Compounds > 1,4-o-diferuloylsecoisolariciresinol
Page last updated: 2024-11-12

1,4-o-diferuloylsecoisolariciresinol

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Description

1,4-O-diferuloylsecoisolariciresinol: inhibits mTOR signaling in cancer cells; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID10439806
CHEMBL ID447988
MeSH IDM0589203

Synonyms (15)

Synonym
CHEMBL447988
9,9'-di-o-(e)-feruloylsecoisolariciresinol
56973-66-1
secoisolariciresinol diferulate
AKOS032948703
[(2r,3r)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]-4-[(e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxybutyl] (e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
1,4-o-diferuloylsecoisolariciresinol
(2r,3r)-2,3-bis(4-hydroxy-3-methoxybenzyl)butane-1,4-diyl (2e,2'e)-bis(3-(4-hydroxy-3-methoxyphenyl)acrylate)
(-)-(2r,3r)-1,4-o-diferuloylsecoisolariciresinol
1,1'-[(2r,3r)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]-1,4-butanediyl] bis[(2e)-3-(4-hydroxy-3-methoxyphenyl)-2-propenoate]
DTXSID101103789
GLXC-15014
FS-10028
CS-0016679
HY-N1275
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (20)

Assay IDTitleYearJournalArticle
AID625318Induction of microtubule disruption in human A549 cells at IC50 after 48 hrs by immunocytochemical analysis2011Bioorganic & medicinal chemistry letters, Nov-01, Volume: 21, Issue:21
Synthesis and evaluation of cytotoxic effects of hanultarin and its derivatives.
AID467959Cytotoxicity against human K562 cells after 48 hrs by MTT assay2009Journal of natural products, Aug, Volume: 72, Issue:8
Acylphloroglucinol, biyouyanagiol, biyouyanagin B, and related spiro-lactones from Hypericum chinense.
AID625316Cytotoxicity against human SKOV3 cells after 48 hrs by sulforhodamine B assay2011Bioorganic & medicinal chemistry letters, Nov-01, Volume: 21, Issue:21
Synthesis and evaluation of cytotoxic effects of hanultarin and its derivatives.
AID625319Induction of actin disruption in human A549 cells at IC50 after 48 hrs by immunocytochemical analysis2011Bioorganic & medicinal chemistry letters, Nov-01, Volume: 21, Issue:21
Synthesis and evaluation of cytotoxic effects of hanultarin and its derivatives.
AID341224Cytotoxicity against mouse B16F1 cells after 48 hrs by SRB assay2008Bioorganic & medicinal chemistry, Aug-01, Volume: 16, Issue:15
Hanultarin, a cytotoxic lignan as an inhibitor of actin cytoskeleton polymerization from the seeds of Trichosanthes kirilowii.
AID625317Cytotoxicity against human SK-MEL-2 cells after 48 hrs by sulforhodamine B assay2011Bioorganic & medicinal chemistry letters, Nov-01, Volume: 21, Issue:21
Synthesis and evaluation of cytotoxic effects of hanultarin and its derivatives.
AID341220Inhibition of actin polymerization in human HaCaT cells assessed as aggregate-like structure at 12 ug/mL by immunofluorescence technique2008Bioorganic & medicinal chemistry, Aug-01, Volume: 16, Issue:15
Hanultarin, a cytotoxic lignan as an inhibitor of actin cytoskeleton polymerization from the seeds of Trichosanthes kirilowii.
AID341222Cytotoxicity against human A549 cells after 48 hrs by SRB assay2008Bioorganic & medicinal chemistry, Aug-01, Volume: 16, Issue:15
Hanultarin, a cytotoxic lignan as an inhibitor of actin cytoskeleton polymerization from the seeds of Trichosanthes kirilowii.
AID625315Cytotoxicity against human HCT15 cells after 48 hrs by sulforhodamine B assay2011Bioorganic & medicinal chemistry letters, Nov-01, Volume: 21, Issue:21
Synthesis and evaluation of cytotoxic effects of hanultarin and its derivatives.
AID467955Cytotoxicity against human KB cells after 48 hrs by MTT assay2009Journal of natural products, Aug, Volume: 72, Issue:8
Acylphloroglucinol, biyouyanagiol, biyouyanagin B, and related spiro-lactones from Hypericum chinense.
AID467956Cytotoxicity against human multidrug resistant KB-C2 cells after 48 hrs by MTT assay2009Journal of natural products, Aug, Volume: 72, Issue:8
Acylphloroglucinol, biyouyanagiol, biyouyanagin B, and related spiro-lactones from Hypericum chinense.
AID625371Induction of nucleus disruption in human A549 cells at IC50 after 48 hrs by immunocytochemical analysis2011Bioorganic & medicinal chemistry letters, Nov-01, Volume: 21, Issue:21
Synthesis and evaluation of cytotoxic effects of hanultarin and its derivatives.
