Compounds > strictosidine
Page last updated: 2024-12-08

strictosidine

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

Cross-References

ID SourceID
PubMed CID161336
CHEMBL ID402211
CHEBI ID17559
SCHEMBL ID8322946
MeSH IDM0075557

Synonyms (26)

Synonym
CHEBI:17559 ,
3alpha(s)-strictosidine
methyl (2s,3r,4s)-3-ethenyl-2-(beta-d-glucopyranosyloxy)-4-[(1s)-2,3,4,9-tetrahydro-1h-pyrido[3,4-b]indol-1-ylmethyl]-3,4-dihydro-2h-pyran-5-carboxylate
20824-29-7
C03470
3-alpha(s)-strictosidine
strictosidine ,
CHEMBL402211
methyl (2s,3r,4s)-3-ethenyl-4-[[(1s)-2,3,4,9-tetrahydro-1h-pyrido[3,4-b]indol-1-yl]methyl]-2-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2h-pyran-5-carboxylate
isovincoside
(2s-(2alpha,3beta,4beta(r*)))-3-ethenyl-2-(beta-d-glucopyranosyloxy)-3,4-dihydro-4-((2,3,4,9-tetrahydro-1h-pyrido(3,4-b)indol-1-yl) methyl)-2h-pyran-5-carboxylic acid, methyl ester
45t874r5n4 ,
2h-pyran-5-carboxylic acid, 3-ethenyl-2-(beta-d-glucopyranosyloxy)-3,4-dihydro-4-((2,3,4,9-tetrahydro-1h-pyrido(3,4-b)indol-1-yl)methyl)-, methyl ester, (2s-(2alpha,3beta,4beta(r*)))-
unii-45t874r5n4
SCHEMBL8322946
HY-124165
CS-0084513
DTXSID40943068
Q2356148
(2s,3r,4s)-methyl 4-(((s)-2,3,4,9-tetrahydro-1h-pyrido[3,4-b]indol-1-yl)methyl)-2-(((2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2h-pyran-2-yl)oxy)-3-vinyl-3,4-dihydro-2h-pyran-5-carboxylate
strictosidin
methyl (4s,5r,6s)-5-ethenyl-4-{[(1s)-2,3,4,9-tetrahydro-1h-pyrido[3,4-b]indol-1-yl]methyl}-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,6-dihydro-4h-pyran-3-carboxylate
3-isovincoside
(-)-strictosidine
AKOS040762379
FS-7040

Research Excerpts

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (4)

ClassDescription
indole alkaloidAn alkaloid containing an indole skeleton.
alkaloid ester
beta-D-glucosideAny D-glucoside in which the anomeric centre has beta-configuration.
methyl esterAny carboxylic ester resulting from the formal condensation of a carboxy group with methanol.
[compound class information is derived from 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]

Pathways (5)

PathwayProteinsCompounds
Indole Alkaloid Biosynthesis311
camptothecin biosynthesis09
ajmaline and sarpagine biosynthesis137
secologanin and strictosidine biosynthesis332
vindoline, vindorosine and vinblastine biosynthesis240
Secologanin and strictosidine biosynthesis015

Protein Targets (1)

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (5)

