Page last updated: 2024-12-08

methylinositol

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

Description

methylinositol: from Ebenus haussknechtii; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

pinitol : A cyclitol ether formed by etherification of the 3-hydroxy group of chiro-inositol. It is plant metabolite isolated from the leaves of Sutherlandia frutescens. [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]

1D-4-O-methyl-myo-inositol : A member of the class of methyl myo-inositols that is cyclohexane-1,2,3,4,5-pentol substituted by a methoxy group at position 6 (the 1R,2S,3S,4S,5S,6S-isomer). [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]

D-pinitol : The D-enantiomer of pinitol. [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
Ebenusgenus[no description available]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]
Ebenusgenus[no description available]EbenaceaeA small plant family of the order Ebenales, subclass Dilleniidae, class Magnoliopsida. Members contain NAPHTHOQUINONES.[MeSH]

Cross-References

ID SourceID
PubMed CID164619
CHEMBL ID493737
CHEMBL ID4303180
CHEBI ID28548
CHEBI ID18266
SCHEMBL ID464884
SCHEMBL ID12858655
SCHEMBL ID15269258
MeSH IDM0505073

Synonyms (95)

Synonym
(+)-pinitol
sennitol
d-chiro-inositol, 3-o-methyl-
pinitol
pinitol, (+)-
pinit
nsc-128700
d-(+)-pinitol
matezit
CHEBI:28548 ,
matezitol
(1r,2s,3r,4s,5s,6s)-6-methoxycyclohexane-1,2,3,4,5-pentol
484-68-4
CHEBI:18266
d-ononitol
nic5-15
(1r,2s,3s,4s,5s,6s)-6-methoxycyclohexane-1,2,3,4,5-pentol
inzitol
SMP2_000168
(1r,2s,4s,5s)-6-methoxycyclohexane-1,2,3,4,5-pentol
3-o-methyl-d-chiro-inositol
1d-3-o-methyl-chiro-inositol
C06352
5d-5-o-methyl-chiro-inositol
10284-63-6
d-pinitol
1d-4-o-methyl-myo-inositol
4-o-methyl-myo-inositol
C03844
d-pinitol, 95%
B326207B-40FC-4D9A-B39B-15AE90545A34
piniol
methylinositol
d-3-o-methyl-chiro-inositol
inositol, 3-o-methyl-, d-chiro-
cathrtomannitol
CHEMBL493737 ,
ndi 18
pinitol b
FT-0694792
bdbm50275563
(1s,2s,4s,5r)-6-methoxycyclohexane-1,2,3,4,5-pentol
AKOS006287560
unii-tf9hzn9t0m
tf9hzn9t0m ,
nsc 128700
BCP9000576
n55oce7x7m ,
pinitol soy
unii-n55oce7x7m
nsc 43336
AKOS015918369
S3870
ndi 18 [fdms]
3-o-methyl-l,2,4 cis-3,5,6 trans hexahydroxycyclbhexanol
pinitol [ndi]
pinitol [who-dd]
pinitol [mi]
3-o-methyl-(+)-chiro-inositol
methylinositol, (+)-
pinitol [usp-rs]
methylinositol [inci]
AKOS025310137
SCHEMBL464884
SCHEMBL12858655
W-203273
SCHEMBL15269258
a998me07kr ,
d-myo-inositol, 4-o-methyl-
6090-97-7
(1r,2s,3s,4s,5s,6s)-6-methoxycyclohexane-1,2,3,4,5-pentaol
(+)-ononitol
unii-a998me07kr
1-d-4-o-methyl-myo-inositol
ononitol, (+)-
AC-34710
dl-pinitol
methylinositol, (+/-)-
methylinositol racemate[mi]
(+/-)-pinitol
d-pinitol, analytical standard
cathartomannitol
4-o-methyl-d-chiro-inositol
(1r,2s,3r,4s,5s,6s)-6-methoxycyclohexane-1,2,3,4,5-pentaol
DB12969
DTXSID50883108
DSCFFEYYQKSRSV-FEPQRWDDSA-N
HY-N0655
Q7094499
CS-0009678
CCG-266530
CHEMBL4303180
DTXSID601029635
(1r,2s,3s,4s,5s,6s)-6-methoxy-1,2,3,4,5-cyclohexanepentol
DTXSID901337631

