Page last updated: 2024-11-12

kalopanax saponin b

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

Description

kalopanax saponin B: isolated from Kalopanax septemlobus; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

kalopanaxsaponin B : A triterpenoid saponin with hederagenin as the aglycone part. It has been isolated from the stem bark of Kalopanax pictus. [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]

FloraRankFlora DefinitionFamilyFamily Definition
KalopanaxgenusA plant genus of the family ARALIACEAE. Members contain triterpene saponins.[MeSH]AraliaceaeThe ginseng plant family of the order Apiales, subclass Rosidae, class Magnoliopsida. Leaves are generally alternate, large, and compound. Flowers are five-parted and arranged in compound flat-topped umbels. The fruit is a berry or (rarely) a drupe (a one-seeded fruit). It is well known for plant preparations used as adaptogens (immune support and anti-fatigue).[MeSH]

Cross-References

ID SourceID
PubMed CID11491905
CHEMBL ID1910840
CHEBI ID69371
SCHEMBL ID2997243
MeSH IDM0178186

Synonyms (44)

Synonym
kalopanaxsaponin b
hederacoside c ,
pericarsaponin pk
akebia saponin pk
tauroside st-h2
14216-03-6
hederoside h1
akeboside sth
pulsatilla saponin f
glycoside l-h2
tauroside h2
kizuta saponin k(12)
olean-12-en-28-oic acid, 3-((2-o-(6-deoxy-alpha-l-mannopyranosyl)-alpha-l-arabinopyranosyl)oxy)-23-hydroxy-, o-6-deoxy-alpha-l-mannopyranosyl-(1.4)-o-beta-d-glucopyranosyl-(1.6)-beta-d-glucopyranosyl ester, (3beta,4alpha)-
einecs 238-072-2
2608b2l1bq ,
olean-12-en-28-oic acid, 3- ((2-o-(6-deoxy-alpha-l-mannopyranosyl)-alpha-l-arabinopyranosyl)oxy)-23-hydroxy-, o-6-deoxy-alpha-l-mannopyranosyl-(1-4)-o-beta-d-glucopyranosyl-(1-6)-beta-d-glucopyranosyl ester, (3beta,4alpha)-
kalopanax saponin b
unii-2608b2l1bq
chebi:69371 ,
CHEMBL1910840
6-deoxy-alpha-l-mannopyranosyl-(1->4)-beta-d-glucopyranosyl-(1->6)-1-o-[(3beta)-3-{[2-o-(6-deoxy-alpha-l-mannopyranosyl)-alpha-l-arabinopyranosyl]oxy}-23-hydroxy-28-oxoolean-12-en-28-yl]-beta-d-glucopyranose
hederagenin 3-o-alpha-l-rhamnopyranosyl-(1->2)-o-alpha-l-arabinopyranoside 28-o-alpha-l-rhamnopyranosyl-(1->4)-o-beta-d-glucopyranosyl-(1->6)-o-beta-d-glucopyranosyl ester
SCHEMBL2997243
olean-12-en-28-oic acid, 3- ((2-o-(6-deoxy-.alpha.-l-mannopyranosyl)- .alpha.-l-arabinopyranosyl)oxy)-23-hydroxy-, o-6-deoxy-.alpha.-l- mannopyranosyl-(1-4)-o-.beta.-d-glucopyranosyl-(1-6)-.beta.-d- glucopyranosyl ester, (3.beta.,4.alpha.)-
AC-34096
mfcd00198062
CS-5691
HY-N0253
hederacaucaside d
pericarpsasaponin pk
astrantiasaponin h
hederacol
pulsatillasaponin f
pulsatillasaponin ii
akebiasaponin pk
hederacoside c with hplc
hederasaponin c (hederacoside c)
AKOS037514687
Q27137710
CCG-270660
S3919
DTXSID701317445
olean-12-en-28-oic acid, 3-((2-o-(6-deoxy-alpha-l-mannopyranosyl)-alpha-l-arabinopyranosyl)oxy)-23-hydroxy-, o-6-deoxy-alpha-l-mannopyranosyl-(1-4)-o-beta-d-glucopyranosyl-(1-6)-beta-d-glucopyranosyl ester, (3beta,4alpha)-
6-deoxy-alpha-l-mannopyranosyl-(1->4)-beta-d-glucopyranosyl-(1->6)-1-o-((3beta)-3-((2-o-(6-deoxy-alpha-l-mannopyranosyl)-alpha-l-arabinopyranosyl)oxy)-23-hydroxy-28-oxoolean-12-en-28-yl)-beta-d-glucopyranose

