Compounds > incarvillateine
Page last updated: 2024-12-11

incarvillateine

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

Description

incarvillateine: isolated from the plant Incarvillea sinensis; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
Incarvilleagenus[no description available]BignoniaceaeA plant family of the order Lamiales. The family is characterized by oppositely paired, usually compound leaves and bell- or funnel-shaped, bisexual flowers having a five-lobed calyx and corolla.[MeSH]

Cross-References

ID SourceID
PubMed CID9875096
CHEMBL ID505819
MeSH IDM0350221

Synonyms (5)

Synonym
incarvillateine
CHEMBL505819
bis[(4r,4as,6r,7s,7ar)-2,4,7-trimethyl-1,3,4,4a,5,6,7,7a-octahydrocyclopenta[c]pyridin-6-yl] 2,4-bis(4-hydroxy-3-methoxyphenyl)cyclobutane-1,3-dicarboxylate
129748-10-3
DTXSID901046113

Research Excerpts

Overview

Incarvillateine (INCA) is a natural product that has garnered attention due to its purported analgesic effects and historical use as a pain reliever in China.

ExcerptReferenceRelevance
"(-)-Incarvillateine (INCA) is a natural product that has garnered attention due to its purported analgesic effects and historical use as a pain reliever in China. "( Incarvillateine produces antinociceptive and motor suppressive effects via adenosine receptor activation.
Awwa, M; Bogdan, DM; Che, J; Deutsch, DG; Elmes, MW; Kaczocha, M; Kim, J; Lee, G; Ojima, I; Rizzo, RC; Yan, S, 2019)		2.51
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (13)

Assay IDTitleYearJournalArticle
AID1301962Antinociceptive effect in Kunming mouse assessed as inhibition of acetic acid-induced writhing response at 20 mg/kg, sc administered 30 mins prior to acetic acid challenge measured 5 mins post injection for 15 mins2016Journal of medicinal chemistry, 04-28, Volume: 59, Issue:8
Gram Scale Syntheses of (-)-Incarvillateine and Its Analogs. Discovery of Potent Analgesics for Neuropathic Pain.
AID381216Antinociceptive activity against formalin-induced pain in ip dosed ddY mouse assessed as reduction of paw licking response during inflammatory phase pretreated for 10 mins before formalin challenge1999Journal of natural products, Sep, Volume: 62, Issue:9
Strong antinociceptive effect of incarvillateine, a novel monoterpene alkaloid from Incarvillea sinensis.
AID1301972Antinociceptive effect in C57BL/6 mouse assessed as inhibition of spared nerve injury-induced neuropathic pain response at 10 to 20 mg/kg, ip measured after 5 to 7 days of recovery by Von Frey filament assay2016Journal of medicinal chemistry, 04-28, Volume: 59, Issue:8
Gram Scale Syntheses of (-)-Incarvillateine and Its Analogs. Discovery of Potent Analgesics for Neuropathic Pain.
AID381218Antinociceptive activity against formalin-induced pain in ip dosed ddY mouse assessed as reduction of paw licking response during inflammatory phase pretreated for 10 mins before formalin challenge relative to morphine1999Journal of natural products, Sep, Volume: 62, Issue:9
Strong antinociceptive effect of incarvillateine, a novel monoterpene alkaloid from Incarvillea sinensis.
AID1301971Antinociceptive activity in ip dosed ICR mouse assessed as reduction in licking and biting time during second phase administered 10 mins prior to formalin challenge measured for 10 to 30 mins relative to vehicle control2016Journal of medicinal chemistry, 04-28, Volume: 59, Issue:8
Gram Scale Syntheses of (-)-Incarvillateine and Its Analogs. Discovery of Potent Analgesics for Neuropathic Pain.
