Compounds > ipomeamarone
Page last updated: 2024-12-07

ipomeamarone

Description

Ipomeamarone is a natural product isolated from the roots of the sweet potato (Ipomoea batatas). It is a sesquiterpene with a unique structure and possesses a range of biological activities. It is known to exhibit potent cytotoxic effects against various cancer cell lines. Ipomeamarone inhibits the growth of cancer cells through multiple mechanisms, including induction of apoptosis, cell cycle arrest, and inhibition of angiogenesis. Its potent anti-cancer activity has led to significant research interest in exploring its potential as a therapeutic agent. The compound's biosynthetic pathway involves the formation of a cyclohexenone ring system followed by the attachment of a furan ring. Research has shown that ipomeamarone can be synthesized through various chemical methods, including biotransformation and enzymatic reactions.'

ipomeamarone: found in moldy sweet potatoes & Myoporum deserti; RN given refers to cpd without isomeric designation; structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
MyoporumgenusA plant genus of the family MYOPORACEAE. Members contain dehydrongaione, deisopropylngaione, dehydromyodesmone and other furanoid sesquiterpene essential oils. It is the source of Ngaio oil and ngaione.[MeSH]ScrophulariaceaeThe figwort plant family of the order Lamiales. The family is characterized by bisexual flowers with tubular corollas (fused petals) that are bilaterally symmetrical (two-lips) and have four stamens in most, two of which are usually shorter.[MeSH]

Cross-References

ID SourceID
PubMed CID99899
MeSH IDM0041679

Synonyms (34)

Synonym
ipomeamorone
nsc256944
nsc-256944
bohlmann 176
2-pentanone, 1-[5-(3-furyl)tetrahydro-2-methyl-2-furyl]-4-methyl-
2-pentanone,3,4,5-tetrahydro-5-methyl[2,3'-bifuran]-5-yl)-
nsc-317536
20007-82-3
nsc317536
2-pentanone, 1-(5-(3-furyl)tetrahydro-2-methyl-2-furyl)-4-methyl-, (2s,5r)-(+)-
2-pentanone, 4-methyl-1-(2,3,4,5-tetrahydro-5-methyl(2,3'-bifuran)-5-yl)-, (2r-cis)-
(+)-ipomeamarone
nsc 256944
ipomeamarone, (+)-
(2s,5r)-(+)-1-(5-(3-furyl)tetrahydro-2-methyl-2-furyl)-4-methyl-2-pentanone
ngaione, (+)-
MEGXP0_001581
NCGC00179789-01
ACON0_000473
ipomeamarone
ACON1_002142
1-[5-(furan-3-yl)-2-methyloxolan-2-yl]-4-methylpentan-2-one
nsc 317536
4-methyl-1-(2,3,4,5-tetrahydro-5-methyl(2,3'-bifuran)-5-yl)-2-pentanone
2-pentanone, 4-methyl-1-(2,3,4,5-tetrahydro-5-methyl(2,3'-bifuran)-5-yl)-
2-pentanone, 1-(5-(3-furyl)tetrahydro-2-methyl-2-furyl)-4-methyl-
unii-ymf39vpk7m
ymf39vpk7m ,
1-[5-(3-furyl)-2-methyltetrahydro-2-furanyl]-4-methyl-2-pentanone #
2-pentanone, 4-methyl-1-(2,3,4,5-tetrahydro-5-methyl[2,3'-bifuran]-5-yl)-
WOFDWNOSFDVCDF-UHFFFAOYSA-N
DTXSID90911590
11033-12-8
EX-A8014M

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" Five of the 9 sheep dosed with 40 g/kg died."( Experimental intoxication by Myoporum laetum in sheep.
de Andrade, GB; Mendez, MC; Raposo, JB; Riet-Correa, F, 1998)		0.3
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (10)

TimeframeStudies, This Drug (%)All Drugs %
pre-19907 (70.00)18.7374
1990's1 (10.00)18.2507
2000's1 (10.00)29.6817
2010's1 (10.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 30.35

