Page last updated: 2024-12-07

beta-peltatin

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Beta-peltatin is a natural product isolated from the plant *Pelargonium peltatum*. It is a sesquiterpene lactone with a unique 11-membered ring structure. Beta-peltatin has shown a variety of biological activities, including anti-inflammatory, anticancer, and antimicrobial effects. The compound has been studied for its potential to inhibit the growth of tumor cells and its ability to modulate the immune system. Research on beta-peltatin focuses on understanding its mechanism of action, its potential for therapeutic use, and its potential to be developed as a lead compound for new drugs. Several synthetic routes have been developed to access beta-peltatin and its analogs.'

beta-peltatin : An organic heterotetracyclic compound that is alpha-peltatin in which the phenolic hydroxy group of the 4-hydroxy-3,5-dimethoxyphenyl substitutent had been converted into the corresponding methyl ether. [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]

Cross-References

ID SourceID
PubMed CID92122
CHEMBL ID97543
CHEBI ID74867
SCHEMBL ID516627

Synonyms (65)

Synonym
chebi:74867 ,
CHEMBL97543
peltatin, beta-
.beta.-peltatin
.alpha.-peltalin a
peltatin, beta
nsc-35471
furo[3',7]naphtho[2,3-d]-1,3-dioxol-6(5ah)-one, 5,8,8a,9-tetrahydro-10-hydroxy-5-(3,4,5-trimethoxyphenyl)-, [5r-(5.alpha.,5a.beta.,8a.alpha.)]-
nsc-24819
naphtho[2,3-dioxole-6-carboxylic acid, 5,6,7,8-tetrahydro-9-hydroxy-7-(hydroxymethyl)-5-(3,4,5-trimethoxyphenyl)-, .gamma.-lactone
NSC35471 ,
peltatin b
NSC24819 ,
518-29-6
.beta.-peltatin a
mls002702982 ,
NCI60_001982
SDCCGMLS-0066768.P001
SPECTRUM_001780
SPECTRUM4_001925
ai3-50532
nsc 24819
alpha-peltalin a
beta-peltatin
brn 0099483
beta-peltatin a
peltatin methyl ether
furo(3',4':6,7)naphtho(2,3-d)-1,3-dioxol-6(5ah)-one, 5,8,8a,9-tetrahydro-10-hydroxy-5-(3,4,5-trimethoxyphenyl)-, (5r-(5alpha,5abeta,8aalpha))-
BSPBIO_002772
SPECTRUM5_001882
(5ar,8ar,9r)-4-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5h-isobenzofuro[6,5-f][1,3]benzodioxol-8-one
.beta.-peltatin-b
NCGC00161926-01
KBIOGR_002270
KBIO2_004828
KBIO2_007396
KBIO3_001992
KBIOSS_002261
KBIO2_002260
SPECTRUM3_001096
SPECTRUM1504739
NCGC00161926-02
(5ar,8ar,9r)-4-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5h-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
unii-3u9w61g72y
3u9w61g72y ,
5-19-10-00670 (beilstein handbook reference)
(-)-beta-peltatin
(5r,5ar,8ar)-10-hydroxy-5-(3,4,5-trimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5ah)-one
SCHEMBL516627
.beta.-peltatin [mi]
.beta.-peltatin, (-)-
(5r,5ar,8ar)-5,8,8a,9-tetrahydro-10-hydroxy-5-(3,4,5-trimethoxyphenyl)furo(3,4:6,7)naphtho(2,3-d)-1,3-dioxol-6(5ah)-one
(-)-.beta.-peltatin
furo(3',4':6,7)naphtho(2,3-d)-1,3-dioxol-6(5ah)-one, 5,8,8a,9-tetrahydro-10-hydroxy-5-(3,4,5-trimethoxyphenyl)-, (5r,5ar,8ar)-
(-)-|a-peltatin
DTXSID10199732
beta-peltatin-a
Q27144976
BRD-K13265046-001-02-1
peltatin
XP178053
HY-125135
CS-0089444
AKOS040762170
FS-7914
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
antineoplastic agentA substance that inhibits or prevents the proliferation of neoplasms.
plant metaboliteAny eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
[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]

Drug Classes (5)

ClassDescription
furonaphthodioxole
lignanAny 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".
phenolsOrganic aromatic compounds having one or more hydroxy groups attached to a benzene or other arene ring.
gamma-lactoneA lactone having a five-membered lactone ring.
organic heterotetracyclic compound
[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]

Pathways (2)

PathwayProteinsCompounds
podophyllotoxin glucosides metabolism014
6-methoxypodophyllotoxin biosynthesis014
podophyllotoxin glucosides metabolism017

