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2,2,5,7,8-pentamethyl-1-hydroxychroman

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

Description

2,2,5,7,8-pentamethyl-1-hydroxychroman: a Vitamin E derivative [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

chromanol : Any member of the class of chromanes that is chromane substituted by one or more hydroxy groups. [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]

Cross-References

ID SourceID
PubMed CID99479
CHEMBL ID37676
SCHEMBL ID633424
MeSH IDM0093162

Synonyms (53)

Synonym
nsc226236
nsc-226236
chromane c1
2,2,5,7,8-pentamethyl-6-chromanol
6-hydroxy-2,2,5,7,8-pentamethylchroman
2,2,5,7,8-pentamethyl-6-chroman
2,2,5,7,8-pentamethyl-6-hydroxychroman
pmhcr
2,2,2,5,7,8-pentamethyl-6-hydroxychroman
2,2,5,7,8-pentamethyl-1-hydroxychroman
nsc 226236
chroman c1
chromanol
2,2,5,7,8-pentamethylchroman-6-ol
inchi=1/c14h20o2/c1-8-9(2)13-11(10(3)12(8)15)6-7-14(4,5)16-13/h15h,6-7h2,1-5h
2h-1-benzopyran-6-ol, 3,4-dihydro-2,2,5,7,8-pentamethyl-
950-99-2
2,2,5,7,8-pentamethyl-6-chromanol, 97%
AC-11926
apc-100
CHEMBL37676
2,2,5,7,9-pentamethyl-6-chromanol
2,2,5,7,8-pentamethyl-3,4-dihydrochromen-6-ol
7g73627r36 ,
10,10,2,6,5-pentamethyl-1-hydroxychroman
unii-7g73627r36
pm-6-hydroxychroman
BP-11301
AKOS015912796
SCHEMBL633424
pentamethyl-6-hydroxychroman, 2,2,2,5,7,8-
2,2,5,7,8-pentamethyl-6-hydroxy chroman
2,2,5,7,8-pentamethyl-6-chromanol #
benz[b]dihydropyran-6-ol, 2,2,5,7,8-pentamethyl-
2,2,5,7,8-pentamethyl-3,4-dihydro-2h-1-benzopyran-6-ol
3,4-dihydro-2,2,5,7,8-pentamethyl-2h-1-benzopyran-6-ol
DTXSID70241721
AS-61610
2,2,5,7,8-pentamethyl-benz[b]dihydropyran-6-ol
3,4-dihydro-6-hydroxy-2,2,5,7,8-pentamethyl-2h-1-benzopyran
2,2,5,7,8-pentamethyl-6-chromanol, 8ci
pmhc
DB13111
2,2,5,7,8-pentamethyl-3,4-dihydro-2h-chromen-6-ol
STL512513
FT-0752517
HY-111024
2,2,5,7,8-pentamethylchroman-6-ol.
SB18766
BBL036639
CS-0033987
Q27268236
pmcpmc

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" Treatment at 200mg/kg/day resulted in toxicity consistent with slight adverse effect on the liver only."( Assessment of oral toxicity and safety of pentamethylchromanol (PMCol), a potential chemopreventative agent, in rats and dogs.
Detrisac, CJ; Dinger, N; Kabirov, KK; Kapetanovic, IM; Lindeblad, M; Lyubimov, AV; Mankovskaya, I; Zakharov, A, 2010
)
0.36

Bioavailability

ExcerptReferenceRelevance
" Bioavailability of vitamin E-active compounds in palm oil supplemented rats' livers was relatively high as compared to the rapeseed oil group, therefore this observation complements literature in the field of tocotrienols and tocopherols."( Study on the influence of palm oil on blood and liver biochemical parameters, beta-carotene and tocochromanols content as well as antioxidant activity in rats.
Nogala-Kałucka, M; Nowak, KW; Szulczewska-Remi, A, 2019
)
0.51
" However, the bioavailability of these metabolites has not been well characterized."( Tocopherols and Tocotrienols Are Bioavailable in Rats and Primarily Excreted in Feces as the Intact Forms and 13'-Carboxychromanol Metabolites.
Jiang, Q; Liu, KY, 2020
)
0.56

Dosage Studied

ExcerptRelevanceReference
" The results of the safety pharmacology study indicate that doses of 0, 50, 200 and 800mg/kg administered orally did not have an effect on the QT interval, blood pressures and body temperatures following dosing over a 24-h recording period."( Assessment of oral toxicity and safety of pentamethylchromanol (PMCol), a potential chemopreventative agent, in rats and dogs.
Detrisac, CJ; Dinger, N; Kabirov, KK; Kapetanovic, IM; Lindeblad, M; Lyubimov, AV; Mankovskaya, I; Zakharov, A, 2010
)
0.36
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (8)

Assay IDTitleYearJournalArticle
AID248526Tested for inhibition of ferrous salt/ascorbate induced lipidic peroxidation of membrane lipid of rat hepatocytes2004Bioorganic & medicinal chemistry letters, Dec-20, Volume: 14, Issue:24
Development of a new class of potential antiatherosclerosis agents: NO-donor antioxidants.
AID420983Antimycobacterial activity against Mycobacterium tuberculosis H37Rv after 6 days by microdilution resazurin assay2009European journal of medicinal chemistry, Jun, Volume: 44, Issue:6
Diversity-oriented synthesis of furo[3,2-f]chromanes with antimycobacterial activity.
AID195018The concentration of compound required to inhibit generation of superoxide by 50 percent in rat liver1990Journal of medicinal chemistry, May, Volume: 33, Issue:5
Studies on hindered phenols and analogues. 2. 1,3-Benzoxathioles having SRS-A inhibiting activity.
AID420982Antimycobacterial activity against Mycobacterium bovis BCG Pasteur after 6 days by microdilution resazurin assay2009European journal of medicinal chemistry, Jun, Volume: 44, Issue:6
Diversity-oriented synthesis of furo[3,2-f]chromanes with antimycobacterial activity.
AID264513Antioxidant activity assessed as inhibition of TBARS production in ferrous salt/ascorbate-induced lipid peroxidation in Wistar rat liver microsomal membrane2006Journal of medicinal chemistry, May-18, Volume: 49, Issue:10
NO-donor phenols: a new class of products endowed with antioxidant and vasodilator properties.
AID420984Cytotoxicity against african green monkey Vero cells after 48 hrs by MTT assay2009European journal of medicinal chemistry, Jun, Volume: 44, Issue:6
Diversity-oriented synthesis of furo[3,2-f]chromanes with antimycobacterial activity.
AID420986Antibacterial activity against Escherichia coli CIP188631 after 24 hrs by twofold serial dilution method2009European journal of medicinal chemistry, Jun, Volume: 44, Issue:6
Diversity-oriented synthesis of furo[3,2-f]chromanes with antimycobacterial activity.
AID195017LPO-lowering activity was estimated by the IC50 value of compound in rat liver microsomal lipid peroxidation1990Journal of medicinal chemistry, May, Volume: 33, Issue:5
Studies on hindered phenols and analogues. 2. 1,3-Benzoxathioles having SRS-A inhibiting activity.
[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-199016 (11.85)18.7374
1990's34 (25.19)18.2507
2000's51 (37.78)29.6817
2010's27 (20.00)24.3611
2020's7 (5.19)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 9.77

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 Index9.77 (24.57)
Research Supply Index4.96 (2.92)
Research Growth Index4.74 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (9.77)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (0.71%)5.53%
Reviews3 (2.13%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other137 (97.16%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]