Assay IDTitleYearJournalArticle
AID331127Activity of Catharanthus roseus strictosidine glucosidase2008Bioorganic & medicinal chemistry letters, May-15, Volume: 18, Issue:10
Substrate specificity and diastereoselectivity of strictosidine glucosidase, a key enzyme in monoterpene indole alkaloid biosynthesis.
AID331128Ratio of relative Vmax to K0.5 of Catharanthus roseus strictosidine glucosidase2008Bioorganic & medicinal chemistry letters, May-15, Volume: 18, Issue:10
Substrate specificity and diastereoselectivity of strictosidine glucosidase, a key enzyme in monoterpene indole alkaloid biosynthesis.
AID356161DNA damaging activity in yeast RS 322YK mutant assessed as drug level required to produce 12 mm zone of inhibition2003Journal of natural products, Jul, Volume: 66, Issue:7
Turbinatine, a potential key intermediate in the biosynthesis of corynanthean-type indole alkaloids.
AID333567Antioxidant activity assessed as DPPH radical scavenging activity2004Journal of natural products, Nov, Volume: 67, Issue:11
Indole glucoalkaloids from Chimarrhis turbinata and their evaluation as antioxidant agents and acetylcholinesterase inhibitors.
AID356162DNA damaging activity in yeast RS 188N mutant assessed as drug level required to produce 12 mm zone of inhibition2003Journal of natural products, Jul, Volume: 66, Issue:7
Turbinatine, a potential key intermediate in the biosynthesis of corynanthean-type indole alkaloids.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (49)

TimeframeStudies, This Drug (%)All Drugs %
pre-19903 (6.12)18.7374
1990's1 (2.04)18.2507
2000's14 (28.57)29.6817
2010's17 (34.69)24.3611
2020's14 (28.57)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 36.04