AID381215Antinociceptive activity against formalin-induced pain in ip dosed ddY mouse assessed as reduction of paw licking response during neurogenic phase pretreated for 10 mins before formalin challenge1999Journal of natural products, Sep, Volume: 62, Issue:9
Strong antinociceptive effect of incarvillateine, a novel monoterpene alkaloid from Incarvillea sinensis.
AID1301966Antinociceptive activity in ICR mouse assessed as reduction in licking and biting time during second phase at 10 mg/kg, ip administered 10 mins prior to formalin challenge measured for 10 to 30 mins (Rvb = 159 +/- 25 s)2016Journal of medicinal chemistry, 04-28, Volume: 59, Issue:8
Gram Scale Syntheses of (-)-Incarvillateine and Its Analogs. Discovery of Potent Analgesics for Neuropathic Pain.
AID1301970Antinociceptive activity in ip dosed ICR mouse assessed as reduction in licking and biting time during first phase administered 10 mins prior to formalin challenge measured for 10 mins relative to vehicle control2016Journal of medicinal chemistry, 04-28, Volume: 59, Issue:8
Gram Scale Syntheses of (-)-Incarvillateine and Its Analogs. Discovery of Potent Analgesics for Neuropathic Pain.
AID1301965Antinociceptive activity in ICR mouse assessed as reduction in licking and biting time during first phase at 20 mg/kg, ip administered 10 mins prior to formalin challenge measured for 10 mins (Rvb = 156 +/- 8 s)2016Journal of medicinal chemistry, 04-28, Volume: 59, Issue:8
Gram Scale Syntheses of (-)-Incarvillateine and Its Analogs. Discovery of Potent Analgesics for Neuropathic Pain.
AID1301967Antinociceptive activity in ICR mouse assessed as reduction in licking and biting time during second phase at 20 mg/kg, ip administered 10 mins prior to formalin challenge measured for 10 to 30 mins (Rvb = 159 +/- 25 s)2016Journal of medicinal chemistry, 04-28, Volume: 59, Issue:8
Gram Scale Syntheses of (-)-Incarvillateine and Its Analogs. Discovery of Potent Analgesics for Neuropathic Pain.
AID1301963Antinociceptive effect in Kunming mouse assessed as inhibition of acetic acid-induced writhing response at 20 mg/kg, ip administered 30 mins prior to acetic acid challenge measured 5 mins post injection for 15 mins2016Journal of medicinal chemistry, 04-28, Volume: 59, Issue:8
Gram Scale Syntheses of (-)-Incarvillateine and Its Analogs. Discovery of Potent Analgesics for Neuropathic Pain.
AID1301964Antinociceptive activity in ICR mouse assessed as reduction in licking and biting time during first phase at 10 mg/kg, ip administered 10 mins prior to formalin challenge measured for 10 mins (Rvb = 156 +/- 8 s)2016Journal of medicinal chemistry, 04-28, Volume: 59, Issue:8
Gram Scale Syntheses of (-)-Incarvillateine and Its Analogs. Discovery of Potent Analgesics for Neuropathic Pain.
AID381217Antinociceptive activity against formalin-induced pain in ip dosed ddY mouse assessed as reduction of paw licking response during neurogenic phase pretreated for 10 mins before formalin challenge relative to morphine1999Journal of natural products, Sep, Volume: 62, Issue:9
Strong antinociceptive effect of incarvillateine, a novel monoterpene alkaloid from Incarvillea sinensis.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (13)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (7.69)18.2507
2000's7 (53.85)29.6817
2010's5 (38.46)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: 24.39