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" The toxic compounds could be separated by column chromatography or methanol solubility, but were unstable and could not be isolated in pure form."( Toxicity of fractions obtained from the legume species Astragalus lusitanicus Lam. lusitanicus.
Sanz, F; Tarazona, JV, 1990
)
0.28
"Arsenic is awfully toxic metalloid responsible for many human diseases all over the world."( Investigating the protective actions of D-pinitol against arsenic-induced toxicity in PC12 cells and the underlying mechanism.
Akter, M; Hosokawa, T; Kurasaki, M; Rahaman, MS; Rahman, MM; Saito, T; Sikder, MT, 2020
)
0.56
" Long-term exposure to arsenic has strong adverse health effects on liver and kidney disorders, and various forms of cancer."( Effects of curcumin, D-pinitol alone or in combination in cytotoxicity induced by arsenic in PC12 cells.
Binte Hossain, KF; Hosokawa, T; Kurasaki, M; Rahaman, MS; Saito, T; Yamasaki, S, 2020
)
0.56

Bioavailability

ExcerptReferenceRelevance
" These interactions may have important implications on the absorption and metabolism and thus the overall oral bioavailability of atazanavir."( Interactions between phytochemical components of Sutherlandia frutescens and the antiretroviral, atazanavir in vitro: implications for absorption and metabolism.
Bendayan, R; Kanfer, I; Kis, O; Müller, AC; Patnala, S, 2012
)
0.38
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Pathways (3)

PathwayProteinsCompounds
pinitol biosynthesis II016
pinitol biosynthesis I16
galactosylcyclitol biosynthesis17
galactosylcyclitol biosynthesis19
Galactosylcyclitol biosynthesis03

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Nitric oxide synthase, inducibleMus musculus (house mouse)IC50 (µMol)50.00000.00103.39119.6000AID344829
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (8)

Assay IDTitleYearJournalArticle
AID344828Inhibition of NADPH oxidase in LPS-induced mouse BV2 cells assessed as NOX-dependent ROS production at 50 uM2008Bioorganic & medicinal chemistry, Nov-15, Volume: 16, Issue:22
New diterpenoids and the bioactivity of Erythrophleum fordii.
AID1439496Antihelmintic activity against Haemonchus contortus L3 larval stage2017European journal of medicinal chemistry, Mar-31, Volume: 129Medicinal plants used as anthelmintics: Ethnomedical, pharmacological, and phytochemical studies.
AID1082303Drug metabolism in fourth instar larval stage of Spodoptera litura assessed in excrements after feeding diet containing compound by HPLC analysis2011Journal of agricultural and food chemistry, Jun-08, Volume: 59, Issue:11
Secondary metabolites from Glycine soja and their growth inhibitory effect against Spodoptera litura.
AID418769Antiinflammatory activity in human neutrophils assessed as inhibition of LPS-induced intracellular TNFalpha expression at 1 ug/mL after 3 hrs by flow cytometry2009Bioorganic & medicinal chemistry letters, Apr-01, Volume: 19, Issue:7
Semi-synthetic analogs of pinitol as potential inhibitors of TNF-alpha cytokine expression in human neutrophils.
AID1082304Insecticidal activity against fourth instar larval stage of Spodoptera litura in glandless fresh cabbage leaves assessed as growth inhibition measured 3 days after feeding diet containing compound2011Journal of agricultural and food chemistry, Jun-08, Volume: 59, Issue:11
Secondary metabolites from Glycine soja and their growth inhibitory effect against Spodoptera litura.
AID1082305Antifeedant activity against fourth instar larval stage of Spodoptera litura on fresh cabbage leaves2011Journal of agricultural and food chemistry, Jun-08, Volume: 59, Issue:11
Secondary metabolites from Glycine soja and their growth inhibitory effect against Spodoptera litura.
AID334029Inhibition of Naja Naja PLA21997Journal of natural products, Nov, Volume: 60, Issue:11
Zanhasaponins A and B, antiphospholipase A2 saponins from an antiinflammatory extract of Zanha africana root bark.
AID344829Inhibition of iNOS-mediated NO production in LPS-induced mouse BV2 cells2008Bioorganic & medicinal chemistry, Nov-15, Volume: 16, Issue:22
New diterpenoids and the bioactivity of Erythrophleum fordii.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (135)

TimeframeStudies, This Drug (%)All Drugs %
pre-19907 (5.19)18.7374
1990's4 (2.96)18.2507
2000's37 (27.41)29.6817
2010's53 (39.26)24.3611
2020's34 (25.19)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 10.16

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 Index10.16 (24.57)
Research Supply Index5.00 (2.92)
Research Growth Index5.16 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (10.16)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials11 (8.03%)5.53%
Reviews7 (5.11%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other119 (86.86%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]