Compounds > 23-hydroxytormentic acid
Page last updated: 2024-12-08

23-hydroxytormentic acid

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

Description

23-hydroxytormentic acid: from the unripe fruits of Rubus coreanus (Rosaceae); structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

19alpha-hydroxyasiatic acid : A pentacyclic triterpenoid that is asiatic acid substituted by a hydroxy group at position 19. It has been isolated from the leaves of Rosa laevigata. [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
RosagenusA plant genus in the family ROSACEAE and order Rosales. This should not be confused with the genus RHODIOLA which is sometimes called roseroot.[MeSH]RosaceaeThe rose plant family in the order ROSALES and class Magnoliopsida. They are generally woody plants. A number of the species of this family contain cyanogenic compounds.[MeSH]
RubusgenusA plant genus of the family Rosaceae whose members include blackberries and raspberries.[MeSH]RosaceaeThe rose plant family in the order ROSALES and class Magnoliopsida. They are generally woody plants. A number of the species of this family contain cyanogenic compounds.[MeSH]
Rubus coreanusspecies[no description available]RosaceaeThe rose plant family in the order ROSALES and class Magnoliopsida. They are generally woody plants. A number of the species of this family contain cyanogenic compounds.[MeSH]

Cross-References

ID SourceID
PubMed CID490367
CHEMBL ID515920
CHEBI ID67915
SCHEMBL ID5797542
MeSH IDM0499730

Synonyms (22)

Synonym
niga-ichigoside f1 aglycone
(2a,3b,4a)-2,3,19,23-tetrahydroxyurs-12-en-28-oic acid
(1r,2r,4as,6ar,6as,6br,8ar,9r,10r,11r,12ar,14bs)-1,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
19alpha-hydroxyasiatic acid
chebi:67915 ,
CHEMBL515920
23-hydroxytormentic acid
(2alpha,3beta)-2,3,19,23-tetrahydroxyurs-12-en-28-oic acid
meyanthic acid
SCHEMBL5797542
23-hydroxytormentic acid, >=95% (lc/ms-elsd)
Q27136389
19 alpha-hydroxyasiatic acid
70868-78-9
MS-29376
E88645
CS-0140231
HY-N8164
19|a-hydroxyasiatic acid
19??-hydroxyasiatic acid
AKOS040760190
PD197605

Research Excerpts

[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
hydroxy monocarboxylic acidAny monocarboxylic acid which also contains a separate (alcoholic or phenolic) hydroxy substituent.
tetrolA polyol that contains 4 hydroxy groups.
[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 (28)