Research Excerpts

Pharmacokinetics

ExcerptReferenceRelevance
" However, information regarding its pharmacokinetic properties remains limited."( Pharmacokinetics of hederacoside C, an active ingredient in AG NPP709, in rats.
Choi, HD; Han, CK; Jung, JW; Kang, HE; Kim, JM; Lee, HS; Shin, YJ; Yoon, JN, 2013
)
0.39
" The assay was successfully applied to study the pharmacokinetic behavior of the three analytes in rats after oral and intravenous administration of a mixture of saponins (hederacoside C, hederacoside D, and ɑ-hederin)."( Pharmacokinetic parameters of three active ingredients hederacoside C, hederacoside D, and ɑ-hederin in Hedera helix in rats.
Li, L; Liu, J; Xing, Y; Xu, H; Yu, M; Yu, Z; Zhao, Y, 2016
)
0.43

Bioavailability

ExcerptReferenceRelevance
" Hederacoside C was quickly but inadequately absorbed from the gastrointestinal tract of rats resulting in extremely low bioavailability and relatively slow clearance."( An ultra-high-performance liquid chromatography-tandem mass spectrometric method for the determination of hederacoside C, a drug candidate for respiratory disorder, in rat plasma.
Choi, MS; Kim, IS; Kim, SH; Rehman, SU; Yoo, HH, 2016
)
0.43
" The bioavailability of 29 was significantly improved in comparison with its aglycon."( Synthesis and anti-inflammatory activity of saponin derivatives of δ-oleanolic acid.
Chen, C; Cheng, K; Dai, L; Hu, K; Li, H; Liu, L; Sun, H; Wen, X; Xu, Q; Yuan, H, 2021
)
0.62
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
anti-inflammatory agentAny compound that has anti-inflammatory effects.
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 (3)

ClassDescription
pentacyclic triterpenoid
triterpenoid saponinA terpene glycoside in which the terpene moiety is a triterpenoid.
carboxylic esterAn ester of a carboxylic acid, R(1)C(=O)OR(2), where R(1) = H or organyl and R(2) = organyl.
[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]

Bioassays (20)

