Compounds > protosappanin a
Page last updated: 2024-11-07

protosappanin a

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

Cross-References

ID SourceID
PubMed CID128001
CHEMBL ID447427
CHEBI ID69202
SCHEMBL ID168054
MeSH IDM0239699

Synonyms (19)

Synonym
protosappanin a
PTA ,
chebi:69202 ,
CHEMBL447427
6h-dibenz(b,d)oxocin-7(8h)-one, 3,10,11-trihydroxy-
102036-28-2
sappanol b
SCHEMBL168054
DTXSID10144540
Q27137541
3,10,11-trihydroxy-6h-dibenzo[b,d]oxocin-7(8h)-one
3,10,11-trihydroxy-7,8-dihydro-6h-dibenz[b,d]oxocin-7-one
BCP29498
CS-0062799
5,14,15-trihydroxy-8-oxatricyclo[10.4.0.02,7]hexadeca-1(16),2(7),3,5,12,14-hexaen-10-one
F82246
MS-23852
HY-113573
AKOS040760044

Research Excerpts

Overview

Protosappanin A (PTA) is a bioactive compound isolated from a traditional Chinese medicine, Caesalpinia sappan L.

ExcerptReferenceRelevance
"Protosappanin A (PTA) is a major bioactive ingredient isolated from Caesalpinia sappan L.."( Protosappanin A exerts anti-neuroinflammatory effect by inhibiting JAK2-STAT3 pathway in lipopolysaccharide-induced BV2 microglia.
Dong, X; Liao, LX; Tu, PF; Wang, LC; Zeng, KW; Zhao, MB, 2017)		2.62
"Protosappanin A (PTA) is a bioactive compound isolated from a traditional Chinese medicine, Caesalpinia sappan L."( Protosappanin A inhibits oxidative and nitrative stress via interfering the interaction of transmembrane protein CD14 with Toll-like receptor-4 in lipopolysaccharide-induced BV-2 microglia.
Jiang, Y; Ma, ZZ; Tu, PF; Zeng, KW; Zhao, MB, 2012)		2.54
[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 (1)

ClassDescription
catecholsAny compound containing an o-diphenol component.
[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 (17)

Assay IDTitleYearJournalArticle
AID628258Cytotoxicity against human HepG2 cells after 3 days by MTT assay2011Journal of natural products, Aug-26, Volume: 74, Issue:8
Using the pER8:GUS reporter system to screen for phytoestrogens from Caesalpinia sappan.
AID341707Inhibition of FGFR1 at 10 uM by ELISA2008Journal of medicinal chemistry, Aug-14, Volume: 51, Issue:15
Naturally occurring homoisoflavonoids function as potent protein tyrosine kinase inhibitors by c-Src-based high-throughput screening.
AID341711Inhibition of EGFR at 10 uM by ELISA2008Journal of medicinal chemistry, Aug-14, Volume: 51, Issue:15
Naturally occurring homoisoflavonoids function as potent protein tyrosine kinase inhibitors by c-Src-based high-throughput screening.
AID628254Cytotoxicity against human MDA-MB-231 cells after 3 days by MTT assay2011Journal of natural products, Aug-26, Volume: 74, Issue:8
Using the pER8:GUS reporter system to screen for phytoestrogens from Caesalpinia sappan.
AID718435Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced NO production after 24 hrs by Griess method2012Bioorganic & medicinal chemistry letters, Dec-15, Volume: 22, Issue:24
Compounds from the heartwood of Caesalpinia sappan and their anti-inflammatory activity.
AID628250Estrogenic activity in transgenic Arabidopsis thaliana transfected with pER8:GUS plasmid assessed as beta-glucuronidase expression after 48 hrs using 4-methylumbelliferyl-beta-D-glucuronide by fluorometric assay2011Journal of natural products, Aug-26, Volume: 74, Issue:8
Using the pER8:GUS reporter system to screen for phytoestrogens from Caesalpinia sappan.
AID341713Inhibition of cKit at 10 uM by ELISA2008Journal of medicinal chemistry, Aug-14, Volume: 51, Issue:15
Naturally occurring homoisoflavonoids function as potent protein tyrosine kinase inhibitors by c-Src-based high-throughput screening.
AID628256Cytotoxicity against human Ca9-22 cells after 3 days by MTT assay2011Journal of natural products, Aug-26, Volume: 74, Issue:8
Using the pER8:GUS reporter system to screen for phytoestrogens from Caesalpinia sappan.
AID341720Inhibition of FGFR2 at 10 uM by ELISA2008Journal of medicinal chemistry, Aug-14, Volume: 51, Issue:15
Naturally occurring homoisoflavonoids function as potent protein tyrosine kinase inhibitors by c-Src-based high-throughput screening.
AID628253Cytotoxicity against human MCF7 cells after 3 days by MTT assay2011Journal of natural products, Aug-26, Volume: 74, Issue:8
Using the pER8:GUS reporter system to screen for phytoestrogens from Caesalpinia sappan.
AID628343Estrogenic activity in human ER-positive MCF7 cells assessed as secreted alkaline phosphatase activity at 20 uM after 48 hrs by phospha-light reporter chemiluminescence assay2011Journal of natural products, Aug-26, Volume: 74, Issue:8
Using the pER8:GUS reporter system to screen for phytoestrogens from Caesalpinia sappan.
AID341705Inhibition of c-Src at 10 uM by ELISA2008Journal of medicinal chemistry, Aug-14, Volume: 51, Issue:15
Naturally occurring homoisoflavonoids function as potent protein tyrosine kinase inhibitors by c-Src-based high-throughput screening.
AID628255Cytotoxicity against human A549 cells after 3 days by MTT assay2011Journal of natural products, Aug-26, Volume: 74, Issue:8
Using the pER8:GUS reporter system to screen for phytoestrogens from Caesalpinia sappan.
AID341709Inhibition of KDR at 10 uM by ELISA2008Journal of medicinal chemistry, Aug-14, Volume: 51, Issue:15
Naturally occurring homoisoflavonoids function as potent protein tyrosine kinase inhibitors by c-Src-based high-throughput screening.
AID718434Antiinflammatory activity in mouse RAW264.7 cells assessed as reduction in LPS-induced iNOS expression incubated for 30 mins prior to LPS-challenge measured after 18 hrs2012Bioorganic & medicinal chemistry letters, Dec-15, Volume: 22, Issue:24
Compounds from the heartwood of Caesalpinia sappan and their anti-inflammatory activity.
AID341706Inhibition of c-Met at 10 uM by ELISA2008Journal of medicinal chemistry, Aug-14, Volume: 51, Issue:15
Naturally occurring homoisoflavonoids function as potent protein tyrosine kinase inhibitors by c-Src-based high-throughput screening.
AID628257Cytotoxicity against human Hep3B cells after 3 days by MTT assay2011Journal of natural products, Aug-26, Volume: 74, Issue:8
Using the pER8:GUS reporter system to screen for phytoestrogens from Caesalpinia sappan.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (22)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (4.55)18.2507
2000's5 (22.73)29.6817
2010's13 (59.09)24.3611
2020's3 (13.64)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 17.37

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 Index17.37 (24.57)
Research Supply Index3.14 (2.92)
Research Growth Index5.32 (4.65)
Search Engine Demand Index10.37 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (17.37)

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%
Other22 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
acetone
methyl ketone : A ketone of formula RC(=O)CH3 (R =/= H).		2.110ketone body;
methyl ketone;
propanones;
volatile organic compound		EC 3.5.1.4 (amidase) inhibitor;
human metabolite;
polar aprotic solvent
gentamicin
Gentamicins: A complex of closely related aminoglycosides obtained from MICROMONOSPORA purpurea and related species. They are broad-spectrum antibiotics, but may cause ear and kidney damage. They act to inhibit PROTEIN BIOSYNTHESIS.		2.1110
raloxifene
raloxifene : A member of the class of 1-benzothiophenes that is 1-benzothiophene in which the hydrogens at positions 2, 3, and 6 have been replaced by p-hydroxyphenyl, p-[2-(piperidin-1-yl)ethoxy]benzoyl, and hydroxy groups, respectively.		2.06101-benzothiophenes;
aromatic ketone;
N-oxyethylpiperidine;
phenols		bone density conservation agent;
estrogen antagonist;
estrogen receptor modulator
alizarin
[no description available]		2.610dihydroxyanthraquinonechromophore;
dye;
plant metabolite
amikacin
Amikacin: A broad-spectrum antibiotic derived from KANAMYCIN. It is reno- and oto-toxic like the other aminoglycoside antibiotics.. amikacin : An amino cyclitol glycoside that is kanamycin A acylated at the N-1 position by a 4-amino-2-hydroxybutyryl group.		2.1110alpha-D-glucoside;
amino cyclitol glycoside;
aminoglycoside;
carboxamide		antibacterial drug;
antimicrobial agent;
nephrotoxin
brazilin
[no description available]		2.4720catechols;
organic heterotetracyclic compound;
tertiary alcohol		anti-inflammatory agent;
antibacterial agent;
antineoplastic agent;
antioxidant;
apoptosis inducer;
biological pigment;
hepatoprotective agent;
histological dye;
NF-kappaB inhibitor;
plant metabolite
celastrol
[no description available]		2.0710monocarboxylic acid;
pentacyclic triterpenoid		anti-inflammatory drug;
antineoplastic agent;
antioxidant;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
Hsp90 inhibitor;
metabolite
brazilin
brazilin: structure given in first source. brazilin : A organic heterotetracyclic compound that is a red pigment obtained from the wood of Caesalpinia echinata (Brazil-wood) or Caesalpinia sappan (sappan-wood).		2.75301-benzopyran
hematoxylin
haematoxylin : An organic heterotetracyclic compound 7,11b-dihydroindeno[2,1-c]chromene carrying five hydroxy substituents at positions 3, 4, 6a, 9 and 10. The most important and most used dye in histology, histochemistry, histopathology and in cytology.		2.0410haematoxylin
isoliquiritigenin
[no description available]		2.0410chalconesantineoplastic agent;
biological pigment;
EC 1.14.18.1 (tyrosinase) inhibitor;
GABA modulator;
geroprotector;
metabolite;
NMDA receptor antagonist
tamoxifen
[no description available]		2.0610stilbenoid;
tertiary amino compound		angiogenesis inhibitor;
antineoplastic agent;
bone density conservation agent;
EC 1.2.3.1 (aldehyde oxidase) inhibitor;
EC 2.7.11.13 (protein kinase C) inhibitor;
estrogen antagonist;
estrogen receptor antagonist;
estrogen receptor modulator
nadp
[no description available]		2.0710
genistein
[no description available]		2.06107-hydroxyisoflavonesantineoplastic agent;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
geroprotector;
human urinary metabolite;
phytoestrogen;
plant metabolite;
tyrosine kinase inhibitor
butein
[no description available]		2.0410chalcones;
polyphenol		antineoplastic agent;
antioxidant;
EC 1.1.1.21 (aldehyde reductase) inhibitor;
geroprotector;
hypoglycemic agent;
plant metabolite;
radiosensitizing agent;
tyrosine kinase inhibitor
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'.		2.0410chalcones;
polyphenol		antibacterial agent;
metabolite;
platelet aggregation inhibitor
sappanchalcone
sappanchalcone: RN given from Toxline; RN not in Chemline 3/85; structure given in first source. sappanchalcone : A member of the class of chalcones that consists of trans-chalcone substituted by hydroxy groups at positions 3, 4 and 4' and a methoxy group at position 2'. Isolated from Caesalpinia sappan, it exhibits neuroprotective and cytoprotective activity.		3.1550catechols;
chalcones;
monomethoxybenzene		anti-allergic agent;
anti-inflammatory agent;
antioxidant;
metabolite
3-deoxysappanchalcone
3-deoxysappanchalcone: Anti-allergic from the roots and heartwood of Caesalpinia sappan; structure in first source. 2'-O-methylisoliquiritigenin : A member of the class of chalcones that is isoliquiritigenin in which one of the hydroxy groups at position 2' is replaced by a methoxy group.		2.7530chalcones;
monomethoxybenzene;
phenols		metabolite
brazilein
brazilein: structure given in first source; do not confuse with the dye brazilin. brazilein : A organic heterotetracyclic compound that is a red pigment obtained from the wood of Caesalpinia echinata (Brazil-wood) or Caesalpinia sappan (sappan-wood).		2.4520
sappanone a
sappanone A: melanogenesis inhibitor from Caesalpinia sappan; structure in first source		2.0410
protosappanin b
[no description available]		7.6120
allopurinol
Allopurinol: A XANTHINE OXIDASE inhibitor that decreases URIC ACID production. It also acts as an antimetabolite on some simpler organisms.. allopurinol : A bicyclic structure comprising a pyrazole ring fused to a hydroxy-substituted pyrimidine ring.		2.0210nucleobase analogue;
organic heterobicyclic compound		antimetabolite;
EC 1.17.3.2 (xanthine oxidase) inhibitor;
gout suppressant;
radical scavenger
ConditionIndicatedRelationship StrengthStudiesTrials
Pericementitis
[description not available]		02.610
Periodontitis
Inflammation and loss of connective tissues supporting or surrounding the teeth. This may involve any part of the PERIODONTIUM. Periodontitis is currently classified by disease progression (CHRONIC PERIODONTITIS; AGGRESSIVE PERIODONTITIS) instead of age of onset. (From 1999 International Workshop for a Classification of Periodontal Diseases and Conditions, American Academy of Periodontology)		07.610
Innate Inflammatory Response
[description not available]		02.1510
Inflammation
A pathological process characterized by injury or destruction of tissues caused by a variety of cytologic and chemical reactions. It is usually manifested by typical signs of pain, heat, redness, swelling, and loss of function.		02.1510
Autoimmune Disease
[description not available]		02.2110
Disease Models, Animal
Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.		02.2110
Carditis
[description not available]		07.2110
Autoimmune Diseases
Disorders that are characterized by the production of antibodies that react with host tissues or immune effector cells that are autoreactive to endogenous peptides.		02.2110
Myocarditis
Inflammatory processes of the muscular walls of the heart (MYOCARDIUM) which result in injury to the cardiac muscle cells (MYOCYTES, CARDIAC). Manifestations range from subclinical to sudden death (DEATH, SUDDEN). Myocarditis in association with cardiac dysfunction is classified as inflammatory CARDIOMYOPATHY usually caused by INFECTION, autoimmune diseases, or responses to toxic substances. Myocarditis is also a common cause of DILATED CARDIOMYOPATHY and other cardiomyopathies.		07.2110
Benign Neoplasms
[description not available]		02.110
Neoplasms
New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.		02.110