cleomiscosin A
3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-5-methoxy-2,3-dihydropyrano[3,2-h][1,4]benzodioxin-9-one
Identification
| Name | cleomiscosin A |
| IUPAC | 3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-5-methoxy-2,3-dihydropyrano[3,2-h][1,4]benzodioxin-9-one |
| CAS Number | 76948-72-6 |
| FDA UNII | Search |
| Molecular Formula | C20 H18 O8 |
| Molecular Weight | 386.35706000 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 632.70 °C. @ 760.00 mm Hg (est) |
| Flash Point | 443.00 °F. TCC ( 228.50 °C. ) (est) |
| logP (o/w) | 2.161 (est) |
| Soluble in | water, 543.6 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for cleomiscosin A usage levels up to | not for fragrance use. |
| Recommendation for cleomiscosin A flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
3-(4-
hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-5-methoxy-2,3-dihydropyrano[3,2-h][1,4]benzodioxin-9-one
PubMed:
[Chemical constituents from stems of Brucea mollis and their cytotoxic activity].
PubMed:
Chemical constituents of Allophylus longipes.
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PPARγ agonist from Chromolaena odorata.
PubMed:
QSAR, docking and in vitro studies for anti-inflammatory activity of cleomiscosin A methyl ether derivatives.
PubMed:
[Chemical constituents of Datura stramonium seeds].
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Hepatoprotective Effects and Safety Evaluation of Coumarinolignoids Isolated from Cleome viscosa Seeds.
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Chemical constituents from the roots of Xanthium sibiricum.
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In silico exploration of anti-inflammatory activity of natural coumarinolignoids.
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Synthesis and anti-inflammatory activity of derivatives of coumarino-lignoid, cleomiscosin A and its methyl ether.
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High-performance liquid chromatographic method for identification and quantification of three potent liver protective coumarinolignoids-cleomiscosin A, cleomiscosin B and cleomiscosin C-in extracts of Cleome viscosa.
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Saponins and a lignan derivative of Terminalia tropophylla from the Madagascar Dry Forest.
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Study of anti-inflammatory, analgesic and antipyretic activities of seeds of Hyoscyamus niger and isolation of a new coumarinolignan.
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Repenins A-D, four new antioxidative coumarinolignoids from Duranta repens Linn.
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Isolation of antibabesial compounds from Brucea javanica, Curcuma xanthorrhiza, and Excoecaria cochinchinensis.
PubMed:
Identification and quantification of two antihepatotoxic coumarinolignoids cleomiscosin A and cleomiscosin B in the seeds of Cleome viscosa using liquid chromatography-tandem mass spectrometry.
PubMed:
High-performance liquid chromatography and LC-ESI-MS method for the identification and quantification of two biologically active isomeric coumarinolignoids cleomiscosin A and cleomiscosin B in different extracts of Cleome viscosa.
PubMed:
New hepatoprotective coumarinolignoids from Mallotus apelta.
PubMed:
[Chemical constituents from branch of Macaranga adenantha and their TNF-alpha inhibitory activity].
PubMed:
High-performance liquid chromatographic method for identification and quantification of two isomeric coumarinolignoids-cleomiscosin A and cleomiscosin B-in extracts of Cleome viscosa.
PubMed:
Rare biscoumarins and a chlorogenic acid derivative from Erycibe obtusifolia.
PubMed:
Vasorelaxant effects of Acer nikoense extract and isolated coumarinolignans on rat aortic rings.
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Chemical constituents from the roots of Homonoia riparia.
PubMed:
Antioxidant activity of cleomiscosins A and C isolated from Acer okamotoanum.
PubMed:
Isolation of constituents and anti-complement activity from Acer okamotoanum.
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Hyosgerin, a new optically active coumarinolignan, from the seeds of Hyoscyamus niger.
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New macrocyclic lathyrane diterpenes, from Euphorbia lagascae, as inhibitors of multidrug resistance of tumour cells.
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Inhibitory effect of coumarins from Weigela subsessilis on low density lipoprotein oxidation.
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Tyrosinase inhibitors from Rhododendron collettianum and their structure-activity relationship (SAR) studies.
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[Studies on chemical constituents of Stelmatocrypton khasianum (Benth.) H. Bail].
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Coumarins with monoamine oxidase inhibitory activity and antioxidative coumarino-lignans from Hibiscus syriacus.
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Coumarinolignoids of Mallotus apelta.
PubMed:
A lignan and four terpenoids from Brucea javanica that induce differentiation with cultured HL-60 promyelocytic leukemia cells.
PubMed:
Antitumor agents, 65. Brusatol and cleomiscosin-A, antileukemic principles from Brucea javanica.
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Plant anticancer agents XXIX. Cleomiscosin A from Simaba multiflora, Soulamea soulameoides, and Matayba arborescens.
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Plant anticancer agents XXV. Constituents of Soulamea soulameoides.
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Plant anticancer agents. XXIV. Alkaloid constituents of Simaba multiflora.