Compounds > hydrastinine
Page last updated: 2024-11-04

hydrastinine

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

Description

Hydrastinine is an alkaloid found in the plant Hydrastis canadensis (goldenseal). It is a derivative of berberine and is known for its potential pharmacological properties. It has been studied for its potential to stimulate the central nervous system, act as a vasoconstrictor, and exhibit antimicrobial activity. Research has also explored its potential for treating conditions such as inflammation and cancer. The synthesis of hydrastinine can be achieved via various chemical methods, including the reduction of berberine using a variety of reducing agents.'

hydrastinine: RN given refers to parent cpd; structure in Merck, 9th ed, #4651 [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID3638
CHEMBL ID1623232
SCHEMBL ID308521
MeSH IDM0082997

Synonyms (62)

Synonym
hydraztinine
1,3-dioxolo[4,5-g]isoquinolin-5-ol, 5,6,7,8-tetrahydro-6-methyl-
KBIO1_000897
DIVK1C_000897
hydrastinine
5,6,7,8-tetrahydro-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-ol
1,3-dioxolo(4,5-g)isoquinolin-5-ol, 5,6,7,8-tetrahyro-6-methyl-
brn 0014208
einecs 229-533-9
1,3-dioxolo(4,5-g)isoquinolin-5-ol, 5,6,7,8-tetrahydro-6-methyl-
SPECTRUM_000377
SPECTRUM4_001762
PRESTWICK2_000195
BSPBIO_002677
SPECTRUM5_000343
OPREA1_843481
KBIO2_000857
KBIO2_003425
KBIOGR_002243
KBIO3_002177
KBIOSS_000857
KBIO2_005993
NINDS_000897
PRESTWICK1_000195
SPECTRUM2_000742
SPBIO_000724
SPECTRUM3_001149
NCIOPEN2_005877
SPBIO_002070
PRESTWICK0_000195
IDI1_000897
yojqzpvunuqtdf-uhfffaoysa-
inchi=1/c11h13no3/c1-12-3-2-7-4-9-10(15-6-14-9)5-8(7)11(12)13/h4-5,11,13h,2-3,6h2,1h3
6-methyl-7,8-dihydro-5h-[1,3]dioxolo[4,5-g]isoquinolin-5-ol
NCGC00178535-02
nsc-755892
4-27-00-06396 (beilstein handbook reference)
v1i0l48x6e ,
nsc 755892
6592-85-4
unii-v1i0l48x6e
CHEMBL1623232
1,3-dioxolo(4,5-g)isoquinolin-5-ol
1-hydroxy-6,7-methylenedioxy-2-methyl-1,2,3,4-tetrahydroisoquinoline
hydrastinine [mi]
hydrastinine [who-dd]
SCHEMBL308521
DTXSID3048073
YOJQZPVUNUQTDF-UHFFFAOYSA-N
6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolin-5-ol #
AB00053699_04
AB00053699_03
hydrastinin
SBI-0051895.P003
SBI-0051895.P004
6-methyl-2h,5h,6h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-5-ol
Q905844
HY-B1181A
CS-0108783
F82493
MS-23130
AKOS040758263

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" The presence of Goldenseal root powder in dietary supplements and the topical application of Goldenseal preparations raise the possibility that an adverse phototoxic reaction may result from an interaction between its constituent alkaloids and light in exposed tissues."( Photochemistry and photocytotoxicity of alkaloids from Goldenseal (Hydrastis canadensis L.). 2. Palmatine, hydrastine, canadine, and hydrastinine.
Bilski, P; Chignell, CF; He, YY; Inbaraj, JJ; Kukielczak, BM; Sik, RH, 2006)		0.54
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (1)

Assay IDTitleYearJournalArticle
AID1159607Screen for inhibitors of RMI FANCM (MM2) intereaction2016Journal of biomolecular screening, Jul, Volume: 21, Issue:6
A High-Throughput Screening Strategy to Identify Protein-Protein Interaction Inhibitors That Block the Fanconi Anemia DNA Repair Pathway.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19904 (57.14)18.7374
1990's1 (14.29)18.2507
2000's1 (14.29)29.6817
2010's1 (14.29)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: 23.82

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 Index23.82 (24.57)
Research Supply Index2.20 (2.92)
Research Growth Index4.37 (4.65)
Search Engine Demand Index23.28 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (23.82)

