Compounds > 3-n-butyl-4,5-dihydrophthalide
Page last updated: 2024-09-26

3-n-butyl-4,5-dihydrophthalide

Description

3-N-butyl-4,5-dihydrophthalide: from seeds of Apium graveolens Linn.; RN given refers to (-)-isomer; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
ApiumgenusA genus comprising several species of flowering plants with global distribution in the family APIACEAE.[MeSH]ApiaceaeA large plant family in the order Apiales, also known as Umbelliferae. Most are aromatic herbs with alternate, feather-divided leaves that are sheathed at the base. The flowers often form a conspicuous flat-topped umbel. Each small individual flower is usually bisexual, with five sepals, five petals, and an enlarged disk at the base of the style. The fruits are ridged and are composed of two parts that split open at maturity.[MeSH]
Apium graveolensspeciesA plant species of the family APIACEAE. The stalks are a food source.[MeSH]ApiaceaeA large plant family in the order Apiales, also known as Umbelliferae. Most are aromatic herbs with alternate, feather-divided leaves that are sheathed at the base. The flowers often form a conspicuous flat-topped umbel. Each small individual flower is usually bisexual, with five sepals, five petals, and an enlarged disk at the base of the style. The fruits are ridged and are composed of two parts that split open at maturity.[MeSH]

Cross-References

ID SourceID
PubMed CID173843
CHEMBL ID2288883
SCHEMBL ID4086957
MeSH IDM0133135

Synonyms (15)

Synonym
3-butyl-4,5-dihydro-3h-2-benzofuran-1-one
62006-39-7
3-n-butyl-4,5-dihydrophthalide
166733-97-7
FT-0688347
CHEMBL2288883
SCHEMBL4086957
ZPIKVDODKLJKIN-UHFFFAOYSA-N
3-butyl-4,5-dihydrophthalid
3-butyl-4,5-dihydro-2-benzofuran-1(3h)-one
DTXSID40977545
3-butyl-4,5-dihydroisobenzofuran-1(3h)-one
AKOS037515468
B2703-407024
FS-10382

Bioassays (2)

