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5,7-dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)-6-methoxy-chromen-4-one, also known as Jaceosidin, is a trihydroxyflavone derived from flavone with hydroxy groups at positions 5, 7, and 4', and methoxy groups at positions 3' and 6. It is isolated from Salvia tomentosa and Artemisia asiatica and is known for its anti-allergic, anti-inflammatory, and apoptosis-inducing activities.

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  • 18085-97-7 Structure
  • Basic information

    1. Product Name: 5,7-dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)-6-methoxy-chromen-4-one
    2. Synonyms: 5,7-dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)-6-methoxy-chromen-4-one;3',6-Dimethoxy-4',5,7-trihydroxyflavone;5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxy-4H-1-benzopyran-4-one;6-Hydroxyluteolin 3',6-dimethyl ether;Jacesiolin;4',5,7-Trihydroxy-3',6-dimethoxyflavone;4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxy-;5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxy-4H-chromen-4-one
    3. CAS NO:18085-97-7
    4. Molecular Formula: C17H14O7
    5. Molecular Weight: 330.29
    6. EINECS: N/A
    7. Product Categories: chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
    8. Mol File: 18085-97-7.mol
  • Chemical Properties

    1. Melting Point: 259-260 °C
    2. Boiling Point: 619 °C at 760 mmHg
    3. Flash Point: 232 °C
    4. Appearance: /
    5. Density: 1.483 g/cm3
    6. Vapor Pressure: 6.48E-16mmHg at 25°C
    7. Refractive Index: 1.67
    8. Storage Temp.: 2-8°C(protect from light)
    9. Solubility: DMSO (Slightly), Methanol (Slightly, Sonicated), Pyridine (Slightly)
    10. PKA: 6.47±0.40(Predicted)
    11. Stability: Hygroscopic
    12. CAS DataBase Reference: 5,7-dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)-6-methoxy-chromen-4-one(CAS DataBase Reference)
    13. NIST Chemistry Reference: 5,7-dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)-6-methoxy-chromen-4-one(18085-97-7)
    14. EPA Substance Registry System: 5,7-dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)-6-methoxy-chromen-4-one(18085-97-7)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 18085-97-7(Hazardous Substances Data)

18085-97-7 Usage

Uses

Used in Pharmaceutical Applications:
5,7-dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)-6-methoxy-chromen-4-one is used as a pharmaceutical agent for its anti-allergic, anti-inflammatory, and apoptosis-inducing properties. Its ability to modulate various biological pathways makes it a promising candidate for the development of new drugs targeting various diseases and conditions.
Used in Anti-allergic Applications:
In the field of allergy treatment, 5,7-dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)-6-methoxy-chromen-4-one is used as an anti-allergic agent to help alleviate symptoms and reduce the body's allergic response.
Used in Anti-inflammatory Applications:
5,7-dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)-6-methoxy-chromen-4-one is used as an anti-inflammatory agent, targeting the reduction of inflammation in various conditions such as arthritis, asthma, and other inflammatory diseases.
Used in Apoptosis-inducing Applications:
In cancer research and treatment, 5,7-dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)-6-methoxy-chromen-4-one is used as an apoptosis-inducing agent to promote the programmed cell death of cancer cells, potentially leading to the development of novel cancer therapies.
Used in Nutraceutical Applications:
5,7-dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)-6-methoxy-chromen-4-one can be used in the nutraceutical industry as a natural compound with potential health benefits, including anti-allergic, anti-inflammatory, and apoptosis-inducing properties, which can be incorporated into dietary supplements and functional foods.

Check Digit Verification of cas no

The CAS Registry Mumber 18085-97-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,0,8 and 5 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 18085-97:
(7*1)+(6*8)+(5*0)+(4*8)+(3*5)+(2*9)+(1*7)=127
127 % 10 = 7
So 18085-97-7 is a valid CAS Registry Number.
InChI:InChI=1/C17H14O7/c1-22-13-5-8(3-4-9(13)18)12-6-10(19)15-14(24-12)7-11(20)17(23-2)16(15)21/h3-7,18,20-21H,1-2H3

18085-97-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name jaceosidin

1.2 Other means of identification

Product number -
Other names 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxychromen-4-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:18085-97-7 SDS

18085-97-7Relevant articles and documents

New Flavonoids from Artemisia frigida

Olennikov

, (2020)

New flavonoids were isolated from the aerial part of Artemisia frigida Willd. (Asteraceae). Their structures were elucidated using UV, IR, and NMR spectroscopy and mass spectrometry as chrysoeriol-7-O-(2′′-Oacetyl)-β-D-glucopyranoside (2′′-O-acetylthermop

5, 7-dihydroxy-6-production of polymethoxyflavones

-

, (2018/11/22)

PROBLEM TO BE SOLVED: To provide an efficient production method of 5,7-dihydroxy-6-methoxyflavones in a short step. SOLUTION: The production method of 5,7-dihydroxy-6-methoxyflavones includes a step of demethylating 5,6,7-trimethoxy-8-acylflavones expressed by general formula (II). In the formula, n represents an integer of 0 to 5; R2represents a hydroxyl group or the like and when n is 2 or more, a plurality of R2may be the same or different from each other; and R3represents a 1-4C straight-chain or branched alkyl group or the like. COPYRIGHT: (C)2012,JPOandINPIT

Oroxylin A analogs exhibited strong inhibitory activities against iNOS-mediated nitric oxide (NO) production

Pham, Tuan-Ahn. N.,Che, Haiyan,Phan, Phuong-Thuy T.,Lee, Jae-Won,Kim, Sung-Soo,Park, Haeil

, p. 2534 - 2535 (2012/05/05)

A number of oroxylin A analogs were prepared and evaluated for their inhibitory activities against iNOS-mediated nitric oxide (NO) production from LPS-stimulated BV2 cells. The analogs were synthesized from purchased 2′-hydroxy-4,5,6-trimethoxyacetophenone and aldehydes in 3 steps. Among the tested compounds, several analogs (3b, 3c, 3d, 3f) exhibited strong inhibitory activities. Especially, the analog with 4-nitrophenyl group (3b) showed stronger inhibitory activity (IC50 = 4.73 μM) than that of wogonin (IC50 = 7.80 μM).

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