AID625314Cytotoxicity against mouse B16F10 cells after 48 hrs by sulforhodamine B assay2011Bioorganic & medicinal chemistry letters, Nov-01, Volume: 21, Issue:21
Synthesis and evaluation of cytotoxic effects of hanultarin and its derivatives.
AID467960Cytotoxicity against human doxorubicin-resistant K562 cells after 48 hrs by MTT assay2009Journal of natural products, Aug, Volume: 72, Issue:8
Acylphloroglucinol, biyouyanagiol, biyouyanagin B, and related spiro-lactones from Hypericum chinense.
AID405575Antitubercular activity against Mycobacterium tuberculosis H37Rv after 2 weeks by agar dilution method2008Journal of natural products, Jun, Volume: 71, Issue:6
Dihydroagarofuranoid sesquiterpenes, a lignan derivative, a benzenoid, and antitubercular constituents from the stem of Microtropis japonica.
AID625313Cytotoxicity against human A549 cells after 48 hrs by sulforhodamine B assay2011Bioorganic & medicinal chemistry letters, Nov-01, Volume: 21, Issue:21
Synthesis and evaluation of cytotoxic effects of hanultarin and its derivatives.
AID341223Cytotoxicity against human SK-MEL-2 cells after 48 hrs by SRB assay2008Bioorganic & medicinal chemistry, Aug-01, Volume: 16, Issue:15
Hanultarin, a cytotoxic lignan as an inhibitor of actin cytoskeleton polymerization from the seeds of Trichosanthes kirilowii.
AID467958Cytotoxicity against human MCF7 cells after 48 hrs by MTT assay2009Journal of natural products, Aug, Volume: 72, Issue:8
Acylphloroglucinol, biyouyanagiol, biyouyanagin B, and related spiro-lactones from Hypericum chinense.
AID467957Cytotoxicity against human multidrug resistant KB-C2 cells after 48 hrs by MTT assay in the presence of colchicine2009Journal of natural products, Aug, Volume: 72, Issue:8
Acylphloroglucinol, biyouyanagiol, biyouyanagin B, and related spiro-lactones from Hypericum chinense.
AID467961Cytotoxicity against human COLO205 cells after 48 hrs by MTT assay2009Journal of natural products, Aug, Volume: 72, Issue:8
Acylphloroglucinol, biyouyanagiol, biyouyanagin B, and related spiro-lactones from Hypericum chinense.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's3 (60.00)29.6817
2010's2 (40.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
guaiacol
Guaiacol: An agent thought to have disinfectant properties and used as an expectorant. (From Martindale, The Extra Pharmacopoeia, 30th ed, p747). methylcatechol : Any member of the class of catechols carrying one or more methyl substituents.. guaiacol : A monomethoxybenzene that consists of phenol with a methoxy substituent at the ortho position.		2.0810guaiacolsdisinfectant;
EC 1.1.1.25 (shikimate dehydrogenase) inhibitor;
expectorant;
plant metabolite
vanillin
Vanilla: A plant genus of the family ORCHIDACEAE that is the source of the familiar flavoring used in foods and medicines (FLAVORING AGENTS).		2.0410benzaldehydes;
monomethoxybenzene;
phenols		anti-inflammatory agent;
anticonvulsant;
antioxidant;
flavouring agent;
plant metabolite
scoparone
scoparone: structure. scoparone : A member of the class of coumarins that is esculetin in which the two hydroxy groups at positions 6 and 7 are replaced by methoxy groups. It is a major constituent of the Chinese herbal medicine Yin Chen Hao, and exhibits a variety of pharmacological activities such as anti-inflammatory, anti-allergic, and anti-tumor activities.		2.0410aromatic ether;
coumarins		anti-allergic agent;
anti-inflammatory agent;
antihypertensive agent;
antilipemic drug;
immunosuppressive agent;
plant metabolite
ethyl vanillin
ethyl vanillin : A member of the class of benzaldehydes that is vanillin in which the methoxy group is replaced by an ethoxy group.		2.0410aromatic ether;
benzaldehydes;
phenols		antioxidant;
flavouring agent
vanillic acid
Vanillic Acid: A flavoring agent. It is the intermediate product in the two-step bioconversion of ferulic acid to vanillin. (J Biotechnol 1996;50(2-3):107-13).. vanillic acid : A monohydroxybenzoic acid that is 4-hydroxybenzoic acid substituted by a methoxy group at position 3.		2.0410methoxybenzoic acid;
monohydroxybenzoic acid		plant metabolite
syringaldehyde
syringaldehyde: isolated from nonfermented fiber fractions of oat hulls and cottonseed hulls. syringaldehyde : A hydroxybenzaldehyde that is 4-hydroxybenzaldehyde substituted by methoxy groups at positions 3 and 5. Isolated from Pisonia aculeata and Panax japonicus var. major, it exhibits hypoglycemic activity.		2.0410dimethoxybenzene;