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 strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index36.04 (24.57)
Research Supply Index3.93 (2.92)
Research Growth Index5.38 (4.65)
Search Engine Demand Index44.79 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (36.04)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews5 (10.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other45 (90.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
salicylic acid
Scalp: The outer covering of the calvaria. It is composed of several layers: SKIN; subcutaneous connective tissue; the occipitofrontal muscle which includes the tendinous galea aponeurotica; loose connective tissue; and the pericranium (the PERIOSTEUM of the SKULL).		2.0510monohydroxybenzoic acidalgal metabolite;
antifungal agent;
antiinfective agent;
EC 1.11.1.11 (L-ascorbate peroxidase) inhibitor;
keratolytic drug;
plant hormone;
plant metabolite
tryptamine
[no description available]		4.5440aminoalkylindole;
aralkylamino compound;
indole alkaloid;
tryptamines		human metabolite;
mouse metabolite;
plant metabolite
serine
Serine: A non-essential amino acid occurring in natural form as the L-isomer. It is synthesized from GLYCINE or THREONINE. It is involved in the biosynthesis of PURINES; PYRIMIDINES; and other amino acids.. serine : An alpha-amino acid that is alanine substituted at position 3 by a hydroxy group.		2.0710L-alpha-amino acid;
proteinogenic amino acid;
serine family amino acid;
serine zwitterion;
serine		algal metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
glutamine
Glutamine: A non-essential amino acid present abundantly throughout the body and is involved in many metabolic processes. It is synthesized from GLUTAMIC ACID and AMMONIA. It is the principal carrier of NITROGEN in the body and is an important energy source for many cells.. L-glutamine : An optically active form of glutamine having L-configuration.. glutamine : An alpha-amino acid that consists of butyric acid bearing an amino substituent at position 2 and a carbamoyl substituent at position 4.		2.0310amino acid zwitterion;
glutamine family amino acid;
glutamine;
L-alpha-amino acid;
polar amino acid zwitterion;
proteinogenic amino acid		EC 1.14.13.39 (nitric oxide synthase) inhibitor;
Escherichia coli metabolite;
human metabolite;
metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
Saccharomyces cerevisiae metabolite
histidine
Histidine: An essential amino acid that is required for the production of HISTAMINE.. L-histidine : The L-enantiomer of the amino acid histidine.. histidine : An alpha-amino acid that is propanoic acid bearing an amino substituent at position 2 and a 1H-imidazol-4-yl group at position 3.		2.0510amino acid zwitterion;
histidine;
L-alpha-amino acid;
polar amino acid zwitterion;
proteinogenic amino acid		algal metabolite;
Escherichia coli metabolite;
human metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
Saccharomyces cerevisiae metabolite
tryptophan
Tryptophan: An essential amino acid that is necessary for normal growth in infants and for NITROGEN balance in adults. It is a precursor of INDOLE ALKALOIDS in plants. It is a precursor of SEROTONIN (hence its use as an antidepressant and sleep aid). It can be a precursor to NIACIN, albeit inefficiently, in mammals.. tryptophan : An alpha-amino acid that is alanine bearing an indol-3-yl substituent at position 3.		7.7930erythrose 4-phosphate/phosphoenolpyruvate family amino acid;
L-alpha-amino acid zwitterion;
L-alpha-amino acid;
proteinogenic amino acid;
tryptophan zwitterion;
tryptophan		antidepressant;
Escherichia coli metabolite;
human metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
plant metabolite;
Saccharomyces cerevisiae metabolite
citronellol
citronellol: alcohol form of citronellal; found in rose oil; RN given refers to parent cpd without isomeric designation; structure. citronellol : A monoterpenoid that is oct-6-ene substituted by a hydroxy group at position 1 and methyl groups at positions 3 and 7.. insect repellent : An insecticide that acts as a repellent to insects.		2.1310monoterpenoidplant metabolite
cyclopentane
Cyclopentanes: A group of alicyclic hydrocarbons with the general formula R-C5H9.. cyclopentanes : Cyclopentane and its derivatives formed by substitution.		2.0510cycloalkane;
cyclopentanes;
volatile organic compound		non-polar solvent
galantamine
Galantamine: A benzazepine derived from norbelladine. It is found in GALANTHUS and other AMARYLLIDACEAE. It is a cholinesterase inhibitor that has been used to reverse the muscular effects of GALLAMINE TRIETHIODIDE and TUBOCURARINE and has been studied as a treatment for ALZHEIMER DISEASE and other central nervous system disorders.. galanthamine : A benzazepine alkaloid isolated from certain species of daffodils.		2.0210benzazepine alkaloid fundamental parent;
benzazepine alkaloid;
organic heterotetracyclic compound;
tertiary amino compound		antidote to curare poisoning;
cholinergic drug;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor;
plant metabolite
camptothecin
NSC 100880: carboxylate (opened lactone) form of camptothecin; RN refers to (S)-isomer; structure given in first source		2.5320delta-lactone;
pyranoindolizinoquinoline;
