manassantin B: isolated from the roots of Saururus chinensis; structure in first source
manassantin B : A lignan isolated from Saururus cernuus and Saururus chinensis and has been shown to exhibit antineoplastic activity.
Flora | Rank | Flora Definition | Family | Family Definition |
---|---|---|---|---|
Saururus | genus | [no description available] | Saururaceae | A plant family of the order Piperales, subclass Magnoliidae class Magnoliopsida. Members contain sauristolactam, and aristololactam BII.[MeSH] |
Saururus chinensis | species | [no description available] | Saururaceae | A plant family of the order Piperales, subclass Magnoliidae class Magnoliopsida. Members contain sauristolactam, and aristololactam BII.[MeSH] |
Saururus cernuus | species | [no description available] | Saururaceae | A plant family of the order Piperales, subclass Magnoliidae class Magnoliopsida. Members contain sauristolactam, and aristololactam BII.[MeSH] |
ID Source | ID |
---|---|
PubMed CID | 10439828 |
CHEMBL ID | 461308 |
CHEBI ID | 66664 |
SCHEMBL ID | 16442136 |
MeSH ID | M0462881 |
Synonym |
---|
manassantin b |
CHEMBL461308 |
chebi:66664 , |
(1r,2r)-1-(1,3-benzodioxol-5-yl)-2-{4-[(2s,3r,4r,5s)-5-(4-{[(1r,2r)-1-(3,4-dimethoxyphenyl)-1-hydroxypropan-2-yl]oxy}-3-methoxyphenyl)-3,4-dimethyltetrahydrofuran-2-yl]-2-methoxyphenoxy}propan-1-ol |
(1r,2r)-1-(1,3-benzodioxol-5-yl)-2-[4-[(2s,3r,4r,5s)-5-[4-[(1r,2r)-2-(3,4-dimethoxyphenyl)-2-hydroxy-1-methyl-ethoxy]-3-methoxy-phenyl]-3,4-dimethyl-tetrahydrofuran-2-yl]-2-methoxy-phenoxy]propan-1-ol |
SCHEMBL16442136 |
bdbm50478400 |
Q27135283 |
mfcd32068060 |
manassantin b , hplc grade |
(1r,2r)-1-(benzo[d][1,3]dioxol-5-yl)-2-(4-((2s,3r,4r,5s)-5-(4-(((1r,2r)-1-(3,4-dimethoxyphenyl)-1-hydroxypropan-2-yl)oxy)-3-methoxyphenyl)-3,4-dimethyltetrahydrofuran-2-yl)-2-methoxyphenoxy)propan-1-ol |
DTXSID60904893 |
AKOS040762019 |
FS-6844 |
CS-0140376 |
HY-N8225 |
Manassantin B (MB) is a neolignan isolated from Saururus chinensis. MB exhibits a range of activities, including anti-inflammatory, antiseptic and antitumor activity.
Excerpt | Reference | Relevance |
---|---|---|
"Manassantin B (MB) is a neolignan isolated from Saururus chinensis that exhibits a range of activities, including anti-inflammatory, antiseptic and antitumor activity. " | ( The dineolignan from Saururus chinensis, manassantin B, inhibits tumor-induced angiogenesis via downregulation of matrix metalloproteinases 9 in human endothelial cells. Chen, B; Fu, J; Liu, R; Liu, Z; Lu, H; Ma, J; Wang, S, 2014) | 2.11 |
Excerpt | Reference | Relevance |
---|---|---|
"A simple, sensitive, rapid, and reproducible analytical method of manassantin B in rat plasma by high performance liquid chromatography with fluorescence detection (HPLC-FL) was developed for its application to pharmacokinetic study in rats." | ( Determination of manassantin B in rat plasma using a high performance liquid chromatography with fluorescence detection and its quantitative application to pharmacokinetic study. Cho, HJ; Kim, DD; Ko, HJ; Lee, JY; Song, JH; Yoon, IS, 2016) | 1.01 |
Role | Description |
---|---|
metabolite | Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. |
antineoplastic agent | A substance that inhibits or prevents the proliferation of neoplasms. |
[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 |
---|---|
dimethoxybenzene | Any methoxybenzene that consists of a benzene skeleton substituted with two methoxy groups and its derivatives. |
benzodioxoles | |
lignan | Any phenylpropanoid derived from phenylalanine via dimerization of substituted cinnamic alcohols, known as monolignols, to a dibenzylbutane skeleton. Note that while individual members of the class have names ending ...lignane, ...lignene, ...lignadiene, etc., the class names lignan, neolignan, etc., do not end with an "e". |
oxolanes | Any oxacycle having an oxolane (tetrahydrofuran) skeleton. |
secondary alcohol | A secondary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has two other carbon atoms attached to it. |
[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] |
Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
Sterol O-acyltransferase 1 | Homo sapiens (human) | IC50 (µMol) | 82.0000 | 0.0250 | 1.7975 | 8.0000 | AID1342230 |
Hypoxia-inducible factor 1-alpha | Homo sapiens (human) | IC50 (µMol) | 0.0030 | 0.0007 | 2.4652 | 9.2100 | AID401552 |
Endothelial PAS domain-containing protein 1 | Homo sapiens (human) | IC50 (µMol) | 0.0030 | 0.0030 | 2.6002 | 8.5100 | AID401552 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID401556 | Inhibition of 1,10-phenathroline-induced HIF1 activation in human T47D cells after 16 hrs at >=30 nM by pTK-HRE3-luciferase reporter gene assay | 2004 | Journal of natural products, May, Volume: 67, Issue:5 | Molecular-targeted antitumor agents: the Saururus cernuus dineolignans manassantin B and 4-O-demethylmanassantin B are potent inhibitors of hypoxia-activated HIF-1. |
