemical that is found in various plant species.

Biochem/physiol Actions

Scopoletin significantly increases activity of lipoprotein lipase in adipocytes by promoting transcription of the LPL gene. It also partially reverses inhibition of LPL by TNF-α.

Purification Methods

Crystallise it from water, acetic acid or *C6H6/MeOH. It is dimorphic with a second m at 193-195o. It sublimes at 120-130o/12mm. [Beilstein 18 H 99, 18 I 348, 18 II 68, 18 III/IV 1323, 18/3 V 203.]

Check Digit Verification of cas no

The CAS Registry Mumber 92-61-5 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 2 respectively; the second part has 2 digits, 6 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 92-61:
(4*9)+(3*2)+(2*6)+(1*1)=55
55 % 10 = 5
So 92-61-5 is a valid CAS Registry Number.
InChI:InChI=1/C10H8O4/c1-13-9-4-6-2-3-10(12)14-8(6)5-7(9)11/h2-5,11H,1H3

92-61-5 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (S0367)  Scopoletin  >98.0%(HPLC)(T)

  • 92-61-5

  • 100mg

  • 1,160.00CNY

  • Detail
  • TCI America

  • (S0367)  Scopoletin  >98.0%(HPLC)(T)

  • 92-61-5

  • 1g

  • 6,500.00CNY

  • Detail
  • Sigma-Aldrich

  • (38332)  Scopoletin  analytical standard

  • 92-61-5

  • 38332-10MG

  • 1,100.97CNY

  • Detail
  • USP

  • (1610090)  Scopoletin  United States Pharmacopeia (USP) Reference Standard

  • 92-61-5

  • 1610090-20MG

  • 4,662.45CNY

  • Detail

92-61-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name scopoletin

1.2 Other means of identification

Product number -
Other names 7-hydroxy-6-methoxychromen-2-one

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:92-61-5 SDS

92-61-5Relevant articles and documents

-

Braymer et al.

, p. 163 (1960)

-

Coumarins from Astragalus asper

Guzhva

, p. 767 - 768 (2008)

-

COUMARIN COMPOSITION OF Haplophyllum bungei

Abyshev, A. Z.,Gashimov, N. F.

, p. 615 - 616 (1982)

-

A COUMARIN GLUCOSIDE FROM XEROMPHIS OBOVATA

Sibanda, S.,Ndengu, B.,Multari, G.,Pompi, V.,Galeffi, C.

, p. 1550 - 1552 (1989)

From root bark of Xeromphis obovata three coumarins have been isolated: scopoletin, its 7-β-D-glucopyranoside (scopolin) and the new β-D-apiosyl-(1" -> 6)-β-D-glucopyranoside of scopoletin, named xeroboside.Also two iridoids, deacetylasperulosidic acid methyl ester and gardenoside, have been isolated and identified as the corresponding acetyl derivetives. Key Word Index-Xeromphis obovata; Rubiaceae; coumarins; iridoids; xeroboside.

COUMARINS OF Ptarmica bisserata

Davidyats, E. S.

, p. 233 (1982)

-

Novel NO-releasing scopoletin derivatives induce cell death via mitochondrial apoptosis pathway and cell cycle arrest

Chen, Cheng,Chen, Li,Lei, Zhichao,Li, Na,Shi, Zhixian,Sun, Jianbo,Wang, Yujin

, (2020/05/19)

A series of phenylsulfonyfuroxan-based NO-releasing scopoletin derivatives were designed and synthesized in the study. All target compounds showed significantly improved antiproliferative activity against four cancer cell lines (MDA-MB-231, MCF-7, HepG2 and A459) and lower cytotoxicity toward normal liver LO2 cells. Derivative 47 concentration-dependently inhibited the colony formation of MDA-MB-231 cells. NO-releasing assessment indicated that the intracellular NO level was almost positively correlated with the antiproliferative ability. Compound 47, which released the highest amounts of NO, showed the best potency (IC50 = 1.23 μM) against MDA-MB-231 cells. Mechanism research revealed for the first time that 47 blocked the proliferation of MDA-MB-231 cells by activating mitochondrial apoptosis pathway and arresting cell cycle at G2/M phase. Taken together, as a novel scopoletin derivative, 47 exhibited excellent inhibitory effects against malignant cancer cells and lower toxicity on normal cells. Thus, an in-depth evaluation of 47 to explore its complete therapeutic potential for cancer treatment is warranted.

Escoparone chemical whole synthetic method

-

, (2019/05/15)

The invention discloses escoparone chemical whole synthetic method, which belongs to the technical field of chemical synthesis, escoparone chemical full-synthetic method is 2, 4, 5 - trimethoxybenzaldehyde de-methyl generating 4 - dihydroxy - 5 - methoxybenzaldehyde; 4 - dihydroxy - 5 - methoxy benzaldehyde with malonic acid to generate the cyclization reaction to produce the 3 - carboxyl scopolamine lactone; 3 - carboxyl scopolamine lactone by microwave auxiliary decarboxylative generating scopolamine lactone; scopolamine lactone by methylation get escoparone, aims to solve the low efficiency of the plant extract, the disadvantage of low yield and the synthetic yield is low, high cost, is not suitable for the industrial application of the shortcomings.

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