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 Index30.35 (24.57)
Research Supply Index2.48 (2.92)
Research Growth Index4.35 (4.65)
Search Engine Demand Index33.17 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (30.35)

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%
Other11 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
phenobarbital
Phenobarbital: A barbituric acid derivative that acts as a nonselective central nervous system depressant. It potentiates GAMMA-AMINOBUTYRIC ACID action on GABA-A RECEPTORS, and modulates chloride currents through receptor channels. It also inhibits glutamate induced depolarizations.. phenobarbital : A member of the class of barbiturates, the structure of which is that of barbituric acid substituted at C-5 by ethyl and phenyl groups.		1.9510barbituratesanticonvulsant;
drug allergen;
excitatory amino acid antagonist;
sedative
zoxazolamine
Zoxazolamine: A uricosuric and muscle relaxant. Zoxazolamine acts centrally as a muscle relaxant, but the mechanism of its action is not understood.		1.9510benzoxazole
phenyl acetate
phenyl acetate: The ester formed between phenol and acetic acid. Don't confuse with phenylacetic acid derivatives listed under PHENYLACETATES.. phenyl acetate : An acetate ester obtained by the formal condensation of phenol with acetic acid.		2.3420benzenes;
phenyl acetates
mevalonic acid
Mevalonic Acid: A dihydroxy monocarboxylic acid and precursor in the biosynthetic pathway known as the mevalonate pathway, which produces terpenes and steroids that are vital for diverse cellular functions.. mevalonic acid : A racemate composed of equimolar amounts of (R)- and (S)-mevalonic acid.. (R)-mevalonic acid : The (R)-enantiomer of mevalonic acid.		2.34203,5-dihydroxy-3-methylpentanoic acid
potassium permanganate
Potassium Permanganate: Permanganic acid (HMnO4), potassium salt. A highly oxidative, water-soluble compound with purple crystals, and a sweet taste. (From McGraw-Hill Dictionary of Scientific and Technical Information, 4th ed)		1.9410
pyrophosphate
Diphosphates: Inorganic salts of phosphoric acid that contain two phosphate groups.		1.9410diphosphate ion
sesquiterpenes
[no description available]		3.66100
bilirubin
[no description available]		1.9910biladienes;
dicarboxylic acid		antioxidant;
human metabolite;
mouse metabolite
warfarin
Warfarin: An anticoagulant that acts by inhibiting the synthesis of vitamin K-dependent coagulation factors. Warfarin is indicated for the prophylaxis and/or treatment of venous thrombosis and its extension, pulmonary embolism, and atrial fibrillation with embolization. It is also used as an adjunct in the prophylaxis of systemic embolism after myocardial infarction. Warfarin is also used as a rodenticide.. warfarin : A racemate comprising equal amounts of (R)- and (S)-warfarin. Extensively used as both an anticoagulant drug and as a pesticide against rats and mice.. 4-hydroxy-3-(3-oxo-1-phenylbutyl)-1-benzopyran-2-one : A member of the class of coumarins that is 4-hydroxycoumarin which is substituted at position 3 by a 1-phenyl-3-oxo-1-butyl group.		1.9310benzenes;
hydroxycoumarin;
methyl ketone
ConditionIndicatedRelationship StrengthStudiesTrials
Anasarca
[description not available]		01.9910
Ovine Diseases
[description not available]		01.9910
Edema
Abnormal fluid accumulation in TISSUES or body cavities. Most cases of edema are present under the SKIN in SUBCUTANEOUS TISSUE.		01.9910
Necrosis
The death of cells in an organ or tissue due to disease, injury or failure of the blood supply.		01.9910
Acute Liver Injury, Drug-Induced
[description not available]		01.9510
Liver Dysfunction
[description not available]		01.9510
Liver Diseases
Pathological processes of the LIVER.		01.9510
Chemical and Drug Induced Liver Injury
A spectrum of clinical liver diseases ranging from mild biochemical abnormalities to ACUTE LIVER FAILURE, caused by drugs, drug metabolites, herbal and dietary supplements and chemicals from the environment.		01.9510
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