Allocryptopine is a natural product alkaloid isolated from the Papaveraceae family. Its synthesis has been achieved through various methods, including the use of palladium-catalyzed coupling reactions. Studies have shown that allocryptopine exhibits a range of biological activities, including analgesic, anti-inflammatory, and anticancer effects. Its importance lies in its potential as a lead compound for the development of new therapeutic agents. Researchers are interested in understanding its mechanism of action and exploring its therapeutic applications.'
ID Source | ID |
---|---|
PubMed CID | 98570 |
CHEMBL ID | 520043 |
CHEBI ID | 17390 |
SCHEMBL ID | 673252 |
MeSH ID | M0284167 |
Synonym |
---|
allo-cryptopine |
ek27j8royb , |
einecs 207-626-5 |
unii-ek27j8royb |
nsc 404531 |
benzo(e)(1,3)dioxolo(4,5-k)(3)benzazecin-14(6h)-one, 5,7,8,15-tetrahydro-3,4-dimethoxy-6-methyl- (van) |
5,7,8,15-tetrahydro-3,4-dimethoxy-6-methyl(1,3)benzodioxolo(5,6-e)(2)benzazecin-14(6h)-one |
alpha-allocryptopine |
beta-homochelidonine |
3,4-dimethoxy-6-methyl-5,7,8,15-tetrahydrobenzo[c][1,3]benzodioxolo[5,6-g]azecin-14(6h)-one |
alpha-fagarine |
CHEBI:17390 , |
nsc-645286 |
nsc645286 |
MLS000765018 |
smr000283023 |
OPREA1_700961 |
OPREA1_535693 |
ACON1_000293 |
allocrytopine |
nsc404531 |
thalictrimine |
nsc-404531 |
485-91-6 |
taliktrimin (thalictrimine) |
.beta.-homochelidonine |
.alpha.-allocryptopine |
.alpha.-fagarine |
C02134 |
allocryptopine , |
24240-04-8 |
fagarine i |
nsc-148824 |
.beta.-allocryptopine |
benzo[e][1,5-k][3]benzazecin-14(6h)-one, 5,7,8,15-tetrahydro-3,4-dimethoxy-6-methyl- (van8c |
.gamma.-homochelidonine |
nsc148824 |
MEGXP0_001784 |
BRD-K86670801-001-01-1 |
AKOS000730626 |
CHEMBL520043 |
HMS2735D09 |
gamma-homochelidonine |
nsc 148824 |
5,7,8,15-tetrahydro-3,4-dimethoxy-6-methylbenzo(e)(1,3)dioxolo(4,5-k)(3)benzazecin-14(6h)-one |
beta-allocryptopine |
benzo(e)(1,3)dioxolo(4,5-k)(3)benzazecin-14(6h)-one, 5,7,8,15-tetrahydro-3,4-dimethoxy-6-methyl- |
A827567 |
3,4-dimethoxy-6-methyl-5,7,8,15-tetrahydro-[1,3]dioxolo[4',5':4,5]benzo[1,2-g]benzo[c]azecin-14(6h)-one |
CCG-104087 |
FT-0632205 |
STL372863 |
allocryptopine [mi] |
SCHEMBL673252 |
BBL027872 |
allocryptopin |
HYBRYAPKQCZIAE-UHFFFAOYSA-N |
[1,3]benzodioxolo[5,6-e][2]benzazecin-14(6h)-one, 5,7,8,15-tetrahydro-3,4-dimethoxy-6-methyl- |
taliktrimin |
3,4-dimethoxy-6-methyl-5,7,8,15-tetrahydrobenzo[c][1,3]benzodioxolo[5,6-g]azecin-14(6h)-one # |
Q-100541 |
AC-31294 |
bdbm50130203 |
BCP24946 |
FT-0701356 |
7,8-dimethoxy-11-methyl-17,19-dioxa-11-azatetracyclo[12.7.0.0?,?.0(1)?,(2)?]henicosa-1(14),4(9),5,7,15,20-hexaen-2-one |
VS-08608 |
|a-homochelidonine |
Q15410229 |
DTXSID60871677 , |
BRD-K86670801-001-09-4 |
CS-0018245 |
HY-N1933 |
allocryptopine; alpha-allocryptopine |
7,8-dimethoxy-11-methyl-17,19-dioxa-11-azatetracyclo[12.7.0.04,9.016,20]henicosa-1(21),4(9),5,7,14,16(20)-hexaen-2-one |
7,8-dimethoxy-11-methyl-17,19-dioxa-11-azatetracyclo[12.7.0.0 , .0 , ]henicosa-1(14),4(9),5,7,15,20-hexaen-2-one |
ZAA24004 |
benzo(e)(1,3)dioxolo(4,5-k)(3)benzazecin-14(6h)-one, 5,7,8,15-tetrahydro-3,4-dimethoxy-6-methyl-(van) (8ci) |
dtxcid40203972 |
3,4-dimethoxy-6-methyl-5,7,8,15-tetrahydrobenzo(c)(1,3)benzodioxolo(5,6-g)azecin-14(6h)-one |
Allocryptopine is an isoquinoline alkaloid widely present in medicinal herbs. It is extracted from Corydalis decumbens (Thunb) Pers.
Excerpt | Reference | Relevance |
---|---|---|
"Allocryptopine is an isoquinoline alkaloid extracted from Macleaya cordata. " | ( Effects of Allocryptopine on the Proliferation and Epithelial-Mesenchymal Transition of Oral Squamous Cell Carcinoma through m6A Mediated Hedgehog Signaling Pathway. Gong, J; Lan, W; Wang, C; Zhang, F, 2022) | 2.55 |
"Allocryptopine is an isoquinoline alkaloid widely present in medicinal herbs." | ( Allocryptopine: A Review of Its Properties and Mechanism of Antiarrhythmic Effect. Han, T; Huang, H; Li, B; Li, J; Li, Y, 2019) | 2.68 |
"Allocryptopine (ALL) is an alkaloid extracted from Corydalis decumbens (Thunb) Pers. " | ( Allocryptopine and benzyltetrahydropalmatine block hERG potassium channels expressed in HEK293 cells. Chen, Y; Fu, YC; Gao, JL; Li, Y; Lin, K; Liu, YQ; Xu, B; Xue, Q, 2013) | 3.28 |
Excerpt | Reference | Relevance |
---|---|---|
" To ensure a safe and effective product, botanical dietary supplements should be developed in a manner analogous to pharmaceuticals that involves identification of mechanisms of action and active constituents, chemical standardization based on the active compounds, biological standardization based on pharmacological activity, preclinical evaluation of toxicity and potential for drug-botanical interactions, metabolism of active compounds, and finally, clinical studies of safety and efficacy." | ( Development of Safe and Effective Botanical Dietary Supplements. van Breemen, RB, 2015) | 0.42 |
Class | Description |
---|---|
dibenzazecine alkaloid | |
organic heterotetracyclic compound | |
tertiary amino compound | A compound formally derived from ammonia by replacing three hydrogen atoms by organyl groups. |
cyclic ketone | |
cyclic acetal | An acetal in the molecule of which the acetal carbon and one or both oxygen atoms thereon are members of a ring. |
aromatic ether | Any ether in which the oxygen is attached to at least one aryl substituent. |
[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] |
Pathway | Proteins | Compounds |
---|---|---|
chelerythrine biosynthesis | 10 | 24 |
chelerythrine biosynthesis | 8 | 23 |
Protein | Taxonomy | Measurement | Average (µ) | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
Chain A, MAJOR APURINIC/APYRIMIDINIC ENDONUCLEASE | Homo sapiens (human) | Potency | 3.1623 | 0.0032 | 45.4673 | 12,589.2998 | AID2517 |
histone-lysine N-methyltransferase 2A isoform 2 precursor | Homo sapiens (human) | Potency | 14.1254 | 0.0103 | 23.8567 | 63.0957 | AID2662 |
DNA polymerase iota isoform a (long) | Homo sapiens (human) | Potency | 100.0000 | 0.0501 | 27.0736 | 89.1251 | AID588590 |
TAR DNA-binding protein 43 | Homo sapiens (human) | Potency | 35.4813 | 1.7783 | 16.2081 | 35.4813 | AID652104 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
Cytochrome P450 2D6 | Homo sapiens (human) | Ki | 0.1220 | 0.0001 | 1.1986 | 8.0000 | AID1254736 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID378593 | Cytotoxicity against human KB cells after 72 hrs | 2000 | Journal of natural products, Dec, Volume: 63, Issue:12 | In vitro antiplasmodial, antiamoebic, and cytotoxic activities of some monomeric isoquinoline alkaloids. |
AID1254736 | Competitive inhibition of CYP2D6 (unknown origin) using dextromethorphan substrate | 2015 | Journal of medicinal chemistry, Nov-12, Volume: 58, Issue:21 | Development of Safe and Effective Botanical Dietary Supplements. |
AID1698174 | Inhibition of anti-human CD3/CD28/mAbs-stimulated human T-cell proliferation at 30 uM after 72 hrs by CFSE staining based flow cytometric analysis | |||
AID377193 | Antimicrobial activity against Staphylococcus aureus 4222 with norA KLE 820(3) mutation | 2000 | Journal of natural products, Aug, Volume: 63, Issue:8 | 5'-Methoxyhydnocarpin-D and pheophorbide A: Berberis species components that potentiate berberine growth inhibition of resistant Staphylococcus aureus. |
AID1890610 | Antiproliferative activity against human HGC-27 cells assessed as reduction in cell viability after 24 hrs by MTT assay | 2022 | Bioorganic & medicinal chemistry, 04-15, Volume: 60 | Isolation, synthesis and bioactivity evaluation of isoquinoline alkaloids from Corydalis hendersonii Hemsl. against gastric cancer in vitro and in vivo. |