Protein Targets (6)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
TDP1 proteinHomo sapiens (human)Potency0.14220.000811.382244.6684AID686978; AID686979
Smad3Homo sapiens (human)Potency3.54810.00527.809829.0929AID588855
67.9K proteinVaccinia virusPotency4.33220.00018.4406100.0000AID720579; AID720580
nuclear factor erythroid 2-related factor 2 isoform 2Homo sapiens (human)Potency11.58210.00419.984825.9290AID504444
DNA polymerase iota isoform a (long)Homo sapiens (human)Potency2.81840.050127.073689.1251AID588590
lethal factor (plasmid)Bacillus anthracis str. A2012Potency0.00010.020010.786931.6228AID942
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (36)

Assay IDTitleYearJournalArticle
AID404065Antiviral activity against HSV1 infected in human primary amnion cells assessed as inhibition of virus-induced pathogenic effect1998Journal of natural products, Nov, Volume: 61, Issue:11
Antiviral activity of lignans.
AID400480Antiviral activity against measles virus infected in african green monkey Vero cells assessed as inhibition of virus-induced cytopathic effect at 1 uM
AID337694Antibacterial activity against Bacillus subtilis ATCC 6633 at 5 ug after 48 hrs by silica gel plate-based INT-formazan method
AID381214Cytotoxicity against human HL-60 cells after 72 hrs by MTT assay1999Journal of natural products, Sep, Volume: 62, Issue:9
Triterpene saponins and lignans from the roots of Pulsatilla chinensis and their cytotoxic activity against HL-60 cells.
AID1301509Growth inhibition of human MCF7 cells measured after 48 hrs by sulforhodamine B assay2016Journal of natural products, Mar-25, Volume: 79, Issue:3
Antineoplastic Agents. 585. Isolation of Bridelia ferruginea Anticancer Podophyllotoxins and Synthesis of 4-Aza-podophyllotoxin Structural Modifications.
AID403984Therapeutic index, ratio of MTC for human primary amnion cells to lowest drug level causing inhibition of HSV11998Journal of natural products, Nov, Volume: 61, Issue:11
Antiviral activity of lignans.
AID400479Antiviral activity against measles virus infected in african green monkey Vero cells assessed as cell rounding at 1 uM
AID1301506Growth inhibition of human KM20L2 cells measured after 48 hrs by sulforhodamine B assay2016Journal of natural products, Mar-25, Volume: 79, Issue:3
Antineoplastic Agents. 585. Isolation of Bridelia ferruginea Anticancer Podophyllotoxins and Synthesis of 4-Aza-podophyllotoxin Structural Modifications.
AID91560Inhibitory activity against strand transfer by HIV-1 Integrase at 100 uM1996Journal of medicinal chemistry, Jan-05, Volume: 39, Issue:1
(-)-Arctigenin as a lead structure for inhibitors of human immunodeficiency virus type-1 integrase.
AID318601Cytotoxicity against mouse P388 cells assessed as concentration required for 50% inhibition2008Journal of natural products, Mar, Volume: 71, Issue:3
Antineoplastic agents. 536. New sources of naturally occurring cancer cell growth inhibitors from marine organisms, terrestrial plants, and microorganisms(1a,).
AID404066Cytotoxicity against human primary amnion cells assessed as morphological changes by microscopic examination1998Journal of natural products, Nov, Volume: 61, Issue:11
Antiviral activity of lignans.
AID1301507Growth inhibition of mouse P388 cells measured after 48 hrs by sulforhodamine B assay2016Journal of natural products, Mar-25, Volume: 79, Issue:3
Antineoplastic Agents. 585. Isolation of Bridelia ferruginea Anticancer Podophyllotoxins and Synthesis of 4-Aza-podophyllotoxin Structural Modifications.
AID140793Compound was tested for Cytotoxic activity by lymphocyte viability assay.1996Journal of medicinal chemistry, Jul-05, Volume: 39, Issue:14
Immunosuppressive cyclolignans.
AID318604Cytotoxicity against human NCIH460 cells assessed as concentration required for 50% inhibition2008Journal of natural products, Mar, Volume: 71, Issue:3
Antineoplastic agents. 536. New sources of naturally occurring cancer cell growth inhibitors from marine organisms, terrestrial plants, and microorganisms(1a,).
AID91438Inhibitory activity against 3'-processing by HIV-1 Integrase at 100 uM1996Journal of medicinal chemistry, Jan-05, Volume: 39, Issue:1
(-)-Arctigenin as a lead structure for inhibitors of human immunodeficiency virus type-1 integrase.
AID354493Growth inhibition of human HT29 cells2004Journal of natural products, Aug, Volume: 67, Issue:8
An analysis of cytotoxic botanical formulations used in the traditional medicine of ancient Persia as abortifacients.
AID318611Cytotoxicity against human DU145 cells assessed as concentration required for 50% inhibition2008Journal of natural products, Mar, Volume: 71, Issue:3
Antineoplastic agents. 536. New sources of naturally occurring cancer cell growth inhibitors from marine organisms, terrestrial plants, and microorganisms(1a,).
AID400481Antiviral activity against measles virus infected in african green monkey Vero cells assessed as plaque formation at 1 uM after 5 days by neutral red assay relative to control
