Compounds > esculeoside a
Page last updated: 2024-11-12

esculeoside a

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

Description

esculeoside A: a major component contained in the ripe tomato Lycopersicon esculentum fruits; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

esculeoside A : A steroid saponin that is spirosolane-3,23,27-triol in which the hydroxy group at position 23 is acetylated and the hydroxy groups at positions 3 and 27 are glycosylated by lycotetraosyl and a beta-D-glucopyranosyl moieties respectively. Isolated from the fruits of Lycopersicon esculentum, it exhibits cytotoxic activity. [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 CID10887728
CHEBI ID65866
MeSH IDM0523641

Synonyms (11)

Synonym
esculeoside a
CHEBI:65866
(23s,25s)-23-acetoxy-5alpha,22alphan-3beta,27-dihydroxyspirosolan-3-o-beta-lycotetraosyl-27-o-beta-d-glucopyranoside
(3beta,5alpha,22alpha,23s,25s)-27-(beta-d-glucopyranosyloxy)-3-{[beta-d-glucopyranosyl-(1->2)-[beta-d-xylopyranosyl-(1->3)]-beta-d-glucopyranosyl-(1->4)-beta-d-galactopyranosyl]oxy}spirosolan-23-yl acetate
532387-86-3
3-o-.beta.-lycotetraosyl (5s,22s,23s,25s)-23-acetoxy-3.beta.,27-dihydroxyspirosolane 27-o-.beta.-d-glucopyranoside
(3.beta.,5.alpha.,22.alpha.,23s,25s)-23-(acetyloxy)-27-(.beta.-d-glucopyranosyloxy)spirosolan-3-yl o-.beta.-d-glucopyranosyl-(1->2)-o-(.beta.-d-xylopyranosyl-(1->3))-o-.beta.-d-glucopyranosyl-(1->4)-.beta.-d-galactopyranoside
unii-g4ut79k5t5
(3beta,5alpha,22alpha,23s,25s)-23-(acetyloxy)-27-(beta-d-glucopyranosyloxy)spirosolan-3-yl o-beta-d-glucopyranosyl-(1->2)-o-(beta-d-xylopyranosyl-(1->3))-o-beta-d-glucopyranosyl-(1->4)-beta-d-galactopyranoside
3-o-beta-lycotetraosyl (5s,22s,23s,25s)-23-acetoxy-3beta,27-dihydroxyspirosolane 27-o-beta-d-glucopyranoside
g4ut79k5t5 ,

Research Excerpts

Treatment

ExcerptReferenceRelevance
"Oral treatment with esculeoside A 10 mg/kg of experimental dermatitis mice for 4 weeks significantly decreased the skin clinical score to 2.5 without any detectable side effects compared with 6.75 of the control."( Anti-hyaluronidase Activity in Vitro and Amelioration of Mouse Experimental Dermatitis by Tomato Saponin, Esculeoside A.
Kanda, Y; Manabe, H; Nohara, T; Tanaka, A; Yokomizo, K; Zhou, JR, 2016)		0.96
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
metaboliteAny intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antineoplastic agentA substance that inhibits or prevents the proliferation of neoplasms.
[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
saponinA glycoside that is a compound containing one or more hydrophilic glycoside moieties combined with a lipophilic triterpenoid or steroid derivative. Found in particular abundance in plant species.
steroid alkaloid
azaspiro compoundAn azaspiro compound is a spiro compound in which at least one of the cyclic components is a nitrogen heterocyle.
oxaspiro compoundA spiro compound in which at least one of the cyclic components is an oxygen heterocyle.
steroid saponinAny saponin derived from a hydroxysteroid.
[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]

Research

Studies (13)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's3 (23.08)29.6817
2010's8 (61.54)24.3611
2020's2 (15.38)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 22.61

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 Index22.61 (24.57)
Research Supply Index2.64 (2.92)
Research Growth Index4.66 (4.65)
Search Engine Demand Index21.17 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (22.61)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (7.69%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other12 (92.31%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
ethylene
Plastipore: high density polyethylene sponge biocompatible material; used as posts in dental bridges		7.0510alkene;
gas molecular entity		plant hormone;
refrigerant
tomatine
alpha-tomatine: in tomato fruits and vegetative plant tissues; structure in first source		7.4520alkaloid antibiotic;
glycoalkaloid;
glycoside;
steroid alkaloid;
tetrasaccharide derivative		antifungal agent;
immunological adjuvant;
phytotoxin
glycosides
[no description available]		2.4620
beta-escin
[no description available]		4.1140
isoesculeogenin a
isoesculeogenin A: isolated from the ripe tomato; structure in first source		2.4110
sapogenins
Sapogenins: The aglucon moiety of a saponin molecule. It may be triterpenoid or steroid, usually spirostan, in nature.		5.05120
hyaluronoglucosaminidase
Hyaluronoglucosaminidase: An enzyme that catalyzes the random hydrolysis of 1,4-linkages between N-acetyl-beta-D-glucosamine and D-glucuronate residues in hyaluronate. (From Enzyme Nomenclature, 1992) There has been use as ANTINEOPLASTIC AGENTS to limit NEOPLASM METASTASIS.		2.1310
tomatine
Tomatine: An alkaloid that occurs in the extract of leaves of wild tomato plants. It has been found to inhibit the growth of various fungi and bacteria. It is used as a precipitating agent for steroids. (From The Merck Index, 11th ed). tomatine : A steroid alkaloid that is tomatidine in which the hydroxy group at position 3 is linked to lycotetraose, a tetrasaccharide composed of two units of D-glucose, one unit of D-xylose, and one unit of D-galactose.		7.7430
ConditionIndicatedRelationship StrengthStudiesTrials
Diabetes Mellitus, Adult-Onset
[description not available]		02.2110
Diabetes Mellitus, Type 2
A subclass of DIABETES MELLITUS that is not INSULIN-responsive or dependent (NIDDM). It is characterized initially by INSULIN RESISTANCE and HYPERINSULINEMIA; and eventually by GLUCOSE INTOLERANCE; HYPERGLYCEMIA; and overt diabetes. Type II diabetes mellitus is no longer considered a disease exclusively found in adults. Patients seldom develop KETOSIS but often exhibit OBESITY.		02.2110
Disease Models, Animal
Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.		02.1310
Dermatitis
Any inflammation of the skin.		07.1310