Page last updated: 2024-12-08

8-o-acetyl shanzhiside methyl ester

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

Description

8-O-acetyl shanzhiside methyl ester: an iridoid glucoside; from Phlomis mongolica Turcz; RN given refers to (1S-(1alpha,4aalpha,5alpha,7alpha,7aalpha))-isomer; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
PhlomisgenusA plant genus of the family LAMIACEAE that contains phlorigidosides, iridoid glucosides and megastigmane glycosides.[MeSH]LamiaceaeThe mint plant family. They are characteristically aromatic, and many of them are cultivated for their oils. Most have square stems, opposite leaves, and two-lipped, open-mouthed, tubular corollas (united petals), with five-lobed, bell-like calyxes (united sepals).[MeSH]
Phlomis mongolicaspecies[no description available]LamiaceaeThe mint plant family. They are characteristically aromatic, and many of them are cultivated for their oils. Most have square stems, opposite leaves, and two-lipped, open-mouthed, tubular corollas (united petals), with five-lobed, bell-like calyxes (united sepals).[MeSH]

Cross-References

ID SourceID
PubMed CID162823
CHEMBL ID463751
SCHEMBL ID3244727
MeSH IDM0261074

Synonyms (24)

Synonym
inchi=1/c19h28o12/c1-7(21)31-19(2)4-9(22)11-8(16(26)27-3)6-28-17(12(11)19)30-18-15(25)14(24)13(23)10(5-20)29-18/h6,9-15,17-18,20,22-25h,4-5h2,1-3h3/t9-,10-,11+,12-,13-,14+,15-,17+,18+,19+/m1/s
umbroside
8-o-acetyl shanzhiside methyl ester
CHEMBL463751
barlerin
methyl (1s,4as,5r,7s,7as)-7-acetyloxy-5-hydroxy-7-methyl-1-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1h-cyclopenta[c]pyran-4-carboxylate
57420-46-9
8-o-acetylshanzhiside methyl ester
cyclopenta(c)pyran-4-carboxylic acid, 7-(acetyloxy)-1-(beta-d-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-5-hydroxy-7-methyl-, methyl ester, (1s-(1alpha,4aalpha,5alpha,7alpha,7aalpha))-
ac-shanz-me
S9244
SCHEMBL3244727
AC-34946
DTXSID80206008
HY-N0758
CS-6504
AKOS030573654
F17723
mfcd15071141
cyclopenta[c]pyran-4-carboxylic acid,7-(acetyloxy)-1-(b-d-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-5-hydroxy-7-methyl-, methyl ester, (1s,4as,5r,7s,7as)-
CCG-269219
AS-76883
172922-52-0
5beta-dihydro finasteride
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (11)

Assay IDTitleYearJournalArticle
AID402751Cytotoxicity against human Hep2 cells1998Journal of natural products, Oct, Volume: 61, Issue:10
New iridoids from the medicinal plant Barleria prionitis with potent activity against respiratory syncytial virus.
AID1204899Cytotoxicity against Stat3-activated human MDA-MB-231 cells assessed as growth inhibition at 20 ug/ml after 72 hrs by CyQuant assay2015Journal of natural products, Feb-27, Volume: 78, Issue:2
Iridoid glycosides from Barleria lupulina.
AID1204901Cytotoxicity against Stat3-activated mouse NIH/3T3 cells assessed as growth inhibition at 20 ug/ml after 72 hrs by CyQuant assay2015Journal of natural products, Feb-27, Volume: 78, Issue:2
Iridoid glycosides from Barleria lupulina.
AID671427Inhibition of LPS-induced NF-KB transcriptional activity expressed in HEK-293 cells at 1 ug/ml after 4 hrs by luciferase reporter gene assay relative to LPS-treated group2012Bioorganic & medicinal chemistry letters, Jul-01, Volume: 22, Issue:13
Iridoid glucosides and a C₁₃-norisoprenoid from Lamiophlomis rotata and their effects on NF-κB activation.
AID1204900Cytotoxicity against Stat3-activated human U251MG cells assessed as growth inhibition at 20 ug/ml after 72 hrs by CyQuant assay2015Journal of natural products, Feb-27, Volume: 78, Issue:2
Iridoid glycosides from Barleria lupulina.
AID1675706Antimalarial activity against Plasmodium falciparum 3D7 at 10 uM
AID671429Inhibition of LPS-induced NF-KB transcriptional activity expressed in HEK-293 cells at 100 ug/ml after 4 hrs by luciferase reporter gene assay relative to LPS-treated group2012Bioorganic & medicinal chemistry letters, Jul-01, Volume: 22, Issue:13
Iridoid glucosides and a C₁₃-norisoprenoid from Lamiophlomis rotata and their effects on NF-κB activation.
AID671428Inhibition of LPS-induced NF-KB transcriptional activity expressed in HEK-293 cells at 10 ug/ml after 4 hrs by luciferase reporter gene assay relative to LPS-treated group2012Bioorganic & medicinal chemistry letters, Jul-01, Volume: 22, Issue:13
Iridoid glucosides and a C₁₃-norisoprenoid from Lamiophlomis rotata and their effects on NF-κB activation.
AID402750Antiviral activity against respiratory syncytial virus A2 in human Hep2 cells assessed as inhibition of virus-induced cytopathic effect1998Journal of natural products, Oct, Volume: 61, Issue:10
New iridoids from the medicinal plant Barleria prionitis with potent activity against respiratory syncytial virus.
AID402752Selectivity index, ratio of IC50 for human Hep2 cells to EC50 for respiratory syncytial virus A21998Journal of natural products, Oct, Volume: 61, Issue:10
New iridoids from the medicinal plant Barleria prionitis with potent activity against respiratory syncytial virus.
AID1204902Antioxidant activity assessed as DPPH free radical scavenging activity measured as decoloration of a MeOH solution after 10 mins by spectrophotometry2015Journal of natural products, Feb-27, Volume: 78, Issue:2
Iridoid glycosides from Barleria lupulina.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (19)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's3 (15.79)18.2507
2000's3 (15.79)29.6817
2010's10 (52.63)24.3611
2020's3 (15.79)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.82

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 Index11.82 (24.57)
Research Supply Index3.00 (2.92)
Research Growth Index4.81 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.82)

All Compounds (24.57)

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%
Other19 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]