AID1063358 | Cytotoxicity against human P3HR1 cells assessed as cell viability after 2 days by trypan blue staining-based light microscopy | 2014 | Journal of natural products, Jan-24, Volume: 77, Issue:1 | Potential antiviral lignans from the roots of Saururus chinensis with activity against Epstein-Barr virus lytic replication. |
AID401552 | Inhibition of hypoxia-induced HIF1 activation in human T47D cells after 16 hrs by pTK-HRE3-luciferase reporter gene assay | 2004 | Journal of natural products, May, Volume: 67, Issue:5 | Molecular-targeted antitumor agents: the Saururus cernuus dineolignans manassantin B and 4-O-demethylmanassantin B are potent inhibitors of hypoxia-activated HIF-1. |
AID401558 | Inhibition of hypoxia-induced nuclear HIF1 alpha level in human T47D cells at 10 to 100 nM preincubated for 30 mins before addition of hypoxia measured after 4 hrs by Western blotting | 2004 | Journal of natural products, May, Volume: 67, Issue:5 | Molecular-targeted antitumor agents: the Saururus cernuus dineolignans manassantin B and 4-O-demethylmanassantin B are potent inhibitors of hypoxia-activated HIF-1. |
AID401559 | Inhibition of 1,10-phenathroline-induced nuclear HIF1 alpha level in human T47D cells at 10 to 100 nM preincubated for 30 mins before addition of 1,10-phenathroline measured after 4 hrs by Western blotting | 2004 | Journal of natural products, May, Volume: 67, Issue:5 | Molecular-targeted antitumor agents: the Saururus cernuus dineolignans manassantin B and 4-O-demethylmanassantin B are potent inhibitors of hypoxia-activated HIF-1. |
AID401561 | Inhibition of 1,10-phenathroline-induced nuclear HIF1 beta level in human T47D cells at 10 to 100 nM preincubated for 30 mins before addition of 1,10-phenathroline measured after 4 hrs by Western blotting | 2004 | Journal of natural products, May, Volume: 67, Issue:5 | Molecular-targeted antitumor agents: the Saururus cernuus dineolignans manassantin B and 4-O-demethylmanassantin B are potent inhibitors of hypoxia-activated HIF-1. |
AID401555 | Inhibition of 1,10-phenathroline-induced HIF1 activation in human T47D cells after 16 hrs at >=10 nM by pTK-HRE3-luciferase reporter gene assay | 2004 | Journal of natural products, May, Volume: 67, Issue:5 | Molecular-targeted antitumor agents: the Saururus cernuus dineolignans manassantin B and 4-O-demethylmanassantin B are potent inhibitors of hypoxia-activated HIF-1. |
AID1063359 | Antiviral activity against EBV infected in human P3HR1 cells assessed as inhibition of lytic viral DNA replication after 48 hrs by RT-PCR analysis | 2014 | Journal of natural products, Jan-24, Volume: 77, Issue:1 | Potential antiviral lignans from the roots of Saururus chinensis with activity against Epstein-Barr virus lytic replication. |
AID401560 | Inhibition of hypoxia-induced nuclear HIF1 beta level in human T47D cells at 10 to 100 nM preincubated for 30 mins before addition of hypoxia measured after 4 hrs by Western blotting | 2004 | Journal of natural products, May, Volume: 67, Issue:5 | Molecular-targeted antitumor agents: the Saururus cernuus dineolignans manassantin B and 4-O-demethylmanassantin B are potent inhibitors of hypoxia-activated HIF-1. |
AID401557 | Inhibition of hypoxia-induced VEGF production in human T47D cells after 16 hrs by ELISA | 2004 | Journal of natural products, May, Volume: 67, Issue:5 | Molecular-targeted antitumor agents: the Saururus cernuus dineolignans manassantin B and 4-O-demethylmanassantin B are potent inhibitors of hypoxia-activated HIF-1. |
AID1063357 | Selectivity index, ratio of CC50 for human P3HR1 cells to EC50 for EBV infected in human P3HR1 cells | 2014 | Journal of natural products, Jan-24, Volume: 77, Issue:1 | Potential antiviral lignans from the roots of Saururus chinensis with activity against Epstein-Barr virus lytic replication. |
AID401553 | Inhibition of hypoxia-induced HIF1 activation in human T47D cells at 10 nM after 16 hrs by pTK-HRE3-luciferase reporter gene assay | 2004 | Journal of natural products, May, Volume: 67, Issue:5 | Molecular-targeted antitumor agents: the Saururus cernuus dineolignans manassantin B and 4-O-demethylmanassantin B are potent inhibitors of hypoxia-activated HIF-1. |
AID378022 | Inhibition of hypoxia-induced HIF1 activation | 2006 | Journal of natural products, Jul, Volume: 69, Issue:7 | Phenanthroquinolizidine alkaloids from the roots of Boehmeria pannosa potently inhibit hypoxia-inducible factor-1 in AGS human gastric cancer cells. |
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 0 (0.00) | 18.7374 |
1990's | 0 (0.00) | 18.2507 |
2000's | 9 (45.00) | 29.6817 |
2010's | 10 (50.00) | 24.3611 |
2020's | 1 (5.00) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.
| This Compound (20.82) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 0 (0.00%) | 5.53% |
Reviews | 1 (5.00%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 19 (95.00%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |