phellamurin: flavonone [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
phellamurin : A member of the class of dihydroflavonols that is (+)-dihydrokaempferol substituted by a prenyl group at position 8 and a beta-D-glucopyranosyl group at position 7 via a glycosidic linkage. Isolated from Phellodendron amurense and Commiphora africana, it exhibits inhibition of intestinal P-glycoprotein. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]
| Flora | Rank | Flora Definition | Family | Family Definition |
|---|---|---|---|---|
| Commiphora | genus | A plant genus of the family BURSERACEAE which is a source of gugulipid and guggulu extract. Balm of Gilead is a common name more often referring to POPULUS and sometimes to ABIES.[MeSH] | Burseraceae | A plant family of the order Sapindales, subclass Rosidae, class Magnoliopsida. They are resinous trees and shrubs with alternate leaves composed of many leaflets.[MeSH] |
| Phellodendron | genus | A plant genus of the family RUTACEAE. Members contain BERBERINE, indolopyridoquinazoline and other ALKALOIDS and limonoids.[MeSH] | Rutaceae | A plant family in the order Sapindales that grows in warmer regions and has conspicuous flowers.[MeSH] |
| Commiphora africana | species | [no description available] | Burseraceae | A plant family of the order Sapindales, subclass Rosidae, class Magnoliopsida. They are resinous trees and shrubs with alternate leaves composed of many leaflets.[MeSH] |
| Commiphora africana | species | [no description available] | Burseraceae | A plant family of the order Sapindales, subclass Rosidae, class Magnoliopsida. They are resinous trees and shrubs with alternate leaves composed of many leaflets.[MeSH] |
| Phellodendron amurense | species | [no description available] | Rutaceae | A plant family in the order Sapindales that grows in warmer regions and has conspicuous flowers.[MeSH] |
| ID Source | ID |
|---|---|
| PubMed CID | 193876 |
| CHEMBL ID | 516116 |
| CHEBI ID | 8048 |
| MeSH ID | M0065782 |
| Synonym |
|---|
| MEGXP0_002039 |
| ACON1_000824 |
| C09808 |
| phellamurin |
| 8-prenyldihydrokaempferol 7-glucoside |
| 52589-11-4 |
| NCGC00169323-01 |
| BRD-K05031216-001-01-3 |
| CHEMBL516116 |
| chebi:8048 , |
| (2r,3r)-3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one |
| AKOS015955752 |
| fellavine |
| 3,4',5,7-tetrahydroxy-8-isoprenylflavanone-7-o-glucoside |
| unii-uxb86hy2nk |
| 4h-1-benzopyran-4-one, 7-(beta-d-glucopyranosyloxy)-2,3-dihydro-3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-butenyl)-, (2r-trans)- |
| uxb86hy2nk , |
| (2r,3r)-3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chroman-4-one |
| DTXSID00200563 |
| ncgc00169323-02!(2r,3r)-3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one |
| FS-9972 |
| Q7181228 |
| CS-0023185 |
| fellavin; flacoside |
| HY-N3085 |
| 4h-1-benzopyran-4-one, 7-(.beta.-d-glucopyranosyloxy)-2,3-dihydro-3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-butenyl)-, (2r,3r)- |
| 4h-1-benzopyran-4-one, 7-(.beta.-d-glucopyranosyloxy)-2,3-dihydro-3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-, (2r,3r)- |
| 4h-1-benzopyran-4-one, 7-(.beta.-d-glucopyranosyloxy)-2,3-dihydro-3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-butenyl)-, (2r-trans)- |
| flacoside |
| (2r,3r)-7-(.beta.-d-glucopyranosyloxy)-2,3-dihydro-3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-4h-1-benzopyran-4-one |
| fellavin |
Phellamurin is a flavonoid glycoside. abundant in the leaves of Phellodendron wilsonii Hayata et Kanehira.
| Excerpt | Reference | Relevance |
|---|---|---|
| "Phellamurin is a flavonoid glycoside that is abundant in the leaves of Phellodendron wilsonii Hayata et Kanehira (Rutaceae). " | ( Marked decrease of cyclosporin absorption caused by phellamurin in rats. Chao, PD; Chen, HY; Kuo, SC; Su, SF; Wu, TS, 2002) | 2.01 |
| Role | Description |
|---|---|
| metabolite | Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. |
| [role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] | |
| Class | Description |
|---|---|
| dihydroflavonols | Any hydroxyflavanone in which a hydroxy group is present at position 3 of the heterocyclic ring. |
| flavanone glycoside | A member of the class of flavanones having one or more glycosyl residues attached at unspecified positions. |
| trihydroxyflavanone | A hydroxyflavanone carrying three hydroxy substituents. |
| monosaccharide derivative | A carbohydrate derivative that is formally obtained from a monosaccharide. |
| beta-D-glucoside | Any D-glucoside in which the anomeric centre has beta-configuration. |
| 4'-hydroxyflavanones | Any hydroxyflavanone having a hydroxy substituent located at position 4'. |
| [compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] | |
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID356426 | Antioxidant activity assessed as DPPH free radical scavenging activity at 250 uM | 2003 | Journal of natural products, Sep, Volume: 66, Issue:9 | Constituents from the leaves of Phellodendron amurense var. wilsonii and their bioactivity. |
| AID338974 | Inhibition of cow milk xanthine oxidase at 50 ug/mL | |||
| AID378135 | Induction of strand scission in pBR322 DNA assessed as conversion from supercoiled form to nicked circular form at 50 uM in presence of copper | 2005 | Journal of natural products, Jan, Volume: 68, Issue:1 | A dihydroflavonol glucoside from Commiphora africana that mediates DNA strand scission. |
| AID378137 | Induction of strand scission in pBR322 DNA in presence of copper | 2005 | Journal of natural products, Jan, Volume: 68, Issue:1 | A dihydroflavonol glucoside from Commiphora africana that mediates DNA strand scission. |
| AID378134 | Induction of strand scission in pBR322 DNA in presence of ferrous ion | 2005 | Journal of natural products, Jan, Volume: 68, Issue:1 | A dihydroflavonol glucoside from Commiphora africana that mediates DNA strand scission. |
| AID378136 | Induction of strand scission in pBR322 DNA assessed as formation of linear duplex and nicked form at 100 uM in presence of copper | 2005 | Journal of natural products, Jan, Volume: 68, Issue:1 | A dihydroflavonol glucoside from Commiphora africana that mediates DNA strand scission. |
| [information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||||
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 1 (12.50) | 18.7374 |
| 1990's | 1 (12.50) | 18.2507 |
| 2000's | 3 (37.50) | 29.6817 |
| 2010's | 3 (37.50) | 24.3611 |
| 2020's | 0 (0.00) | 2.80 |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 0 (0.00%) | 5.53% |
| Reviews | 0 (0.00%) | 6.00% |
| Case Studies | 0 (0.00%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 9 (100.00%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||