quinoline alkaloid;
tertiary alcohol		antineoplastic agent;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
genotoxin;
plant metabolite
tiletamine hydrochloride
Cyclohexanones: Cyclohexane ring substituted by one or more ketones in any position.. cyclohexanones : Any alicyclic ketone based on a cyclohexane skeleton and its substituted derivatives thereof.		3.1210
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.		2.0510benzenes;
phenyl acetates
glutamic acid
Glutamic Acid: A non-essential amino acid naturally occurring in the L-form. Glutamic acid is the most common excitatory neurotransmitter in the CENTRAL NERVOUS SYSTEM.. glutamic acid : An alpha-amino acid that is glutaric acid bearing a single amino substituent at position 2.		2.0310glutamic acid;
glutamine family amino acid;
L-alpha-amino acid;
proteinogenic amino acid		Escherichia coli metabolite;
ferroptosis inducer;
micronutrient;
mouse metabolite;
neurotransmitter;
nutraceutical
glucose, (beta-d)-isomer
beta-D-glucose : D-Glucopyranose with beta configuration at the anomeric centre.. (1->4)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->4) linkages.. (1->3)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->3) linkages.		3.4820D-glucopyranoseepitope;
mouse metabolite
serpentine (alkaloid)
serpentine (alkaloid): do not confuse with mineral serpentine; RN given refers to (19alpha)-isomer; structure		2.1310carboxylic ester;
iminium betaine;
indole alkaloid;
quinolizines;
zwitterion
loganin
[no description available]		3.1210beta-D-glucoside;
cyclopentapyran;
enoate ester;
iridoid monoterpenoid;
methyl ester;
monosaccharide derivative;
secondary alcohol		anti-inflammatory agent;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
EC 3.4.23.46 (memapsin 2) inhibitor;
neuroprotective agent;
plant metabolite
tryptoline
tryptoline: neurotoxic factor that may be involved in development of Parkinson's disease; enzymatic prep from human brain converts tryptamine to tryptoline; RN given refers to parent cpd; structure		2.1310beta-carbolines
secologanin
(-)-secologanin : An iridoid monoterpenoid that is acetaldehyde in which on of the hydrogens of the methyl group has been replaced by a 2-(beta-D-glucopyranosyloxy)-3,4-dihydro-2H-pyran-4-yl group which is substituted at positions 3 and 5 by a vinyl and a methoxycarbonyl group, respectively (the 2S,3R,4S stereoisomer).		9.6280aldehyde;
beta-D-glucoside;
enoate ester;
methyl ester;
pyrans;
secoiridoid glycoside		plant metabolite
iridoids
Iridoids: A type of MONOTERPENES, derived from geraniol. They have the general form of cyclopentanopyran, but in some cases, one of the rings is broken as in the case of secoiridoid. They are different from the similarly named iridals (TRITERPENES).		4.2350
shikonin
shikonin: a naphthazarin; has antineoplastic and angiogenesis inhibiting activities		3.1210hydroxy-1,4-naphthoquinone
geraniol
[no description available]		2.13103,7-dimethylocta-2,6-dien-1-ol;
monoterpenoid;
primary alcohol		allergen;
fragrance;
plant metabolite;
volatile oil component
quinine
[no description available]		2.3110cinchona alkaloidantimalarial;
muscle relaxant;
non-narcotic analgesic
naphthoquinones
Naphthoquinones: Naphthalene rings which contain two ketone moieties in any position. They can be substituted in any position except at the ketone groups.		3.1210
rutin
Hydroxyethylrutoside: Monohydroxyethyl derivative of rutin. Peripheral circulation stimulant used in treatment of venous disorders.		2.0210disaccharide derivative;
quercetin O-glucoside;
rutinoside;
tetrahydroxyflavone		antioxidant;
metabolite
vallesiachotamine
vallesiachotamine: antiproliferative, from the leaves of Palicourea rigida (Rubiaceae) collected in the Brazilian Cerrado; structure in first source		2.0110
pleiocarpamine
pleiocarpamine: corymine compound is the main indole alkaloid; structure in first source		2.3110monoterpenoid indole alkaloid
1-methyl-beta-carboline-3-carboxylic acid
1-methyl-beta-carboline-3-carboxylic acid: metabolite from cows fed with corn silage; structure in first source		2.0210
catharanthine
[no description available]		2.1310alkaloid ester;
bridged compound;
methyl ester;
monoterpenoid indole alkaloid;
organic heteropentacyclic compound;
tertiary amino compound
raubasine
raubasine: RN given refers to (19alpha)-isomer; structure		2.5220yohimban alkaloid
akuammicine
akuammicine: from Strychnos sp;; structure in first source. akuammicine : A monoterpenoid indole alkaloid with formula C20H22N2O2, isolated from several plant species including Alstonia spatulata, Catharanthus roseus and Vinca major.		2.1510methyl ester;
monoterpenoid indole alkaloid;
organic heteropentacyclic compound;
tertiary amino compound		plant metabolite
nepetalactol
nepetalactol: a sex pheromone isolated from the potato aphid, Macrosiphum euphorbiae; structure in first source. cis-trans-nepetalactol : A cyclopentapyran that is 1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran substituted at position 1 by a hydroxy group and at positions 4 and 7 by methyl groups (the 4aS,7S,7aR-diastereomer)		2.1310cyclopentapyran;
lactol
strictamine
strictamine: structure		2.3110
methyl jasmonate
[no description available]		2.0510
ConditionIndicatedRelationship StrengthStudiesTrials