Assay IDTitleYearJournalArticle
AID335644Antiviral activity against Sindbis virus replication in human HelaS3 cells assessed as virus-induced cytopathic effect at 50 ug/ml after 24 hrs at 37 degC by light microscopy1992Journal of natural products, Aug, Volume: 55, Issue:8
Constituents of Eriobotrya japonica. A study of their antiviral properties.
AID595640Antiinflammatory activity against LPS-stimulated NF-kappaB activated human HEK293 cells at 25 ug/ml pretreated for 4 hrs followed by challenge with LPS for 48 hrs by luciferase assay2011Journal of natural products, Apr-25, Volume: 74, Issue:4
Anti-inflammatory triterpenes from the leaves of Rosa laevigata.
AID750087Cytotoxicity against mouse RAW264.7 cells up to 50 ug/ml after 24 hrs by MTT assay in presence of LPS2013Bioorganic & medicinal chemistry, Jun-01, Volume: 21, Issue:11
Anti-inflammatory secondary metabolites from the leaves of Rosa laevigata.
AID750091Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced TNF-alpha release at 0.5 to 100 ug/ml incubated for 4 hrs prior to LPS challenge measured after 24 hrs by ELISA2013Bioorganic & medicinal chemistry, Jun-01, Volume: 21, Issue:11
Anti-inflammatory secondary metabolites from the leaves of Rosa laevigata.
AID335639Inhibition of HIV1 reverse transcriptase assessed as [3H]dTTP incorporation up to 50 ug/ml by liquid scintillation counting1992Journal of natural products, Aug, Volume: 55, Issue:8
Constituents of Eriobotrya japonica. A study of their antiviral properties.
AID359156Hepatoprotective activity against D-galactosamine/TNFalpha-induced cell death in primary cultured mouse hepatocytes treated for 30 mins before TNFalpha challenge measured after 18 hrs by MTT assay2001Journal of natural products, Mar, Volume: 64, Issue:3
Three new triterpenes from the seeds of Combretum quadrangulare and their hepatoprotective activity.
AID750088Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced IL-10 release at 0.5 to 100 ug/ml incubated for 4 hrs prior to LPS challenge measured after 24 hrs by ELISA2013Bioorganic & medicinal chemistry, Jun-01, Volume: 21, Issue:11
Anti-inflammatory secondary metabolites from the leaves of Rosa laevigata.
AID471380Inhibition of yeast alpha-glucosidase after 15 mins2009Journal of natural products, Oct, Volume: 72, Issue:10
Triterpenoid saponins from Rubus ellipticus var. obcordatus.
AID595641Antiinflammatory activity against LPS-stimulated NF-kappaB activated human HEK293 cells at 12.5 ug/ml pretreated for 4 hrs followed by challenge with LPS for 48 hrs by luciferase assay2011Journal of natural products, Apr-25, Volume: 74, Issue:4
Anti-inflammatory triterpenes from the leaves of Rosa laevigata.
AID750089Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced IL-6 release at 0.5 to 100 ug/ml incubated for 4 hrs prior to LPS challenge measured after 24 hrs by ELISA2013Bioorganic & medicinal chemistry, Jun-01, Volume: 21, Issue:11
Anti-inflammatory secondary metabolites from the leaves of Rosa laevigata.
AID595635Antiinflammatory activity against LPS-stimulated mouse RAW264.7 cells assessed as inhibition of TNFalpha production at 0.5 to 50 ug/ml pretreated for 4 hrs followed by challenge with 1 ug/mL LPS for 48 hrs by ELISA relative to control2011Journal of natural products, Apr-25, Volume: 74, Issue:4
Anti-inflammatory triterpenes from the leaves of Rosa laevigata.
AID595631Cytotoxicity against LPS-stimulated mouse RAW264.7 cells assessed as decrease in cell viability upto 100 ug/mL for 4 hrs by MTT assay in presence of 0.01 to 1 ug/mL LPS measured after 24 hrs2011Journal of natural products, Apr-25, Volume: 74, Issue:4
Anti-inflammatory triterpenes from the leaves of Rosa laevigata.
AID335635Antiviral activity against HIV1 3B replication in human C8166 cells at 8 ug/ml after 5 to 7 days by MTT-formazan method1992Journal of natural products, Aug, Volume: 55, Issue:8
Constituents of Eriobotrya japonica. A study of their antiviral properties.
AID750092Inhibition of LPS-induced NF-kappaB activation in HEK293 cells incubated for 4 hrs prior to LPS challenge measured after 48 hrs by luciferase reporter gene assay2013Bioorganic & medicinal chemistry, Jun-01, Volume: 21, Issue:11
Anti-inflammatory secondary metabolites from the leaves of Rosa laevigata.
AID750090Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced IL-1beta release at 0.5 to 100 ug/ml incubated for 4 hrs prior to LPS challenge measured after 24 hrs by ELISA2013Bioorganic & medicinal chemistry, Jun-01, Volume: 21, Issue:11
