Sappanone A

Product Name: Sappanone A
CAS No.: 102067-84-5
Chemical Name: Sappanone A
Synonyms: Sappanone A;3-(3,4-Dihydroxybenzylidene)-7-hydroxychroman-4-one;(E)-7-hydroxy-3-[(3,4-dihydroxyphenyl)methylene]-chroman-4-one;3-[(3,4-Dihydroxyphenyl)methylene]-2,3-dihydro-7-hydroxy-4H-1-benzopyran-4-one;4H-1-Benzopyran-4-one, 3-[(3,4-dihydroxyphenyl)methylene]-2,3-dihydro-7-hydroxy-
CBNumber: CB63037515
Molecular Formula: C16H12O5
Formula Weight: 284.26
MOL File: 102067-84-5.mol

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Sappanone A Property

Boiling point:: 605.5±55.0 °C(Predicted)
Density: 1.521±0.06 g/cm3(Predicted)
solubility: DMF: 20 mg/ml; DMSO: 15 mg/ml; Ethanol: 5 mg/ml; PBS (pH 7.2): 0.25 mg/ml
form: A solid
pka: 7.20±0.20(Predicted)
color: Light yellow to yellow
InChI: InChI=1S/C16H12O5/c17-11-2-3-12-15(7-11)21-8-10(16(12)20)5-9-1-4-13(18)14(19)6-9/h1-7,17-19H,8H2
InChIKey: KVYZXXBTJHJISR-UHFFFAOYSA-N
SMILES: C1OC2=CC(O)=CC=C2C(=O)C1=CC1=CC=C(O)C(O)=C1

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 23205
Product name: Sappanone A
Purity: ≥98%
Packaging: 1mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 23205
Product name: Sappanone A
Purity: ≥98%
Packaging: 5mg
Price: $134
Updated: 2024/03/01

Cayman Chemical

Product number: 23205
Product name: Sappanone A
Purity: ≥98%
Packaging: 10mg
Price: $252
Updated: 2024/03/01

Cayman Chemical

Product number: 23205
Product name: Sappanone A
Purity: ≥98%
Packaging: 25mg
Price: $550
Updated: 2024/03/01

Cayman Chemical

Product number: 23205
Product name: SappanoneA
Purity: ≥98%
Packaging: 50mg
Price: $792
Updated: 2021/12/16

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Sappanone A Chemical Properties,Usage,Production

Description

Sappanone A is a homoisoflavonoid with diverse biological activities that has been isolated from the aerial parts of C. pulcherrima, the heartwood of C. sappan, and the stems of H. campechianum. In vitro, sappanone A inhibits 76.2, 59.2, 37.4, and 35.4% of FGFR1, KDR, c-Met, and c-Kit kinase activity, respectively, when used at a concentration of 10 μM. It also inhibits influenza viral neuraminidase (NA) with IC₅₀ values of 0.7, 1.1, and 1 μM for H1N1, H3N2, and H9N2 influenza viral NAs, respectively. Sappanone A has antibacterial activity against Gram-positive B. subtilis, B. sphaericus, and S. aureus as well as Gram-negative K. aerogenes and C. violaceum. It also inhibits the growth of A. niger and C. albicans fungi. Sapannone A inhibits LPS-induced inflammatory responses in vitro and in vivo, reducing nitric oxide (NO), interleukin-6 (IL-6), and prostaglandin E₂ (PGE₂; ) production in RAW264.7 cells as well as LPS-induced mortality in mice. It also attenuates airway inflammation and mucus hypersecretion via activation of the Nrf2 signaling pathway in a mouse model of ovalbumin-induced asthma.

Uses

Sappanone A is a natural product flavonoid with some antioxidant properties that can be isolated from C. sappan.

Biological Activity

Sappanone A is a homoisoflavanone which exhibits anti-inflammatory effects via modulation of Nrf2 and NF-κB. Sappanone can attenuate allergic airway inflammation in Ovalbumin-induced asthma.

References

[1] LI-GEN LIN. Naturally Occurring Homoisoflavonoids Function as Potent Protein Tyrosine Kinase Inhibitors by c-Src-Based High-Throughput Screening[J]. Journal of Medicinal Chemistry, 2008, 51 15: 4419-4429. DOI: 10.1021/jm701501x
[2] HYUNG JAE JEONG. Homoisoflavonoids from Caesalpinia sappan displaying viral neuraminidases inhibition.[J]. Biological & pharmaceutical bulletin, 2012, 35 5: 786-790. DOI: 10.1248/bpb.35.786
[3] BISWANATH DAS. Isolation, synthesis, and bioactivity of homoisoflavonoids from Caesalpinia pulcherrima.[J]. Chemical & pharmaceutical bulletin, 2009, 57 10: 1139-1141. DOI: 10.1248/cpb.57.1139
[4] SUHYUN LEE . Sappanone A exhibits anti-inflammatory effects via modulation of Nrf2 and NF-κB[J]. International immunopharmacology, 2015, 28 1: Pages 328-336. DOI: 10.1016/j.intimp.2015.06.015
[5] XUESHIBOJIE LIU Tiejun W Duo Yu. Sappanone A Attenuates Allergic Airway Inflammation in Ovalbumin-Induced Asthma.[J]. International Archives of Allergy and Immunology, 2016, 170 3: 180-186. DOI: 10.1159/000448331

Sappanone A Preparation Products And Raw materials

Raw materials

Preparation Products

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Sappanone A Suppliers

China 69 United States 6 Global 75

Chengdu Senior Pharma Technology Co.Ltd.

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102067-84-5, Sappanone ARelated Search:

Triptolide

Sappanone A

3-[(3,4-Dihydroxyphenyl)methylene]-2,3-dihydro-7-hydroxy-4H-1-benzopyran-4-one

(E)-7-hydroxy-3-[(3,4-dihydroxyphenyl)methylene]-chroman-4-one

3-(3,4-Dihydroxybenzylidene)-7-hydroxychroman-4-one

4H-1-Benzopyran-4-one, 3-[(3,4-dihydroxyphenyl)methylene]-2,3-dihydro-7-hydroxy-

102067-84-5