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 Index24.39 (24.57)
Research Supply Index2.64 (2.92)
Research Growth Index5.17 (4.65)
Search Engine Demand Index23.70 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (24.39)

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%
Other13 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
formaldehyde
paraform: polymerized formaldehyde; RN given refers to parent cpd; used in root canal therapy		210aldehyde;
one-carbon compound		allergen;
carcinogenic agent;
disinfectant;
EC 3.5.1.4 (amidase) inhibitor;
environmental contaminant;
Escherichia coli metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
1,3-dipropyl-8-cyclopentylxanthine
DPCPX : An oxopurine that is 7H-xanthine substituted at positions 1 and 3 by propyl groups and at position 8 by a cyclohexyl group.		2.1110oxopurineadenosine A1 receptor antagonist;
EC 3.1.4.* (phosphoric diester hydrolase) inhibitor
theophylline
[no description available]		2.1110dimethylxanthineadenosine receptor antagonist;
anti-asthmatic drug;
anti-inflammatory agent;
bronchodilator agent;
drug metabolite;
EC 3.1.4.* (phosphoric diester hydrolase) inhibitor;
fungal metabolite;
human blood serum metabolite;
immunomodulator;
muscle relaxant;
vasodilator agent
gabapentin
Gabapentin: A cyclohexane-gamma-aminobutyric acid derivative that is used for the treatment of PARTIAL SEIZURES; NEURALGIA; and RESTLESS LEGS SYNDROME.. gabapentin : A gamma-amino acid that is cyclohexane substituted at position 1 by aminomethyl and carboxymethyl groups. Used for treatment of neuropathic pain and restless legs syndrome.		2.1310gamma-amino acidanticonvulsant;
calcium channel blocker;
environmental contaminant;
xenobiotic
theobromine
Theobromine: 3,7-Dimethylxanthine. The principle alkaloid in Theobroma cacao (the cacao bean) and other plants. A xanthine alkaloid that is used as a bronchodilator and as a vasodilator. It has a weaker diuretic activity than THEOPHYLLINE and is also a less powerful stimulant of smooth muscle. It has practically no stimulant effect on the central nervous system. It was formerly used as a diuretic and in the treatment of angina pectoris and hypertension. (From Martindale, The Extra Pharmacopoeia, 30th ed, pp1318-9). theobromine : A dimethylxanthine having the two methyl groups located at positions 3 and 7. A purine alkaloid derived from the cacao plant, it is found in chocolate, as well as in a number of other foods, and is a vasodilator, diuretic and heart stimulator.		2.5520dimethylxanthineadenosine receptor antagonist;
bronchodilator agent;
food component;
human blood serum metabolite;
mouse metabolite;
plant metabolite;
vasodilator agent
rhodium
Rhodium: A hard and rare metal of the platinum group, atomic number 45, atomic weight 102.905, symbol Rh.. rhodium atom : A cobalt group element atom of atomic number 45.		2.0410cobalt group element atom
alkenes
[no description available]		2.0410
paclitaxel
Taxus: Genus of coniferous yew trees or shrubs, several species of which have medicinal uses. Notable is the Pacific yew, Taxus brevifolia, which is used to make the anti-neoplastic drug taxol (PACLITAXEL).		2.1110taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent
adenosine
quinquefolan B: isolated from roots of Panax quinquefolium L.; RN not in Chemline 10/87; RN from Toxlit		7.1110adenosines;
purines D-ribonucleoside		analgesic;
anti-arrhythmia drug;
fundamental metabolite;
human metabolite;
vasodilator agent
3,7-dimethyl-1-propargylxanthine
3,7-dimethyl-1-propargylxanthine: potent & selective in vivo antagonist of adenosine analogs		2.5520
ferulic acid
ferulate : A monocarboxylic acid anion obtained by the deprotonation of the carboxy group of ferulic acid.		2.0210ferulic acidsanti-inflammatory agent;
antioxidant;
apoptosis inhibitor;
cardioprotective agent;
MALDI matrix material;
plant metabolite
morphine
Meconium: The thick green-to-black mucilaginous material found in the intestines of a full-term fetus. It consists of secretions of the INTESTINAL GLANDS; BILE PIGMENTS; FATTY ACIDS; AMNIOTIC FLUID; and intrauterine debris. It constitutes the first stools passed by a newborn.		210morphinane alkaloid;
organic heteropentacyclic compound;
tertiary amino compound		anaesthetic;
drug allergen;
environmental contaminant;
geroprotector;
mu-opioid receptor agonist;
opioid analgesic;
plant metabolite;
vasodilator agent;
xenobiotic
beta-funaltrexamine
beta-funaltrexamine: RN given refers to parent cpd(E)-isomer; structure given in first source		2.0210morphinane alkaloid
naltrexone
Naltrexone: Derivative of noroxymorphone that is the N-cyclopropylmethyl congener of NALOXONE. It is a narcotic antagonist that is effective orally, longer lasting and more potent than naloxone, and has been proposed for the treatment of heroin addiction. The FDA has approved naltrexone for the treatment of alcohol dependence.. naltrexone : An organic heteropentacyclic compound that is naloxone substituted in which the allyl group attached to the nitrogen is replaced by a cyclopropylmethyl group. A mu-opioid receptor antagonist, it is used to treat alcohol dependence.		2.0210cyclopropanes;
morphinane-like compound;
organic heteropentacyclic compound		antidote to opioid poisoning;
central nervous system depressant;
environmental contaminant;
mu-opioid receptor antagonist;
xenobiotic
norbinaltorphimine
norbinaltorphimine: kappa opiate receptor antagonist; structure given in first source		2.0210isoquinolines
naltrindole
naltrindole: delta opioid receptor antagonist		2.0210isoquinolines
ConditionIndicatedRelationship StrengthStudiesTrials
Nerve Pain
[description not available]		02.1310
Neuralgia
Intense or aching pain that occurs along the course or distribution of a peripheral or cranial nerve.		02.1310
Absence Seizure
[description not available]		02.2110
Seizures
Clinical or subclinical disturbances of cortical function due to a sudden, abnormal, excessive, and disorganized discharge of brain cells. Clinical manifestations include abnormal motor, sensory and psychic phenomena. Recurrent seizures are usually referred to as EPILEPSY or seizure disorder.		07.2110
Disease Models, Animal
Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.		02.4420
Anasarca
[description not available]		02.1110
Allodynia
[description not available]		02.1110
Edema
Abnormal fluid accumulation in TISSUES or body cavities. Most cases of edema are present under the SKIN in SUBCUTANEOUS TISSUE.		02.1110
Ache
[description not available]		0210
Pain
An unpleasant sensation induced by noxious stimuli which are detected by NERVE ENDINGS of NOCICEPTIVE NEURONS.		0210