Compounds > cucurbitane
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cucurbitane

Description

cucurbitane: structure in first source [MeSH]

cucurbitane : A triterpene that is an isomer of lanostane obtained by migration of the methyl group from 10 to the 9beta position. [CHeBI]

Cross-References

ID SourceID
PubMed CID71306377
CHEBI ID73245
MeSH IDM0503149

Synonyms (12)

Synonym
(4r,9beta)-9,10,14-trimethyl-4,9-cyclo-9,10-secocholestane
CHEBI:73245
65441-59-0
cucurbitane
DTXSID50745373
(5r,8r,9s,10r,13r,14s,17r)-4,4,9,13,14-pentamethyl-17-[(2r)-6-methylheptan-2-yl]-2,3,5,6,7,8,10,11,12,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthrene
(5.xi.,9.beta.,10.alpha.)-9-methyl-19-norlanostane
(5r,8r,9s,10r,13r,14s,17r)-4,4,9,13,14-pentamethyl-17-((2r)-6-methylheptan-2-yl)-2,3,5,6,7,8,10,11,12,15,16,17-dodecahydro-1h-cyclopenta(a)phenanthrene
(5xi,9beta,10alpha)-9-methyl-19-norlanostane
vqu8qe865a ,
19-norlanostane, 9-methyl-, (5xi,9beta,10alpha)-
unii-vqu8qe865a

Drug Classes (1)

ClassDescription
triterpeneA C30 terpene.

Research

Studies (85)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (1.18)18.7374
1990's0 (0.00)18.2507
2000's16 (18.82)29.6817
2010's46 (54.12)24.3611
2020's22 (25.88)2.80

