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855-96-9 | 5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl);-6,7-dimethoxy-4H-chromen-4-one
CAS No: 855-96-9 Catalog No: AG003MSC MDL No:MFCD00016929
Product Description
Catalog Number:
AG003MSC
Chemical Name:
5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl);-6,7-dimethoxy-4H-chromen-4-one
CAS Number:
855-96-9
Molecular Formula:
C18H16O7
Molecular Weight:
344.3154
MDL Number:
MFCD00016929
IUPAC Name:
5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7-dimethoxychromen-4-one
InChI:
InChI=1S/C18H16O7/c1-22-12-5-4-9(6-10(12)19)13-7-11(20)16-14(25-13)8-15(23-2)18(24-3)17(16)21/h4-8,19,21H,1-3H3
InChI Key:
KLAOKWJLUQKWIF-UHFFFAOYSA-N
SMILES:
COc1cc2oc(cc(=O)c2c(c1OC)O)c1ccc(c(c1)O)OC
UNII:
3J474AV6MY
NSC Number:
106402
Properties
Complexity:
520
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
344.09g/mol
Formal Charge:
0
Heavy Atom Count:
25
Hydrogen Bond Acceptor Count:
7
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
344.319g/mol
Monoisotopic Mass:
344.09g/mol
Rotatable Bond Count:
4
Topological Polar Surface Area:
94.4A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.9
Literature
| Title | Journal |
|---|---|
| Antiproliferative and antiangiogenic effects of flavone eupatorin, an active constituent of chloroform extract of Orthosiphon stamineus leaves. | Fitoterapia 20120901 |
| A simple isocratic HPLC method for the simultaneous determination of sinensetin, eupatorin, and 3'-hydroxy-5,6,7,4'-tetramethoxyflavone in Orthosiphon stamineus extracts. | Journal of acupuncture and meridian studies 20120801 |
| Bioactivity-guided isolation of antiproliferative compounds from Centaurea jacea L. | Fitoterapia 20120701 |
| Flavonoids eupatorin and sinensetin present in Orthosiphon stamineus leaves inhibit inflammatory gene expression and STAT1 activation. | Planta medica 20120501 |
| The flavonoid eupatorin inactivates the mitotic checkpoint leading to polyploidy and apoptosis. | Experimental cell research 20120310 |
| Comparative CYP1A1 and CYP1B1 substrate and inhibitor profile of dietary flavonoids. | Bioorganic & medicinal chemistry 20110501 |
| In vitro effects of active constituents and extracts of Orthosiphon stamineus on the activities of three major human cDNA-expressed cytochrome P450 enzymes. | Chemico-biological interactions 20110315 |
| Evaluation of the genotoxicity of Orthosiphon stamineus aqueous extract. | Journal of ethnopharmacology 20110127 |
| In vitro modulatory effects of Andrographis paniculata, Centella asiatica and Orthosiphon stamineus on cytochrome P450 2C19 (CYP2C19). | Journal of ethnopharmacology 20110127 |
| Antiapoptotic and Antioxidant Properties of Orthosiphon stamineus Benth (Cat's Whiskers): Intervention in the Bcl-2-Mediated Apoptotic Pathway. | Evidence-based complementary and alternative medicine : eCAM 20110101 |
| Whole plant extracts versus single compounds for the treatment of malaria: synergy and positive interactions. | Malaria journal 20110101 |
| Hepatoprotective Effects of Orthosiphon stamineus Extract on Thioacetamide-Induced Liver Cirrhosis in Rats. | Evidence-based complementary and alternative medicine : eCAM 20110101 |
| Antimetastatic effects of Phyllanthus on human lung (A549) and breast (MCF-7) cancer cell lines. | PloS one 20110101 |
| Is propolis safe as an alternative medicine? | Journal of pharmacy & bioallied sciences 20110101 |
| Flavones and rosmarinic acid from Salvia limbata. | Natural product research 20101201 |
| Bioactivity-guided isolation of antiproliferative compounds from Centaurea arenaria. | Phytotherapy research : PTR 20101101 |
| HPLC and anti-inflammatory studies of the flavonoid rich chloroform extract fraction of Orthosiphon stamineus leaves. | Molecules (Basel, Switzerland) 20100621 |
| The methoxylated flavones eupatorin and cirsiliol induce CYP1 enzyme expression in MCF7 cells. | Journal of natural products 20090801 |
| Evaluation of the anti-pyretic potential of Orthosiphon stamineus Benth standardized extract. | Inflammopharmacology 20090201 |
| Cytochrome P450 CYP1A1: wider roles in cancer progression and prevention. | BMC cancer 20090101 |
| Antiproliferative and cytostatic effects of the natural product eupatorin on MDA-MB-468 human breast cancer cells due to CYP1-mediated metabolism. | Breast cancer research : BCR 20080101 |
| Diterpenoids and flavonoids from the fruits of Vitex agnus-castus and antioxidant activity of the fruit extracts and their constituents. | Phytotherapy research : PTR 20070401 |
| New Bisabolane-Type Sesquiterpenes from the Aerial Parts of Lippia dulcis. | Chemical & pharmaceutical bulletin 20050901 |
| Determination of flavonoids from Orthosiphon stamineus in plasma using a simple HPLC method with ultraviolet detection. | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20050225 |
| Phytochemical and pharmacological studies on Orthosiphon stamineus Benth. (Lamiaceae) hydroalcoholic extracts. | Journal of pharmaceutical and biomedical analysis 20030915 |
| Antiproliferative constituents in plants 10. Flavones from the leaves of Lantana montevidensis Briq. and consideration of structure-activity relationship. | Biological & pharmaceutical bulletin 20020701 |
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