hydroxybenzaldehyde		hypoglycemic agent;
plant metabolite
n-methylpyrrolidone
1-methylpyrrolidin-2-one: structure in first source. N-methylpyrrolidin-2-one : A member of the class of pyrrolidine-2-ones that is pyrrolidin-2-one in which the hydrogen attached to the nitrogen is replaced by a methyl group.		2.0410lactam;
N-alkylpyrrolidine;
pyrrolidin-2-ones		polar aprotic solvent
ethambutol
Ethambutol: An antitubercular agent that inhibits the transfer of mycolic acids into the cell wall of the tubercle bacillus. It may also inhibit the synthesis of spermidine in mycobacteria. The action is usually bactericidal, and the drug can penetrate human cell membranes to exert its lethal effect. (From Smith and Reynard, Textbook of Pharmacology, 1992, p863). ethambutol : An ethylenediamine derivative that is ethane-1,2-diamine in which one hydrogen attached to each of the nitrogens is sutstituted by a 1-hydroxybutan-2-yl group (S,S-configuration). It is a bacteriostatic antimycobacterial drug, effective against Mycobacterium tuberculosis and some other mycobacteria. It is used (as the dihydrochloride salt) in combination with other antituberculous drugs in the treatment of pulmonary and extrapulmonary tuberculosis; resistant strains of M. tuberculosis are readily produced if ethambutol is used alone.		2.0410ethanolamines;
ethylenediamine derivative		antitubercular agent;
environmental contaminant;
xenobiotic
daunorubicin
Daunorubicin: A very toxic anthracycline aminoglycoside antineoplastic isolated from Streptomyces peucetius and others, used in treatment of LEUKEMIA and other NEOPLASMS.. anthracycline : Anthracyclines are polyketides that have a tetrahydronaphthacenedione ring structure attached by a glycosidic linkage to the amino sugar daunosamine.. daunorubicin : A natural product found in Actinomadura roseola.		2.0510aminoglycoside antibiotic;
anthracycline;
p-quinones;
tetracenequinones		antineoplastic agent;
bacterial metabolite
secoisolariciresinol
secoisolariciresinol: RN given refers to ((R-(R*,R*))-isomer); RN for cpd without isomeric designation not available 8/89; precursor of lignans found in human urine; structure given in first source. secoisolariciresinol : A lignan that is butane-1,4-diol in which the 2 and 3 positions are substituted by 4-hydroxy-3-methoxybenzyl groups. (-)-secoisolariciresinol : An enantiomer of secoisolariciresinol having (-)-(2R,3R)-configuration.		2.4620secoisolariciresinolantidepressant;
phytoestrogen;
plant metabolite
sakuranetin
sakuranetin: major rice phytoalexin; RN given for ((S)-(-))-isomer; structure in first source. sakuranetin : A flavonoid phytoalexin that is (S)-naringenin in which the hydroxy group at position 7 is replaced by a methoxy group.		2.0410(2S)-flavan-4-one;
4'-hydroxyflavanones;
dihydroxyflavanone;
flavonoid phytoalexin;
monomethoxyflavanone		antimycobacterial drug;
plant metabolite
3-hydroxystigmast-5-en-7-one
[no description available]		2.0410steroid
sitosterol, (3beta)-isomer
Sobatum: tradename; active fraction of Solanum trilobatum; reduces side-effects of radiation-induced toxicity. sitosterol : A member of the class of phytosterols that is stigmast-5-ene substituted by a beta-hydroxy group at position 3.		2.04103beta-hydroxy-Delta(5)-steroid;
3beta-sterol;
C29-steroid;
phytosterols;
stigmastane sterol		anticholesteremic drug;
antioxidant;
mouse metabolite;
plant metabolite;
sterol methyltransferase inhibitor
coniferaldehyde
coniferaldehyde: from aqueous extract of Senra incana. coniferyl aldehyde : A member of the class of cinnamaldehydes that is cinnamaldehyde substituted by a hydroxy group at position 4 and a methoxy group at position 3.		2.0410cinnamaldehydes;
guaiacols;
phenylpropanoid		antifungal agent;
plant metabolite
cytochalasin d
[no description available]		2.0410
hyperolactone c
hyperolactone C: structure in first source		2.0510
(-)-pinoresinol
(-)-pinoresinol : An enantiomer of pinoresinol having (-)-1R,3aS,4R,6aS-configuration.		2.0410pinoresinolplant metabolite
ConditionIndicatedRelationship StrengthStudiesTrials
Benign Neoplasms
[description not available]		02.0810
Neoplasms
New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.		02.0810