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%
Other8 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
berberine
[no description available]		2.0310alkaloid antibiotic;
berberine alkaloid;
botanical anti-fungal agent;
organic heteropentacyclic compound		antilipemic drug;
antineoplastic agent;
antioxidant;
EC 1.1.1.141 [15-hydroxyprostaglandin dehydrogenase (NAD(+))] inhibitor;
EC 1.1.1.21 (aldehyde reductase) inhibitor;
EC 1.13.11.52 (indoleamine 2,3-dioxygenase) inhibitor;
EC 1.21.3.3 (reticuline oxidase) inhibitor;
EC 2.1.1.116 [3'-hydroxy-N-methyl-(S)-coclaurine 4'-O-methyltransferase] inhibitor;
EC 2.1.1.122 [(S)-tetrahydroprotoberberine N-methyltransferase] inhibitor;
EC 2.7.11.10 (IkappaB kinase) inhibitor;
EC 3.1.1.4 (phospholipase A2) inhibitor;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor;
EC 3.1.3.48 (protein-tyrosine-phosphatase) inhibitor;
EC 3.4.14.5 (dipeptidyl-peptidase IV) inhibitor;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
geroprotector;
hypoglycemic agent;
metabolite;
potassium channel blocker
chelerythrine
chelerythrine : A benzophenanthridine alkaloid isolated from the root of Zanthoxylum simulans, Chelidonium majus L., and other Papaveraceae.		1.9810benzophenanthridine alkaloid;
organic cation		antibacterial agent;
antineoplastic agent;
EC 2.7.11.13 (protein kinase C) inhibitor
hydrocotarnine
hydrocotarnine: RN given refers to parent cpd; structure in Merck, 9th ed, #4679		6.9510isoquinolines
sanguinarine
benzophenanthridine alkaloid : A specific group of isoquinoline alkaloids that occur only in higher plants and are constituents mainly of the Papaveraceae family.		1.9810alkaloid antibiotic;
benzophenanthridine alkaloid;
botanical anti-fungal agent
colchicine
(S)-colchicine : A colchicine that has (S)-configuration. It is a secondary metabolite, has anti-inflammatory properties and is used to treat gout, crystal-induced joint inflammation, familial Mediterranean fever, and many other conditions.		1.9810alkaloid;
colchicine		anti-inflammatory agent;
gout suppressant;
mutagen
cotarnine
cotarnine: structure		6.9310isoquinolines
podophyllotoxin
Podophyllum: A genus of poisonous American herbs, family BERBERIDACEAE. The roots yield PODOPHYLLOTOXIN and other pharmacologically important agents. The plant was formerly used as a cholagogue and cathartic. It is different from the European mandrake, MANDRAGORA.		1.9810furonaphthodioxole;
lignan;
organic heterotetracyclic compound		antimitotic;
antineoplastic agent;
keratolytic drug;
microtubule-destabilising agent;
plant metabolite;
tubulin modulator
palmatine
burasaine: structure in first source		7.0310berberine alkaloid;
organic heterotetracyclic compound		plant metabolite
canadine
canadine: RN given refers to cpd without isomeric designation; structure. canadine : A berberine alkaloid that is 5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline substituted by methoxy groups at positions 9 and 10.		7.0310aromatic ether;
berberine alkaloid;
organic heteropentacyclic compound;
oxacycle
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).		1.9810taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent
chelidonine
chelidonine: benzophenanthridine derived from scoulerine from Chelidonium majus; RN given refers to parent cpd (chelidonine, (5bR-(5balpha,6beta,12alpha))-isomer)		1.9810alkaloid antibiotic;
alkaloid fundamental parent;
benzophenanthridine alkaloid
hydrastine
[no description available]		2.6430isoquinolinesmetabolite
noscapine
Noscapine: A naturally occurring opium alkaloid that is a centrally acting antitussive agent.. (-)-noscapine : A benzylisoquinoline alkaloid that is 1,2,3,4-tetrahydroisoquinoline which is substituted by a 4,5-dimethoxy-3-oxo-1,3-dihydro-2-benzofuran-1-yl group at position 1, a methylenedioxy group at positions 6-7 and a methoxy group at position 8. Obtained from plants of the Papaveraceae family, it lacks significant painkilling properties and is primarily used for its antitussive (cough-suppressing) effects.		1.9310aromatic ether;
benzylisoquinoline alkaloid;
cyclic acetal;
isobenzofuranone;
organic heterobicyclic compound;
organic heterotricyclic compound;
tertiary amino compound		antineoplastic agent;
antitussive;
apoptosis inducer;
plant metabolite
ConditionIndicatedRelationship StrengthStudiesTrials
Anemia, Fanconi
[description not available]		02.1310
Fanconi Anemia
Congenital disorder affecting all bone marrow elements, resulting in ANEMIA; LEUKOPENIA; and THROMBOPENIA, and associated with cardiac, renal, and limb malformations as well as dermal pigmentary changes. Spontaneous CHROMOSOME BREAKAGE is a feature of this disease along with predisposition to LEUKEMIA. There are at least 7 complementation groups in Fanconi anemia: FANCA, FANCB, FANCC, FANCD1, FANCD2, FANCE, FANCF, FANCG, and FANCL. (from Online Mendelian Inheritance in Man, http://www.ncbi.nlm.nih.gov/entrez/dispomim.cgi?id=227650, August 20, 2004)		02.1310