Assay IDTitleYearJournalArticle
AID1110758Nematocidal activity against Panagrellus redivivus assessed as mortality at 12.5 ug/ml2002Annual review of phytopathology, , Volume: 40Phytochemical based strategies for nematode control.
AID1110757Nematocidal activity against Caenorhabditis elegans assessed as mortality at 50 ug/ml2002Annual review of phytopathology, , Volume: 40Phytochemical based strategies for nematode control.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (42)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (4.76)18.7374
1990's3 (7.14)18.2507
2000's12 (28.57)29.6817
2010's21 (50.00)24.3611
2020's4 (9.52)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%
Reviews1 (2.22%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other44 (97.78%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceDescriptionRelationhip StrengthStudiesTrialsClassesRoles
catechol[no description available]medium10catecholsallelochemical;
genotoxin;
plant metabolite
tomatine[no description available]medium10alkaloid antibiotic;
glycoalkaloid;
glycoside;
steroid alkaloid;
tetrasaccharide derivative		antifungal agent;
immunological adjuvant;
phytotoxin
4-vinylphenol[no description available]medium10phenolshuman urinary metabolite;
human xenobiotic metabolite
allicin[no description available]medium10botanical anti-fungal agent;
sulfoxide		antibacterial agent
chavicol[no description available]medium10phenols;
phenylpropanoid
2-hydroxychavicol[no description available]medium10
dihydroguaiaretic acid[no description available]medium10
linoleic acid[no description available]medium20octadecadienoic acid;
omega-6 fatty acid		algal metabolite;
Daphnia galeata metabolite;
plant metabolite
Pinosylvin methyl ether[no description available]medium10stilbenoid
benzene[no description available]medium10aromatic annulene;
benzenes;
volatile organic compound		carcinogenic agent;
environmental contaminant;
non-polar solvent
4-butyrolactone[no description available]medium200butan-4-olidemetabolite;
neurotoxin
ligustilide[no description available]medium200butenolidemetabolite
benzofurans[no description available]medium430
(3z,6alpha,7alpha)-isomer of 3-butylidene-4,5,6,7-tetrahydro-6,7-dihydroxy-1(3h)-isobenzofuranone[no description available]medium302-benzofurans
phthalide[no description available]medium502-benzofurans;
gamma-lactone
coniferyl ferulate[no description available]medium20
ferulic acid[no description available]medium90ferulic acidsanti-inflammatory agent;
antioxidant;
apoptosis inhibitor;
cardioprotective agent;
MALDI matrix material;
plant metabolite
chlorogenic acid[no description available]medium20cinnamate ester;
tannin		food component;
plant metabolite
senkyunolide i[no description available]medium50
oxadiazoles[no description available]medium10
corticosterone[no description available]medium1011beta-hydroxy steroid;
20-oxo steroid;
21-hydroxy steroid;
3-oxo-Delta(4) steroid;
C21-steroid;
glucocorticoid;
primary alpha-hydroxy ketone		human metabolite;
mouse metabolite
alpha-synuclein[no description available]medium10
3-n-butylphthalide[no description available]medium30benzofurans
butylidenephthalide[no description available]medium50isobenzofuranone
(Z)-6,6',7,3'a-Diligustilide[no description available]medium20butenolidemetabolite
acetonitrile[no description available]medium20aliphatic nitrile;
volatile organic compound		EC 3.5.1.4 (amidase) inhibitor;
NMR chemical shift reference compound;
polar aprotic solvent
acetic acid[no description available]medium10monocarboxylic acidantimicrobial food preservative;
Daphnia magna metabolite;
food acidity regulator;
protic solvent
methanol[no description available]medium20alkyl alcohol;
one-carbon compound;
primary alcohol;
volatile organic compound		amphiprotic solvent;
Escherichia coli metabolite;
fuel;
human metabolite;
mouse metabolite;
Mycoplasma genitalium metabolite
heparin[no description available]medium20gamma-lactone
peoniflorin[no description available]medium30
glucose, (beta-d)-isomer[no description available]medium40D-glucopyranoseepitope;
mouse metabolite
nitrites[no description available]medium10monovalent inorganic anion;
nitrogen oxoanion;
reactive nitrogen species		human metabolite
phenyl acetate[no description available]medium10benzenes;
phenyl acetates
hydroxyindoleacetic acid[no description available]medium10indole-3-acetic acidsdrug metabolite;
human metabolite;
mouse metabolite
5-hydroxytryptophan[no description available]medium10hydroxytryptophanhuman metabolite;
neurotransmitter
nitroglycerin[no description available]medium10nitroglycerolexplosive;
muscle relaxant;
nitric oxide donor;
prodrug;
tocolytic agent;
vasodilator agent;
xenobiotic
propargyl alcohol[no description available]medium10propynol;
terminal acetylenic compound;
volatile organic compound		antifungal agent;
Saccharomyces cerevisiae metabolite
gastrodin[no description available]medium10glycoside
falcarindiol[no description available]medium20organic molecular entitymetabolite
warfarin[no description available]medium10benzenes;
hydroxycoumarin;
methyl ketone
decursin[no description available]medium10coumarins
byakangelicol[no description available]medium10psoralens
albiflorin[no description available]medium10benzoate ester;
beta-D-glucoside;
bridged compound;
gamma-lactone;
monoterpene glycoside;
secondary alcohol		neuroprotective agent;
plant metabolite
vanillic acid[no description available]medium10methoxybenzoic acid;
monohydroxybenzoic acid		plant metabolite
phthalic acid[no description available]medium10benzenedicarboxylic acidhuman xenobiotic metabolite
gallic acid[no description available]medium10trihydroxybenzoic acidantineoplastic agent;
antioxidant;
apoptosis inducer;
astringent;
cyclooxygenase 2 inhibitor;
EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor;
geroprotector;
human xenobiotic metabolite;
plant metabolite
alpha-linolenic acid[no description available]medium10linolenic acid;
omega-3 fatty acid		micronutrient;
mouse metabolite;
nutraceutical
glutamic acid[no description available]medium10glutamic acid;
glutamine family amino acid;
L-alpha-amino acid;
proteinogenic amino acid		Escherichia coli metabolite;
ferroptosis inducer;
micronutrient;
mouse metabolite;
neurotransmitter;
nutraceutical
mephenesin[no description available]medium10aromatic ether;
glycerol ether
ConditionIndicatedRelationship StrengthStudiesTrials
Abdominal Migraine0low10
Acute Confusional Migraine0low10
Atherogenesis0low10
Atherosclerosis0low10
Brain Ischemia0low10
Breast Cancer0low10
Breast Carcinoma0low10
Breast Neoplasms0low10
Breast Tumors0low10
Cancer of Breast0low10
Cancer of the Breast0low10
Cerebral Ischemia0low10
Cervical Migraine Syndrome0low10
Dandruff0low10
Encephalopathy, Ischemic0low10
Headache, Migraine0low10
Hemicrania Migraine0low10
Human Mammary Carcinoma0low10
Ischemia, Cerebral0low10
Ischemic Encephalopathy0low10
Malignant Neoplasm of Breast0low10
Malignant Tumor of Breast0low10
Mammary Cancer0low10
Mammary Carcinoma, Human0low10
Mammary Neoplasm, Human0low10
Mammary Neoplasms, Human0low10
Migraine0low10
Migraine Disorders0low10
Migraine Headache0low10
Migraine Variant0low10
Neoplasms, Breast0low10
Scurf0low10
Sick Headache0low10
Status Migrainosus0low10
Tumors, Breast0low10

Research Highlights

Pharmacokinetics (2)

ArticleYear
[Release characteristics in vitro and pharmacokinetics of da chuanxiong fang multiunit drug delivery system in rats].
Yao xue xue bao = Acta pharmaceutica Sinica, Volume: 46, Issue: 9		2011
Low oral bioavailability and pharmacokinetics of senkyunolide a, a major bioactive component in Rhizoma Chuanxiong, in the rat.
Therapeutic drug monitoring, Volume: 29, Issue: 1		2007
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioavailability (1)

ArticleYear
Low oral bioavailability and pharmacokinetics of senkyunolide a, a major bioactive component in Rhizoma Chuanxiong, in the rat.
Therapeutic drug monitoring, Volume: 29, Issue: 1		2007
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Interactions (1)

ArticleYear
Metabolic profiling of senkyunolide A and identification of its metabolites in hepatocytes by ultra-high-performance liquid chromatography combined with diode-array detector and high-resolution mass spectrometry.
Rapid communications in mass spectrometry : RCM, Nov-15, Volume: 34, Issue: 21		2020
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]