Assay IDTitleYearJournalArticle
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.
AID626972Inhibition of NF-kappaB-induced COX2 mRNA expression in TNF-alpha-stimulated human HepG2 cells after 1 hr by RT-PCR analysis2011Journal of natural products, Sep-23, Volume: 74, Issue:9
Anti-inflammatory triterpenoid saponins from the stem bark of Kalopanax pictus.
AID658063Cytotoxicity against human ECV304 cells after 72 hrs by Hoechst 33258 staining based fluorescence assay2012Bioorganic & medicinal chemistry, May-01, Volume: 20, Issue:9
Saponins can perturb biologic membranes and reduce the surface tension of aqueous solutions: a correlation?
AID626970Inhibition of TNF-alpha-induced NFkappaB activation in human HepG2 cells after 1 hr by luciferase reporter assay2011Journal of natural products, Sep-23, Volume: 74, Issue:9
Anti-inflammatory triterpenoid saponins from the stem bark of Kalopanax pictus.
AID1602967Cytotoxicity against mouse RAW264.7 cells at anti-inflammatory IC50 after 19 hrs by MTT assay2019Bioorganic & medicinal chemistry letters, 04-15, Volume: 29, Issue:8
Isolation, structural elucidation, and insights into the anti-inflammatory effects of triterpene saponins from the leaves of Stauntonia hexaphylla.
AID780289Reduction in [3H]cholesterol uptake in human ECV304 cells after 1 hr by liquid scintillation counting2013Bioorganic & medicinal chemistry, Nov-15, Volume: 21, Issue:22
The influence of saponins on cell membrane cholesterol.
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.
AID626973Cytotoxicity against human HepG2 cells by MTT assay2011Journal of natural products, Sep-23, Volume: 74, Issue:9
Anti-inflammatory triterpenoid saponins from the stem bark of Kalopanax pictus.
AID626971Inhibition of NF-kappaB-induced iNOS mRNA expression in TNF-alpha-stimulated human HepG2 cells after 1 hr by RT-PCR analysis2011Journal of natural products, Sep-23, Volume: 74, Issue:9
Anti-inflammatory triterpenoid saponins from the stem bark of Kalopanax pictus.
AID1323390Inhibition of amyloid beta (25 to 35)-induced neuronal degeneration in ddY mouse embryo cortical neurons assessed as restoration of axonal outgrowth by measuring length of phosphorylated neurofilament-H-positive neurites at 10 uM treated 3 days post amylo2016Journal of natural products, 07-22, Volume: 79, Issue:7
Effects of Oleanane-Type Triterpene Saponins from the Leaves of Eleutherococcus senticosus in an Axonal Outgrowth Assay.
AID780290Cytotoxicity against human ECV304 cells after 72 hrs by MTT assay2013Bioorganic & medicinal chemistry, Nov-15, Volume: 21, Issue:22
The influence of saponins on cell membrane cholesterol.
AID658064Membranolytic activity in human ECV304 cells assessed as leakage of intracellular lactate dehydrogenase after 2 hrs by spectrophotometry2012Bioorganic & medicinal chemistry, May-01, Volume: 20, Issue:9
Saponins can perturb biologic membranes and reduce the surface tension of aqueous solutions: a correlation?
AID1591909Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced nitirc oxide production preincubated for 1 hr followed by LPS-stimulation and measured after 18 hrs by Griess assay2019Bioorganic & medicinal chemistry letters, 08-15, Volume: 29, Issue:16
Bioactive triterpene glycosides from the fruit of Stauntonia hexaphylla and insights into the molecular mechanism of its inflammatory effects.
AID780288Effect on [3H]cholesterol liberation from cell membrane of human ECV304 cells after 1 hr by liquid scintillation counting2013Bioorganic & medicinal chemistry, Nov-15, Volume: 21, Issue:22
The influence of saponins on cell membrane cholesterol.
AID780291Membrane toxicity against human ECV304 cells after 2 hrs by LDH release assay2013Bioorganic & medicinal chemistry, Nov-15, Volume: 21, Issue:22
The influence of saponins on cell membrane cholesterol.
AID1728066Activation of AMPK in human Huh-7 cells assessed as increase in AMPK phosphorylation at Thr172 residue at 10 uM measured after 12 hrs by Western blot analysis2021European journal of medicinal chemistry, Jan-01, Volume: 209Synthesis and anti-inflammatory activity of saponin derivatives of δ-oleanolic acid.
AID1602966Anti-inflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced NO production preincubated for 1 hr followed by LPS-stimulation and measured after 18 hrs by Griess reagent-based assay2019Bioorganic & medicinal chemistry letters, 04-15, Volume: 29, Issue:8
Isolation, structural elucidation, and insights into the anti-inflammatory effects of triterpene saponins from the leaves of Stauntonia hexaphylla.
AID658065Reduction in surface tension in 0.1 M PBS after 10 mins by Wilhelmy plate method using tensitometer2012Bioorganic & medicinal chemistry, May-01, Volume: 20, Issue:9
Saponins can perturb biologic membranes and reduce the surface tension of aqueous solutions: a correlation?
AID658066Critical micellar concentration of the compound in 0.1 M PBS after 10 mins by Wilhelmy plate method using tensitometer2012Bioorganic & medicinal chemistry, May-01, Volume: 20, Issue:9
Saponins can perturb biologic membranes and reduce the surface tension of aqueous solutions: a correlation?
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 (29)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's3 (10.34)18.2507
2000's4 (13.79)29.6817
2010's16 (55.17)24.3611
2020's6 (20.69)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.80

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 weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index11.80 (24.57)
Research Supply Index3.43 (2.92)
Research Growth Index5.23 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.80)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (3.33%)6.00%
Case Studies1 (3.33%)4.05%
Observational0 (0.00%)0.25%
Other28 (93.33%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]