Compounds > cristacarpin
Page last updated: 2024-09-25

cristacarpin

Description

cristacarpin: isolated from Erythrina burana; RN given refers to (6aS-cis)-isomer; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
ErythrinagenusA genus of leguminous shrubs or trees, mainly tropical, yielding useful compounds such as ALKALOIDS and PLANT LECTINS.[MeSH]FabaceaeThe large family of plants characterized by pods. Some are edible and some cause LATHYRISM or FAVISM and other forms of poisoning. Other species yield useful materials like gums from ACACIA and various LECTINS like PHYTOHEMAGGLUTININS from PHASEOLUS. Many of them harbor NITROGEN FIXATION bacteria on their roots. Many but not all species of beans belong to this family.[MeSH]

Cross-References

ID SourceID
PubMed CID126540
CHEMBL ID454849
CHEBI ID3917
SCHEMBL ID4740053
MeSH IDM0226104

Synonyms (24)

Synonym
cristacarpin
74515-47-2
(6as,11as)-9-methoxy-10-(3-methylbut-2-enyl)-6,11a-dihydro-[1]benzofuro[3,2-c]chromene-3,6a-diol
crystacarpin
chebi:3917 ,
CHEMBL454849 ,
bdbm50317430
erythrabyssin i
LMPK12070114
6h-benzofuro(3,2-c)(1)benzopyran-3,6a(11ah)-diol, 9-methoxy-10-(3-methyl-2-butenyl)-, (6as-cis)-
SCHEMBL4740053
FS-8617
DTXSID20996032
9-methoxy-10-(3-methylbut-2-en-1-yl)-6h-[1]benzofuro[3,2-c][1]benzopyran-3,6a(11ah)-diol
Q27106245
AKOS040761540
erythrabissin i
(6ar,11as)-9-methoxy-10-(3-methylbut-2-enyl)-6,11a-dihydro-(1)benzofuro(3,2-c)chromene-3,6a-diol
6h-benzofuro[3,2-c][1]benzopyran-3,6a(11ah)-diol, 9-methoxy-10-(3-methyl-2-buten-1-yl)-, (6as,11as)-
6alpha-hydroxyphaseollidin
6h-benzofuro[3,2-c][1]benzopyran-3,6a(11ah)-diol, 9-methoxy-10-(3-methyl-2-butenyl)-, (6as-cis)-
QJL3YN9QTA
CS-0023986
HY-N3642

Research Excerpts

Overview

ExcerptReference
"Cristacarpin is a novel prenylated pterocarpan that reportedly exhibits broad anti-cancer activity by enhancing endoplasmic reticulum stress. "( Hwang, SJ; Lee, HJ; Lee, HY; Oh, WK, 2022)

Drug Classes (1)

ClassDescription
pterocarpansMembers of the class of benzofurochromene with a 6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene skeleton and its substituted derivatives. They generally bear structural resemblance to isoflavanoids that possess antibiotic activity and are produced by plant tissues in response to infection. They are the 3,4-dihydroderivatives of coumestans.
[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]

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
SialidaseVibrio cholerae O1 biovar El Tor str. N16961IC50 (µMol)22.03008.60008.60008.6000AID480947
SialidaseClostridium perfringensIC50 (µMol)2.28000.00102.45729.8000AID480945
SialidaseClostridium perfringensKi0.31000.10301.97847.4100AID480949
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (27)

Assay IDTitleYearJournalArticle
AID471330Selectivity ratio of IC50 for human recombinant ERalpha to IC50 for human recombinant ERbeta2009Journal of natural products, Sep, Volume: 72, Issue:9
Isoflavonoids from Erythrina poeppigiana: evaluation of their binding affinity for the estrogen receptor.
AID471326Displacement of fluorescent estrogen ES2 from human recombinant ERalpha by fluorescence polarization assay relative to 17-beta-estradiol2009Journal of natural products, Sep, Volume: 72, Issue:9
Isoflavonoids from Erythrina poeppigiana: evaluation of their binding affinity for the estrogen receptor.
AID480953Inhibition of Clostridium perfringens neuraminidase at 10 times IC50 by spectrofluorimetry2010Bioorganic & medicinal chemistry, May-01, Volume: 18, Issue:9
Prenylated pterocarpans as bacterial neuraminidase inhibitors.
AID359672Antimicrobial activity against Penicillium crustosum Thom after 2 days by twofold serial broth dilution method1993Journal of natural products, Sep, Volume: 56, Issue:9
Ethnobotanical drug discovery based on medicine men's trials in the African savanna: screening of east African plants for antimicrobial activity II.
AID480947Inhibition of Vibrio cholerae neuraminidase assessed as inhibition of 4-MU-NANA hydrolysis after 30 mins by spectrofluorimetry2010Bioorganic & medicinal chemistry, May-01, Volume: 18, Issue:9
Prenylated pterocarpans as bacterial neuraminidase inhibitors.
AID359674Antimicrobial activity against Candida utilis ATCC 42402 after 2 days by twofold serial broth dilution method1993Journal of natural products, Sep, Volume: 56, Issue:9
Ethnobotanical drug discovery based on medicine men's trials in the African savanna: screening of east African plants for antimicrobial activity II.
AID336039DNA damaging activity against RS322 YK rad52 DNA repair gene deficient Saccharomyces cerevisiae mutant assessed as drug level required to produce 12 mm zone of inhibition after 48 hrs1993Journal of natural products, Oct, Volume: 56, Issue:10
Two bioactive pterocarpans from Erythrina burana.
AID336045Cytotoxicity against p-glycoprotein overexpressing CHO cells1993Journal of natural products, Oct, Volume: 56, Issue:10
Two bioactive pterocarpans from Erythrina burana.
AID480945Inhibition of Clostridium perfringens neuraminidase assessed as inhibition of 4-MU-NANA hydrolysis after 10 mins by spectrofluorimetry2010Bioorganic & medicinal chemistry, May-01, Volume: 18, Issue:9
Prenylated pterocarpans as bacterial neuraminidase inhibitors.
AID359679Antimicrobial activity against Staphylococcus aureus NCTC 8530 after 2 days by twofold serial broth dilution method1993Journal of natural products, Sep, Volume: 56, Issue:9
Ethnobotanical drug discovery based on medicine men's trials in the African savanna: screening of east African plants for antimicrobial activity II.
AID359678Antimicrobial activity against Bacillus subtilis ATCC 6633 after 2 days by twofold serial broth dilution method1993Journal of natural products, Sep, Volume: 56, Issue:9
Ethnobotanical drug discovery based on medicine men's trials in the African savanna: screening of east African plants for antimicrobial activity II.
AID336044Cytotoxicity against CHO cells1993Journal of natural products, Oct, Volume: 56, Issue:10
Two bioactive pterocarpans from Erythrina burana.
AID359676Antimicrobial activity against Pseudomonas aeruginosa IAM 1007 after 2 days by twofold serial broth dilution method1993Journal of natural products, Sep, Volume: 56, Issue:9
Ethnobotanical drug discovery based on medicine men's trials in the African savanna: screening of east African plants for antimicrobial activity II.
AID336042DNA damaging activity against RS188N rad DNA repair gene expressing Saccharomyces cerevisiae assessed as drug level required to produce 12 mm zone of inhibition after 48 hrs1993Journal of natural products, Oct, Volume: 56, Issue:10
Two bioactive pterocarpans from Erythrina burana.
AID359677Antimicrobial activity against Escherichia coli IFO 3545 after 2 days by twofold serial broth dilution method1993Journal of natural products, Sep, Volume: 56, Issue:9
Ethnobotanical drug discovery based on medicine men's trials in the African savanna: screening of east African plants for antimicrobial activity II.
AID480954Inhibition of Clostridium perfringens neuraminidase at 0.1 times IC50 by spectrofluorimetry2010Bioorganic & medicinal chemistry, May-01, Volume: 18, Issue:9
Prenylated pterocarpans as bacterial neuraminidase inhibitors.
AID359675Antimicrobial activity against Saccharomyces cerevisiae IFO 0203 after 2 days by twofold serial broth dilution method1993Journal of natural products, Sep, Volume: 56, Issue:9
Ethnobotanical drug discovery based on medicine men's trials in the African savanna: screening of east African plants for antimicrobial activity II.
AID359673Antimicrobial activity against Mucor mucedo IFO 7684 after 2 days by twofold serial broth dilution method1993Journal of natural products, Sep, Volume: 56, Issue:9
Ethnobotanical drug discovery based on medicine men's trials in the African savanna: screening of east African plants for antimicrobial activity II.
AID336041DNA damaging activity against RS321 rad321 DNA repair gene deficient Saccharomyces cerevisiae mutant assessed as drug level required to produce 12 mm zone of inhibition after 48 hrs1993Journal of natural products, Oct, Volume: 56, Issue:10
Two bioactive pterocarpans from Erythrina burana.
AID336043Cytotoxicity against mouse P388 cells1993Journal of natural products, Oct, Volume: 56, Issue:10
Two bioactive pterocarpans from Erythrina burana.
AID480951Reversible inhibition of Clostridium perfringens neuraminidase at 10 times IC50 pre-incubated for 15 mins by spectrofluorimetry2010Bioorganic & medicinal chemistry, May-01, Volume: 18, Issue:9
Prenylated pterocarpans as bacterial neuraminidase inhibitors.
AID480957Noncompetitive inhibition of Clostridium perfringens neuraminidase by Dixon plot analysis2010Bioorganic & medicinal chemistry, May-01, Volume: 18, Issue:9
Prenylated pterocarpans as bacterial neuraminidase inhibitors.
AID480955Noncompetitive inhibition of Clostridium perfringens neuraminidase by Lineweaver-Burke plot analysis2010Bioorganic & medicinal chemistry, May-01, Volume: 18, Issue:9
Prenylated pterocarpans as bacterial neuraminidase inhibitors.
AID480949Noncompetitive inhibition of Clostridium perfringens neuraminidase2010Bioorganic & medicinal chemistry, May-01, Volume: 18, Issue:9
Prenylated pterocarpans as bacterial neuraminidase inhibitors.
AID336040DNA damaging activity against RS167 N rad6 DNA repair gene deficient Saccharomyces cerevisiae mutant assessed as drug level required to produce 12 mm zone of inhibition after 48 hrs1993Journal of natural products, Oct, Volume: 56, Issue:10
Two bioactive pterocarpans from Erythrina burana.
AID480952Reversible inhibition of Clostridium perfringens neuraminidase at 0.1 times IC50 pre-incubated for 15 mins by spectrofluorimetry2010Bioorganic & medicinal chemistry, May-01, Volume: 18, Issue:9
Prenylated pterocarpans as bacterial neuraminidase inhibitors.
AID471327Displacement of fluorescent estrogen ES2 from human recombinant ERbeta by fluorescence polarization assay relative to 17-beta-estradiol2009Journal of natural products, Sep, Volume: 72, Issue:9
Isoflavonoids from Erythrina poeppigiana: evaluation of their binding affinity for the estrogen receptor.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's2 (33.33)18.2507
2000's1 (16.67)29.6817
2010's2 (33.33)24.3611
2020's1 (16.67)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

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%
Other6 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceDescriptionRelationhip StrengthStudiesTrialsClassesRoles
warburganal[no description available]medium10tertiary alcohol
polygodial[no description available]medium10aldehyde
phaseollidin[no description available]medium20pterocarpans
abyssinone i[no description available]medium10monohydroxyflavanone;
phenols		apoptosis inhibitor;
plant metabolite
abyssinone v[no description available]medium104'-hydroxyflavanones;
phenols;
trihydroxyflavanone		metabolite
cinnamodial[no description available]medium10tertiary alcohol
2,3-bis(4-hydroxyphenyl)-propionitrile[no description available]medium10nitrile;
phenols		estrogen receptor agonist
1,3,5-tris(4-hydroxyphenyl)-4-propyl-1h-pyrazole[no description available]medium10phenols;
pyrazoles		estrogen receptor agonist
wighteone[no description available]medium107-hydroxyisoflavonesantifungal agent;
plant metabolite
alpinumisoflavone[no description available]medium10isoflavanonesmetabolite
isowighteone[no description available]medium107-hydroxyisoflavonesplant metabolite
quercetin[no description available]medium107-hydroxyflavonol;
pentahydroxyflavone		antibacterial agent;
antineoplastic agent;
antioxidant;
Aurora kinase inhibitor;
chelator;
EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitor;
geroprotector;
phytoestrogen;
plant metabolite;
protein kinase inhibitor;
radical scavenger
benzofurans[no description available]medium10
homopterocarpin[no description available]low00pterocarpans
maackiain[no description available]low00phenols;
pterocarpans
trifolirhizin[no description available]low00pterocarpans
1-methoxyphaseollidin[no description available]low00pterocarpans
ConditionIndicatedRelationship StrengthStudiesTrials
Aging0low10
Disease Models, Animal0low10
Uveitis0low10