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews3 (3.41%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other85 (96.59%)84.16%
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
hopane
0
terpenoid fundamental parent;
triterpene		00low000000
diploptene
0
triterpene00low000000
cycloartane
0
triterpene00low000000
squalene
0
triterpenehuman metabolite;
mouse metabolite;
plant metabolite;
Saccharomyces cerevisiae metabolite		00low000000
4,4'-diaponeurosporene
0
apo carotenoid triterpenoid;
polyene;
triterpene		00low000000
oleanane
0
terpenoid fundamental parent;
triterpene		00low000000
ursane
0
terpenoid fundamental parent;
triterpene		00low000000
tirucallane
0
triterpene00low000000
friedelane
0
triterpenemetabolite00low000000
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
benzoic acid
1
benzoic acidsalgal metabolite;
antimicrobial food preservative;
drug allergen;
EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor;
EC 3.1.1.3 (triacylglycerol lipase) inhibitor;
human xenobiotic metabolite;
plant metabolite		2010201014.0low000100
hydrogen
1
elemental hydrogen;
elemental molecule;
gas molecular entity		antioxidant;
electron donor;
food packaging gas;
fuel;
human metabolite		2007200717.0low000100
kojic acid
1
4-pyranones;
enol;
primary alcohol		Aspergillus metabolite;
EC 1.10.3.1 (catechol oxidase) inhibitor;
EC 1.10.3.2 (laccase) inhibitor;
EC 1.13.11.24 (quercetin 2,3-dioxygenase) inhibitor;
EC 1.14.18.1 (tyrosinase) inhibitor;
EC 1.4.3.3 (D-amino-acid oxidase) inhibitor;
NF-kappaB inhibitor;
skin lightening agent		2006200618.0low000100
mimosine
1
alpha-amino acid2006200618.0low000100
alloxan
1
pyrimidonehyperglycemic agent;
metabolite		201620168.0low000010
9,10-dimethyl-1,2-benzanthracene
1
ortho-fused polycyclic arene;
tetraphenes		carcinogenic agent2012201212.0low000010
tert-butylhydroperoxide
1
alkyl hydroperoxideantibacterial agent;
oxidising agent		2010201014.0low000100
isoprene
1
alkadiene;
hemiterpene;
volatile organic compound		plant metabolite201920195.0low000010
oleanolic acid
3
hydroxy monocarboxylic acid;
pentacyclic triterpenoid		plant metabolite2008201911.3low000120
3-hydroxyflavone
2
flavonols;
monohydroxyflavone		201720205.5low000020
camptothecin
1
delta-lactone;
pyranoindolizinoquinoline;
quinoline alkaloid;
tertiary alcohol		antineoplastic agent;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
genotoxin;
plant metabolite		2011201113.0low000010
tetradecanoylphorbol acetate
1
acetate ester;
diester;
phorbol ester;
tertiary alpha-hydroxy ketone;
tetradecanoate ester		antineoplastic agent;
apoptosis inducer;
carcinogenic agent;
mitogen;
plant metabolite;
protein kinase C agonist;
reactive oxygen species generator		2012201212.0low000010
glucose, (beta-d)-isomer
2
D-glucopyranoseepitope;
mouse metabolite		2011201710.0low000020
cucurbitacins
6
11-oxo steroid200820238.0low000222
cycloartane
1
triterpene2006200618.0low000100
cucurbitacin f
1
202320231.0high000001
ergosterol
1
3beta-hydroxy-Delta(5)-steroid;
3beta-sterol;
ergostanoid;
phytosterols		fungal metabolite;
Saccharomyces cerevisiae metabolite		2014201410.0low000010
glycosides
82
196520239.8high010224910
squalene
1
triterpenehuman metabolite;
mouse metabolite;
plant metabolite;
Saccharomyces cerevisiae metabolite		201620168.0low000010
sesquiterpenes
1
201620168.0low000010
cucurbitacin b
1
cucurbitacin;
secondary alpha-hydroxy ketone;
tertiary alpha-hydroxy ketone		2009200915.0low000100
cucurbitacin c
1
cucurbitacin2010201014.0low000100
cucurbitacin d
2
cucurbitacin;
secondary alpha-hydroxy ketone;
tertiary alpha-hydroxy ketone		201020209.0low000110
2,3-oxidosqualene
1
epoxide;
squalene triterpenoid		201620168.0low000010
beta-escin
7
2007202010.9low000340
ergostane
1
steroid fundamental parent2014201410.0low000010
oleanane
2
terpenoid fundamental parent;
triterpene		2008201114.5low000110
bryonolic acid
1
2010201014.0low000100
cucurbitacin iib
1
201920195.0low000010
friedelane
1
triterpenemetabolite2011201113.0low000010
glucagon-like peptide 1
1
202020204.0low000010
mogroside v
1
202120213.0low000001
lupane
1
2011201113.0low000010
allopurinol
1
nucleobase analogue;
organic heterobicyclic compound		antimetabolite;
EC 1.17.3.2 (xanthine oxidase) inhibitor;
gout suppressant;
radical scavenger		202020204.0low000010
ConditionIndicatedStudiesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
Acne0
1
202120213.0low000001
Acne Vulgaris0
1
202120213.0low000001
Aging0
1
201820186.0low000010
Alloxan Diabetes0
2
201620206.0low000020
Anaphylactic Reaction0
1
2007200717.0low000100
Anaphylaxis0
1
2007200717.0low000100
Bacterial Infections, Gram-Positive0
1
202120213.0low000001
Benign Neoplasms0
2
2008201413.0low000110
Breast Cancer0
1
2011201113.0low000010
Breast Neoplasms0
1
2011201113.0low000010
Cancer of Liver0
1
201920195.0low000010
Cancer of Skin0
1
2012201212.0low000010
Carcinoma, Hepatocellular0
1
201920195.0low000010
Cell Transformation, Neoplastic0
1
2012201212.0low000010
Cirrhosis0
1
201920195.0low000010
Colitis0
1
202220222.0low000001
Colitis Gravis0
1
202220222.0low000001
Colitis, Ulcerative0
1
202220222.0low000001
Diabetes Mellitus0
2
201420197.5low000020
Diabetes Mellitus, Adult-Onset0
2
201520206.5low000020
Diabetes Mellitus, Type 20
2
201520206.5low000020
Disease Models, Animal0
3
201620224.3low000012
Fibrosis0
1
201920195.0low000010
Germinoblastoma0
1
2009200915.0low000100
Glial Cell Tumors0
1
202220222.0low000001
Glioma0
1
202220222.0low000001
Gram-Positive Bacterial Infections0
1
202120213.0low000001
Hepatocellular Carcinoma0
1
201920195.0low000010
Inflammation0
2
201620215.5low000011
Innate Inflammatory Response0
2
201620215.5low000011
Leucocythaemia0
1
2010201014.0low000100
Leukemia0
1
2010201014.0low000100
Liver Neoplasms0
1
201920195.0low000010
Lymphoma0
1
2009200915.0low000100
Lymphoma, T-Cell0
1
2009200915.0low000100
Neoplasms0
2
2008201413.0low000110
Obesity0
1
202020204.0low000010
Sensitivity and Specificity0
1
2006200618.0low000100
Skin Neoplasms0
1
2012201212.0low000010
T-Cell Lymphoma0
1
2009200915.0low000100

Safety/Toxicity (3)

ArticleYear
Cucurbitane glycosides derived from mogroside IIE: structure-taste relationships, antioxidant activity, and acute toxicity.
Molecules (Basel, Switzerland), , Aug-20, Volume: 19, Issue:8		2014
Cucurbitane triterpenoids from Momordica charantia and their cytoprotective activity in tert-butyl hydroperoxide-induced hepatotoxicity of HepG2 cells.
Chemical & pharmaceutical bulletin, , Volume: 58, Issue:12		2010
Octanorcucurbitane triterpenoids protect against tert-butyl hydroperoxide-induced hepatotoxicity from the stems of Momordica charantia.
Chemical & pharmaceutical bulletin, , Volume: 58, Issue:2		2010