Anti-inflammatory secondary metabolites from the leaves of Rosa laevigata.
AID595632Antiinflammatory activity against LPS-stimulated mouse RAW264.7 cells assessed as inhibition of IL-10 production at 0.5 to 50 ug/ml pretreated for 4 hrs followed by challenge with 1 ug/mL LPS for 48 hrs by ELISA relative to control2011Journal of natural products, Apr-25, Volume: 74, Issue:4
Anti-inflammatory triterpenes from the leaves of Rosa laevigata.
AID595636Antiinflammatory activity against LPS-stimulated NF-kappaB activated human HEK293 cells at 200 ug/ml pretreated for 4 hrs followed by challenge with LPS for 48 hrs by luciferase assay2011Journal of natural products, Apr-25, Volume: 74, Issue:4
Anti-inflammatory triterpenes from the leaves of Rosa laevigata.
AID595634Antiinflammatory activity against LPS-stimulated mouse RAW264.7 cells assessed as inhibition of IL1-beta production at 0.5 to 50 ug/ml pretreated for 4 hrs followed by challenge with 1 ug/mL LPS for 48 hrs by ELISA relative to control2011Journal of natural products, Apr-25, Volume: 74, Issue:4
Anti-inflammatory triterpenes from the leaves of Rosa laevigata.
AID335634Antiviral activity against HIV1 3B replication in human C8166 cells at 40 ug/ml after 5 to 7 days by MTT-formazan method1992Journal of natural products, Aug, Volume: 55, Issue:8
Constituents of Eriobotrya japonica. A study of their antiviral properties.
AID335643Cytotoxicity against human HeLaS3 cells assessed as maximum non-toxic dose after 24 hrs by neutral red staining1992Journal of natural products, Aug, Volume: 55, Issue:8
Constituents of Eriobotrya japonica. A study of their antiviral properties.
AID595638Antiinflammatory activity against LPS-stimulated NF-kappaB activated human HEK293 cells at 100 ug/ml pretreated for 4 hrs followed by challenge with LPS for 48 hrs by luciferase assay2011Journal of natural products, Apr-25, Volume: 74, Issue:4
Anti-inflammatory triterpenes from the leaves of Rosa laevigata.
AID335641Antiviral activity against HRV1B replication in human Hela Ohio cells assessed as virus-induced cytopathic effect at 50 ug/ml after 24 hrs at 33 degC by light microscopy1992Journal of natural products, Aug, Volume: 55, Issue:8
Constituents of Eriobotrya japonica. A study of their antiviral properties.
AID595639Antiinflammatory activity against LPS-stimulated NF-kappaB activated human HEK293 cells at 50 ug/ml pretreated for 4 hrs followed by challenge with LPS for 48 hrs by luciferase assay2011Journal of natural products, Apr-25, Volume: 74, Issue:4
Anti-inflammatory triterpenes from the leaves of Rosa laevigata.
AID595633Antiinflammatory activity against LPS-stimulated mouse RAW264.7 cells assessed as inhibition of IL-6 production at 0.5 to 50 ug/ml pretreated for 4 hrs followed by challenge with 1 ug/mL LPS for 48 hrs by ELISA relative to control2011Journal of natural products, Apr-25, Volume: 74, Issue:4
Anti-inflammatory triterpenes from the leaves of Rosa laevigata.
AID595637Antiinflammatory activity against LPS-stimulated mouse RAW264.7 cells assessed as inhibition of nitric oxide production at 0.5 to 50 ug/ml pretreated for 4 hrs followed by challenge with 1 ug/mL LPS for 48 hrs by Griess reaction method relative to control2011Journal of natural products, Apr-25, Volume: 74, Issue:4
Anti-inflammatory triterpenes from the leaves of Rosa laevigata.
AID336314Cytotoxicity against human C8166 cells after 5 to 7 days by MTT-formazan method1992Journal of natural products, Aug, Volume: 55, Issue:8
Constituents of Eriobotrya japonica. A study of their antiviral properties.
AID335640Cytotoxicity against human HeLa Ohio cells assessed as maximum non-toxic dose after 24 hrs by neutral red staining1992Journal of natural products, Aug, Volume: 55, Issue:8
Constituents of Eriobotrya japonica. A study of their antiviral properties.
AID595630Cytotoxicity against LPS-stimulated mouse RAW264.7 cells assessed as cell viability upto 50 ug/mL for 4 hrs by MTT assay in presence of 0.01 to 1 ug/mL LPS measured after 24 hrs2011Journal of natural products, Apr-25, Volume: 74, Issue:4
Anti-inflammatory triterpenes from the leaves of Rosa laevigata.
[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's1 (10.00)18.2507
2000's3 (30.00)29.6817
2010's5 (50.00)24.3611
2020's1 (10.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.57

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 Index12.57 (24.57)
Research Supply Index2.40 (2.92)
Research Growth Index4.96 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.57)

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%
Other10 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
malondialdehyde
Malondialdehyde: The dialdehyde of malonic acid.. malonaldehyde : A dialdehyde that is propane substituted by two oxo groups at the terminal carbon atoms respectively. A biomarker of oxidative damage to lipids caused by smoking, it exists in vivo mainly in the enol form.		2.0610dialdehydebiomarker
glycyrrhizic acid
glycyrrhizinic acid : A triterpenoid saponin that is the glucosiduronide derivative of 3beta-hydroxy-11-oxoolean-12-en-30-oic acid.		210enone;
glucosiduronic acid;
pentacyclic triterpenoid;
tricarboxylic acid;
triterpenoid saponin		EC 3.4.21.5 (thrombin) inhibitor;
plant metabolite
zidovudine
Zidovudine: A dideoxynucleoside compound in which the 3'-hydroxy group on the sugar moiety has been replaced by an azido group. This modification prevents the formation of phosphodiester linkages which are needed for the completion of nucleic acid chains. The compound is a potent inhibitor of HIV replication, acting as a chain-terminator of viral DNA during reverse transcription. It improves immunologic function, partially reverses the HIV-induced neurological dysfunction, and improves certain other clinical abnormalities associated with AIDS. Its principal toxic effect is dose-dependent suppression of bone marrow, resulting in anemia and leukopenia.. zidovudine : A pyrimidine 2',3'-dideoxyribonucleoside compound having a 3'-azido substituent and thymine as the nucleobase.		1.9810azide;
pyrimidine 2',3'-dideoxyribonucleoside		antimetabolite;
antiviral drug;
HIV-1 reverse transcriptase inhibitor
arjunolic acid
arjunolic acid: oleanane type; isol from Cochlospermum tinctorium (Bixaceae); structure given in first source; RN given refers to (2alpha,3beta,4alpha)-isomer; RN for cpd without isomeric designation not avail 12/89. arjunolic acid : A pentacyclic triterpenoid that is olean-12-en-28-oic acid substituted by hydroxy groups at positions 2, 3 and 23 (the 2alpha,3beta stereoisomer). Isolated from Symplocos lancifolia and Juglans sinensis, it exhibits antioxidant and antimicrobial activities.		210hydroxy monocarboxylic acid;
pentacyclic triterpenoid		antibacterial agent;
antifungal agent;
antioxidant;
metabolite
sericic acid
sericic acid: RN refers to (2alpha,3beta,4beta,19alpha)-isomer; from Vochysia divergens		2.0510
hydroxyl radical
Hydroxyl Radical: The univalent radical OH. Hydroxyl radical is a potent oxidizing agent.		2.0610oxygen hydride;
oxygen radical;
reactive oxygen species
sitosterol, (3beta)-isomer
Sobatum: tradename; active fraction of Solanum trilobatum; reduces side-effects of radiation-induced toxicity. sitosterol : A member of the class of phytosterols that is stigmast-5-ene substituted by a beta-hydroxy group at position 3.		2103beta-hydroxy-Delta(5)-steroid;
3beta-sterol;
C29-steroid;
phytosterols;
stigmastane sterol		anticholesteremic drug;
antioxidant;
mouse metabolite;
plant metabolite;
sterol methyltransferase inhibitor
acarbose
[no description available]		2.0510amino cyclitol;
glycoside
euscaphic acid
euscaphic acid: isolated from medicinal plant, Euscaphis japonica Pax.; structure; RN given refers to 2alpha,3alpha-isomer. euscaphic acid : A pentacyclic triterpenoid that is urs-12-en-28-oic acid substituted by hydroxy groups at positions 2, 3 and 19 respectively (the 2alpha,3alpha-stereoisomer). It has been isolated from the leaves of Rosa laevigata.		2.7130hydroxy monocarboxylic acid;
pentacyclic triterpenoid;
triol		plant metabolite
glycosides
[no description available]		2.0610
1,1-diphenyl-2-picrylhydrazyl
1,1-diphenyl-2-picrylhydrazyl: A diphenyl picrate; the ability to decolorize this stable radical indicates reactivity of tested compounds (Banda, Anal Chem 46:1772-7 1974)		2.1510
silybin
[no description available]		210
2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid
2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid: chromogen in glucose oxidase-peroxidase method for determining serum glucose; used in free radical scavenging assays; structure in first source		2.1510
beta-escin
[no description available]		2.0310
niga-ichigoside f1
niga-ichigoside F1: RN given for (2alpha,3beta,4alpha)-isomer. 19alpha-hydroxyasiatic acid-28-O-beta-D-glucopyrannoside : A triterpenoid saponin that is 19alpha-hydroxyasiatic acid attached to a beta-D-glucopyranosyl residue at position 28 via a glycosidic linkage. It has been isolated from the leaves of Rosa laevigata.		7.4220beta-D-glucoside;
monosaccharide derivative;
pentacyclic triterpenoid;
tetrol;
triterpenoid saponin		plant metabolite
sodium salicylate
[no description available]		2.0310organic molecular entity
ConditionIndicatedRelationship StrengthStudiesTrials
Cerebral Infarction, Middle Cerebral Artery
[description not available]		02.3110
Cerebral Ischemia
[description not available]		07.3110
Injury, Ischemia-Reperfusion
[description not available]		02.3110
Brain Ischemia
Localized reduction of blood flow to brain tissue due to arterial obstruction or systemic hypoperfusion. This frequently occurs in conjunction with brain hypoxia (HYPOXIA, BRAIN). Prolonged ischemia is associated with BRAIN INFARCTION.		02.3110
Reperfusion Injury
Adverse functional, metabolic, or structural changes in tissues that result from the restoration of blood flow to the tissue (REPERFUSION) following ISCHEMIA.		02.3110
Infarction, Middle Cerebral Artery
NECROSIS occurring in the MIDDLE CEREBRAL ARTERY distribution system which brings blood to the entire lateral aspects of each CEREBRAL HEMISPHERE. Clinical signs include impaired cognition; APHASIA; AGRAPHIA; weak and numbness in the face and arms, contralaterally or bilaterally depending on the infarction.		02.3110
Kidney Diseases
Pathological processes of the KIDNEY or its component tissues.		02.0610
Adjuvant Arthritis
[description not available]		02.0310
Gastric Ulcer
[description not available]		02.0310
Stomach Ulcer
Ulceration of the GASTRIC MUCOSA due to contact with GASTRIC JUICE. It is often associated with HELICOBACTER PYLORI infection or consumption of nonsteroidal anti-inflammatory drugs (NSAIDS).		02.0310