AID378591 | Antiplasmodial activity against multi drug-resistant Plasmodium falciparum K1 in erythrocytes by [3H]hypoxanthine uptake | 2000 | Journal of natural products, Dec, Volume: 63, Issue:12 | In vitro antiplasmodial, antiamoebic, and cytotoxic activities of some monomeric isoquinoline alkaloids. |
AID1890609 | Antiproliferative activity against human MGC-803 cells assessed as reduction in cell viability after 24 hrs by MTT assay | 2022 | Bioorganic & medicinal chemistry, 04-15, Volume: 60 | Isolation, synthesis and bioactivity evaluation of isoquinoline alkaloids from Corydalis hendersonii Hemsl. against gastric cancer in vitro and in vivo. |
AID1890611 | Antiproliferative activity against human GES1 cells assessed as reduction in cell viability after 24 hrs by MTT assay | 2022 | Bioorganic & medicinal chemistry, 04-15, Volume: 60 | Isolation, synthesis and bioactivity evaluation of isoquinoline alkaloids from Corydalis hendersonii Hemsl. against gastric cancer in vitro and in vivo. |
AID378592 | Antiamnesic activity against Entamoeba histolytica NIH 200 after 72 hrs by microdilution technique | 2000 | Journal of natural products, Dec, Volume: 63, Issue:12 | In vitro antiplasmodial, antiamoebic, and cytotoxic activities of some monomeric isoquinoline alkaloids. |
AID504812 | Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign | 2010 | Endocrinology, Jul, Volume: 151, Issue:7 | A small molecule inverse agonist for the human thyroid-stimulating hormone receptor. |
AID588501 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set | 2010 | Current protocols in cytometry, Oct, Volume: Chapter 13 | Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening. |
AID588501 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set | 2006 | Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5 | Microsphere-based protease assays and screening application for lethal factor and factor Xa. |
AID588501 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set | 2010 | Assay and drug development technologies, Feb, Volume: 8, Issue:1 | High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors. |
AID651635 | Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression | |||
AID1745845 | Primary qHTS for Inhibitors of ATXN expression | |||
AID504810 | Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign | 2010 | Endocrinology, Jul, Volume: 151, Issue:7 | A small molecule inverse agonist for the human thyroid-stimulating hormone receptor. |
AID588499 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set | 2010 | Current protocols in cytometry, Oct, Volume: Chapter 13 | Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening. |
AID588499 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set | 2006 | Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5 | Microsphere-based protease assays and screening application for lethal factor and factor Xa. |
AID588499 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set | 2010 | Assay and drug development technologies, Feb, Volume: 8, Issue:1 | High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors. |
AID588497 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set | 2010 | Current protocols in cytometry, Oct, Volume: Chapter 13 | Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening. |
AID588497 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set | 2006 | Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5 | Microsphere-based protease assays and screening application for lethal factor and factor Xa. |
AID588497 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set | 2010 | Assay and drug development technologies, Feb, Volume: 8, Issue:1 | High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors. |
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 1 (3.23) | 18.7374 |
1990's | 1 (3.23) | 18.2507 |
2000's | 7 (22.58) | 29.6817 |
2010's | 16 (51.61) | 24.3611 |
2020's | 6 (19.35) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
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.
| This Compound (24.97) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 0 (0.00%) | 5.53% |
Reviews | 1 (3.13%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 31 (96.88%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |