Compounds > isoschaftoside
Page last updated: 2024-12-10

isoschaftoside

Description

isoschaftoside: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

isoschaftoside : A C-glycosyl compound that is apigenin substituted at positions 6 and 8 by alpha-L-arabinopyranosyl and beta-D-glucosyl residues respectively. [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 CID3084995
CHEMBL ID2437365
CHEBI ID75589
SCHEMBL ID5082977
MeSH IDM0504290

Synonyms (32)

Synonym
52012-29-0
h27x8715v3 ,
4h-1-benzopyran-4-one, 6-alpha-l-arabinopyranosyl-8-beta-d-glucopyranosyl-5,7-dihydroxy-2-(4-hydroxyphenyl)-
unii-h27x8715v3
isoschaftoside
5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-6-[(2s,3r,4s,5s)-3,4,5-trihydroxyoxan-2-yl]chromen-4-one
CHEMBL2437365
CHEBI:75589 ,
5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2h-pyran-2-yl]-6-[(2s,3r,4s,5s)-3,4,5-trihydroxytetrahydro-2h-pyran-2-yl]-4h-chromen-4-one
6-c-alpha-l-arabinopyranosyl-8-c-beta-d-glucosylapigenin
apigenin 6-c-arabinoside 8-c-glucoside
SCHEMBL5082977
apigenin-6-arabinoside-8-glucoside
AC-35000
5,7,4'-trihydroxy-6-c-arabinoside-8-c-glucoside flavone
6-c-.alpha.-l-arabinosyl-8-c-.beta.-d-glucosylapigenin
apigenin 6-c-.alpha.-l-arabinoside 8-c-.beta.-d-glucoside
isoshaftoside
2-(4-hydroxyphenyl)-5,7-dihydroxy-6-(alpha-l-arabinopyranosyl)-8-(beta-d-glucopyranosyl)-4h-1-benzopyran-4-one
j376.232g ,
5,7-dihydroxy-2-(4-hydroxyphenyl)-8-((2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2h-pyran-2-yl)-6-((2s,3r,4s,5s)-3,4,5-trihydroxytetrahydro-2h-pyran-2-yl)-4h-chromen-4-one
apigenin 6-c-.alpha.-l-arabinopyranoside-8-c-.beta.-d-glucopyranoside
76491-12-8
6-(.alpha.-l-arabinopyranosyl)-8-(.beta.-d-glucopyranosyl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4h-1-benzopyran-4-one
FT-0698519
AKOS030573652
Q27145412
mfcd00210518
HY-N1458
CS-0016904
MS-30225
DTXSID301317293

Research Excerpts

Pharmacokinetics

ExcerptReferenceRelevance
"The novel integrated double peak pharmacokinetic approach to studying the holistic pharmacokinetic properties of traditional Chinese medicine has been successfully developed and validated using AM as a model drug."( Integrated pharmacokinetics and biodistribution of multiple flavonoid C-glycosides components in rat after oral administration of Abrus mollis extract and correlations with bio-effects.
Gu, N; Huo, M; Jiang, Z; Wang, H; Xiong, F; Yan, C; Zheng, C, 2015)		0.42

Compound-Compound Interactions

ExcerptReferenceRelevance
") Merr has been established, based on analysis of high-performance liquid chromatography fingerprint combined with the similarity analysis (SA), hierarchical cluster analysis (HCA), principal component analysis (PCA), discriminant analysis (DA) and the quantitative analysis multi-components by single marker (QAMS) method."( Quantitative and Chemical Fingerprint Analysis of Desmodium styracifolium by High-Performance Liquid Chromatography Combined with Chemometrics.
Chen, L; Cheng, X; Tang, X; Yang, Q, 2020)		0.56
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
metaboliteAny intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
[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 (2)

ClassDescription
C-glycosyl compoundA glycosyl compound arising formally from the elimination of water from a glycosidic hydroxy group and an H atom bound to a carbon atom, thus creating a C-C bond.
trihydroxyflavoneAny hydroxyflavone carrying three hydroxy groups at unspecified positions.
[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 (1)

Assay IDTitleYearJournalArticle
AID775570Inhibition of PTP1B (unknown origin) using p-nitrophenyl phosphate as substrate at 100 uM2013Bioorganic & medicinal chemistry letters, Nov-01, Volume: 23, Issue:21
Evaluation of licorice flavonoids as protein tyrosine phosphatase 1B inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (10)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (10.00)29.6817
2010's7 (70.00)24.3611
2020's2 (20.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 26.91

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 Index26.91 (24.57)
Research Supply Index2.56 (2.92)
Research Growth Index4.80 (4.65)
Search Engine Demand Index29.35 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (26.91)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (8.33%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other11 (91.67%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
acetonitrile
acetonitrile: RN given refers to unlabeled cpd. acetonitrile : A nitrile that is hydrogen cyanide in which the hydrogen has been replaced by a methyl group.		2.1710aliphatic nitrile;
volatile organic compound		EC 3.5.1.4 (amidase) inhibitor;
NMR chemical shift reference compound;
polar aprotic solvent
glucose, (beta-d)-isomer
beta-D-glucose : D-Glucopyranose with beta configuration at the anomeric centre.. (1->4)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->4) linkages.. (1->3)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->3) linkages.		2.5420D-glucopyranoseepitope;
mouse metabolite
liquiritigenin
liquiritigenin: structure given in first source; isolated from Pterocarpus marsupium. 4',7-dihydroxyflavanone : A dihydroxyflavanone in which the two hydroxy substituents are located at positions 4' and 7.. liquiritigenin : A dihydroxyflavanone compound having the two hydroxy substituents at the 4'- and 7-positions. Isolated from the root of Glycyrrhizae uralensis, it is a selective agonist for oestrogen receptor beta.		2.08104',7-dihydroxyflavanonehormone agonist;
plant metabolite
glabridin
[no description available]		2.0810hydroxyisoflavansantiplasmodial drug
isovitexin
[no description available]		2.5220C-glycosyl compound;
trihydroxyflavone		EC 3.2.1.20 (alpha-glucosidase) inhibitor;
metabolite
schaftoside
schaftoside: structure in first source. schaftoside : A C-glycosyl compound that is apigenin substituted by beta-D-glucopyranosyl and an alpha-L-arabinopyranosyl moieties at positions 6 and 8 via C-glycosidic linkages.		8.3760
vicenin ii
vicenin: isolated from the leaves of the Indian plant Ocimum sanctum were tested for their radioprotective effect in mice. isovitexin 8-C-beta-glucoside : A C-glycosyl compound that is isovitexin in which the hydrogen at position 8 is replaced by a beta-D-glucosyl residue.		2.8130C-glycosyl compound;
trihydroxyflavone		metabolite
Euchrestaflavanone A
[no description available]		2.0810flavanones
likviriton
liquiritin: isoalted from Glycyrrhizae radix. liquiritin : A flavanone glycoside that is liquiritigenin attached to a beta-D-glucopyranosyl residue at position 4' via a glycosidic linkage.		2.0810beta-D-glucoside;
flavanone glycoside;
monohydroxyflavanone;
monosaccharide derivative		anti-inflammatory agent;
anticoronaviral agent;
plant metabolite
glycosides
[no description available]		4.8190
apigenin
Chamomile: Common name for several daisy-like plants (MATRICARIA; TRIPLEUROSPERMUM; ANTHEMIS; CHAMAEMELUM) native to Europe and Western Asia, now naturalized in the United States and Australia.		3.0440trihydroxyflavoneantineoplastic agent;
metabolite
quercetin 3-o-glucopyranoside
quercetin 3-O-glucopyranoside: structure in first source. quercetin 3-O-beta-D-glucopyranoside : A quercetin O-glucoside that is quercetin with a beta-D-glucosyl residue attached at position 3. Isolated from Lepisorus contortus, it exhibits antineoplastic activityand has been found to decrease the rate of polymerization and sickling of red blood cells		2.0810beta-D-glucoside;
monosaccharide derivative;
quercetin O-glucoside;
tetrahydroxyflavone		antineoplastic agent;
antioxidant;
antipruritic drug;
bone density conservation agent;
geroprotector;
histamine antagonist;
osteogenesis regulator;
plant metabolite
isobavachalcone
isobavachalcone: RN given for (E)-isomer; structure in first source. isobavachalcone : A member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 4, 2' and 4' and a prenyl group at position 3'.		2.0810chalcones;
polyphenol		antibacterial agent;
metabolite;
platelet aggregation inhibitor
7-hydroxy-6,4'-dimethoxyisoflavone
afromosin: structure given in first source; isolated from Wistaria brachybotrys. afrormosin : A 4'-methoxyisoflavone that is isoflavone substituted by methoxy groups at positions 6 and 4' and a hydroxy group at position 7.		2.08104'-methoxyisoflavones;
7-hydroxyisoflavones		plant metabolite
4',7-dihydroxyflavone
4',7-dihydroxyflavone: inducer of nod gene. 4',7-dihydroxyflavone : A dihydroxyflavone in which the two hydroxy substituents are located at positions 4' and 7.		2.0810dihydroxyflavonemetabolite
astragalin
kaempferol-3-O-glucoside: isolated from the pit of Mahkota dewa; structure in first source. kaempferol 3-O-beta-D-glucoside : A kaempferol O-glucoside in which a glucosyl residue is attached at position 3 of kaempferol via a beta-glycosidic linkage.		2.0810beta-D-glucoside;
kaempferol O-glucoside;
monosaccharide derivative;
trihydroxyflavone		plant metabolite;
trypanocidal drug
eurycarpin b
eurycarpin B: from the roots of Glycyrrhiza eurycarpa; structure in first source		2.0810isoflavonoid
licochalcone b
licochalcone B: isolated from Glycyrrhiza inflata; inhibits phosphorylation of NF-kappaB p65 in LPS signaling pathway; structure in first source		2.0810chalcones
4-hydroxylonchocarpin
4-hydroxylonchocarpin: structure in first source		2.0810
licochalcone c
licochalcone C: has cardioprotective, antioxidant, anti-inflammatory and anti-apoptotic activities; isolated from licorice; structure in first source		2.0810
Kanzonol B
[no description available]		2.0810chalcones
glabrol
glabrol: from Glycyrrhiza glabra hairy root; structure in first source		2.0810flavanones
odoratin
odoratin: structure; RN given refers to cpd without isomeric designation		2.0810
rk 682
[no description available]		2.0810
ConditionIndicatedRelationship StrengthStudiesTrials
Sensitivity and Specificity
Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)		02.2510
Anasarca
[description not available]		02.1110
Edema
Abnormal fluid accumulation in TISSUES or body cavities. Most cases of edema are present under the SKIN in SUBCUTANEOUS TISSUE.		02.1110
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