AID400478Cytotoxicity against african green monkey Vero cells assessed as cell viability at 1 uM by trypan blue exclusion assay
AID1301508Growth inhibition of human BxPC3 cells measured after 48 hrs by sulforhodamine B assay2016Journal of natural products, Mar-25, Volume: 79, Issue:3
Antineoplastic Agents. 585. Isolation of Bridelia ferruginea Anticancer Podophyllotoxins and Synthesis of 4-Aza-podophyllotoxin Structural Modifications.
AID977599Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM2013Molecular pharmacology, Jun, Volume: 83, Issue:6
Structure-based identification of OATP1B1/3 inhibitors.
AID354492Growth inhibition of mouse P388 cells2004Journal of natural products, Aug, Volume: 67, Issue:8
An analysis of cytotoxic botanical formulations used in the traditional medicine of ancient Persia as abortifacients.
AID318605Cytotoxicity against human KM20L2 cells assessed as concentration required for 50% inhibition2008Journal of natural products, Mar, Volume: 71, Issue:3
Antineoplastic agents. 536. New sources of naturally occurring cancer cell growth inhibitors from marine organisms, terrestrial plants, and microorganisms(1a,).
AID1301511Growth inhibition of human DU145 cells measured after 48 hrs by sulforhodamine B assay2016Journal of natural products, Mar-25, Volume: 79, Issue:3
Antineoplastic Agents. 585. Isolation of Bridelia ferruginea Anticancer Podophyllotoxins and Synthesis of 4-Aza-podophyllotoxin Structural Modifications.
AID318602Cytotoxicity against human OVCAR-3 cells assessed as concentration required for 50% inhibition2008Journal of natural products, Mar, Volume: 71, Issue:3
Antineoplastic agents. 536. New sources of naturally occurring cancer cell growth inhibitors from marine organisms, terrestrial plants, and microorganisms(1a,).
AID977602Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM2013Molecular pharmacology, Jun, Volume: 83, Issue:6
Structure-based identification of OATP1B1/3 inhibitors.
AID1301510Growth inhibition of human SF268 cells measured after 48 hrs by sulforhodamine B assay2016Journal of natural products, Mar-25, Volume: 79, Issue:3
Antineoplastic Agents. 585. Isolation of Bridelia ferruginea Anticancer Podophyllotoxins and Synthesis of 4-Aza-podophyllotoxin Structural Modifications.
AID221407Compound was tested for Immunosuppression activity by mixed lymphocyte reaction (MLR) in murine splenocytes of mice1996Journal of medicinal chemistry, Jul-05, Volume: 39, Issue:14
Immunosuppressive cyclolignans.
AID400482Antiviral activity against HSV1 infected in african green monkey Vero cells assessed as plaque formation at 1 uM after 4 days by neutral red assay relative to control
AID400477Cytotoxicity against african green monkey Vero cells assessed as cell rounding at 1 uM
AID337695Antibacterial activity against Escherichia coli ATCC 25922 at 5 ug after 48 hrs by silica gel plate-based INT-formazan method
AID235867Non cytotoxic IM activity index which is the ratio of IC50 of LcV to IC50 of MLR1996Journal of medicinal chemistry, Jul-05, Volume: 39, Issue:14
Immunosuppressive cyclolignans.
AID318607Cytotoxicity against human BXPC3 cells assessed as concentration required for 50% inhibition2008Journal of natural products, Mar, Volume: 71, Issue:3
Antineoplastic agents. 536. New sources of naturally occurring cancer cell growth inhibitors from marine organisms, terrestrial plants, and microorganisms(1a,).
AID318610Cytotoxicity against human SF295 cells assessed as concentration required for 50% inhibition2008Journal of natural products, Mar, Volume: 71, Issue:3
Antineoplastic agents. 536. New sources of naturally occurring cancer cell growth inhibitors from marine organisms, terrestrial plants, and microorganisms(1a,).
AID1301505Growth inhibition of human NCI-H460 cells measured after 48 hrs by sulforhodamine B assay2016Journal of natural products, Mar-25, Volume: 79, Issue:3
Antineoplastic Agents. 585. Isolation of Bridelia ferruginea Anticancer Podophyllotoxins and Synthesis of 4-Aza-podophyllotoxin Structural Modifications.
AID1159550Human Phosphogluconate dehydrogenase (6PGD) Inhibitor Screening2015Nature cell biology, Nov, Volume: 17, Issue:11
6-Phosphogluconate dehydrogenase links oxidative PPP, lipogenesis and tumour growth by inhibiting LKB1-AMPK signalling.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (9)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's4 (44.44)18.2507
2000's2 (22.22)29.6817
2010's3 (33.33)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 17.25

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.

MetricThis Compound (vs All)
Research Demand Index17.25 (24.57)
Research Supply Index2.48 (2.92)
Research Growth Index4.55 (4.65)
Search Engine Demand Index10.37 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (17.25)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews3 (27.27%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other8 (72.73%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]