stephenanthrine profile

stephenanthrine: from the root of Stephania tetranda S. Moore & Dennettia tripetala; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

stephanthrine : An organic heterotetracyclic compound that is 2-(2H-phenanthro[3,4-d][1,3]dioxole in which the hydrogen at position 5 has been replaced by a 2-(dimethylamino)ethyl group. [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]

Related Flora

Flora	Rank	Flora Definition	Family	Family Definition
Dennettia	genus	[no description available]	Annonaceae	The custard-apple plant family of the order Magnoliales, subclass Magnoliidae, class Magnoliopsida. Some members provide large pulpy fruits and commercial timber. Leaves and wood are often fragrant. Leaves are simple, with smooth margins, and alternately arranged in two rows along the stems.[MeSH]
Stephania	genus	A plant genus of the family MENISPERMACEAE. Members contain cycleanine.[MeSH]	Asteraceae	A large plant family of the order Asterales, subclass Asteridae, class Magnoliopsida. The family is also known as Compositae. Flower petals are joined near the base and stamens alternate with the corolla lobes. The common name of daisy refers to several genera of this family including Aster; CHRYSANTHEMUM; RUDBECKIA; TANACETUM.[MeSH]
Stephania	genus	A plant genus of the family MENISPERMACEAE. Members contain cycleanine.[MeSH]	Menispermaceae	A plant family of the order Ranunculales, subclass Magnoliidae, class Magnoliopsida. Members are mostly vines and shrubs and they contain isoquinoline alkaloids, some of which have been used as arrow poisons.[MeSH]

ID Source	ID
PubMed CID	161379
CHEMBL ID	492418
CHEBI ID	132896
SCHEMBL ID	10726686
MeSH ID	M0141582

Synonym
HMS1481N09
OPREA1_353681
stephanthrine
OPREA1_105893
CHEMDIV3_003111
dimethyl-(2-phenanthro[3,4-d][1,3]dioxol-5-yl-ethyl)-amine
MLS001207641 ,
smr000517938
NCGC00160247-01
n,n-dimethyl-2-(2h-phenanthro[3,4-d][1,3]dioxol-5-yl)ethan-1-amine
CHEBI:132896
22108-99-2
BRD-K06143692-003-01-4
CHEMBL492418
mfcd02184572
AKOS001648896
phenanthro(3,4-d)-1,3-dioxole-5-ethanamine, n,n-dimethyl-
stephenanthrine
SCHEMBL10726686
n,n-dimethyl-2-naphtho[2,1-g][1,3]benzodioxol-5-ylethanamine;hydrochloride
bdbm69679
us9211296, table 7, compd: 10
n,n-dimethyl-2-naphtho[2,1-g][1,3]benzodioxol-5-yl-ethanamine;hydrochloride
cid_24746882
dimethyl(2-naphtho[2,1-g][1,3]benzodioxol-5-ylethyl)amine;hydrochloride
n,n-dimethyl-2-(5-naphtho[2,1-g][1,3]benzodioxolyl)ethanamine;hydrochloride
ncgc00160247-01!stephenanthrine
DTXSID40944752

Class	Description
cyclic acetal	An acetal in the molecule of which the acetal carbon and one or both oxygen atoms thereon are members of a ring.
organic heterotetracyclic compound
tertiary amino compound	A compound formally derived from ammonia by replacing three hydrogen atoms by organyl groups.
[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]

Protein	Taxonomy	Measurement	Average (µ)	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Chain A, MAJOR APURINIC/APYRIMIDINIC ENDONUCLEASE	Homo sapiens (human)	Potency	22.3872	0.0032	45.4673	12,589.2998	AID2517
Chain A, Putative fructose-1,6-bisphosphate aldolase	Giardia intestinalis	Potency	7.0627	0.1409	11.1940	39.8107	AID2451
Chain A, 2-oxoglutarate Oxygenase	Homo sapiens (human)	Potency	28.1838	0.1778	14.3909	39.8107	AID2147
Microtubule-associated protein tau	Homo sapiens (human)	Potency	17.7828	0.1800	13.5574	39.8107	AID1460
aldehyde dehydrogenase 1 family, member A1	Homo sapiens (human)	Potency	39.8107	0.0112	12.4002	100.0000	AID1030
vitamin D3 receptor isoform VDRA	Homo sapiens (human)	Potency	39.8107	0.3548	28.0659	89.1251	AID504847
nuclear receptor ROR-gamma isoform 1	Mus musculus (house mouse)	Potency	1.2589	0.0079	8.2332	1,122.0200	AID2551
[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)
D	Rattus norvegicus (Norway rat)	Ki	5.2435	0.0001	0.6100	10.0000	AID764954
D(2) dopamine receptor	Rattus norvegicus (Norway rat)	Ki	0.0654	0.0000	0.4375	10.0000	AID764955
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (27)

Assay ID	Title	Year	Journal	Article
AID1347082	qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: LASV Primary Screen - GLuc reporter signal	2020	Antiviral research, 01, Volume: 173	A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347083	qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: Viability assay - alamar blue signal for LASV Primary Screen	2020	Antiviral research, 01, Volume: 173	A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347086	qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lymphocytic Choriomeningitis Arenaviruses (LCMV): LCMV Primary Screen - GLuc reporter signal	2020	Antiviral research, 01, Volume: 173	A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1508630	Primary qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: Secreted ER Calcium Modulated Protein (SERCaMP) assay	2021	Cell reports, 04-27, Volume: 35, Issue:4	A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
AID496605	Inhibition of mitochondrion topoisomerase 1A in Trypanosoma brucei brucei MiTat 1.2 strain 427 bloodstream assessed as protection of linerarizd minicircle from lambda exonuclase at 63 uM	2010	Antimicrobial agents and chemotherapy, Feb, Volume: 54, Issue:2	Newly identified antibacterial compounds are topoisomerase poisons in African trypanosomes.
AID390739	Antiviral activity against Vaccinia virus WR in BSC1 cells assessed as protection from virus-induced lysis of cell monolayer up to 200 uM after 20 hrs	2008	Journal of medicinal chemistry, Oct-23, Volume: 51, Issue:20	Identification of non-nucleoside DNA synthesis inhibitors of vaccinia virus by high-throughput screening.
AID496613	Inhibition of topoisomerase in Trypanosoma brucei brucei MiTat 1.2 strain 427 bloodstream assessed as enzyme-DNA cleavable complex at 50 uM (RvB = 2.2 +/- 0.05%)	2010	Antimicrobial agents and chemotherapy, Feb, Volume: 54, Issue:2	Newly identified antibacterial compounds are topoisomerase poisons in African trypanosomes.
AID764954	Displacement of [3H]-SCH23390 from D1 receptor of Wistar rat striatal membranes after 1 hr by liquid scintillation counting	2013	Bioorganic & medicinal chemistry letters, Sep-01, Volume: 23, Issue:17	3,4-Dihydroxy- and 3,4-methylenedioxy- phenanthrene-type alkaloids with high selectivity for D2 dopamine receptor.
AID390738	Antiviral activity against Vaccinia virus WR in BSC1 cells assessed as reduction in plaque formation up to 200 uM after 20 hrs	2008	Journal of medicinal chemistry, Oct-23, Volume: 51, Issue:20	Identification of non-nucleoside DNA synthesis inhibitors of vaccinia virus by high-throughput screening.
AID496612	Binding affinity to plasmid DNA assessed as DNA unwinding in presence of vaccinia virus topoisomerase 1B by electrophoresis	2010	Antimicrobial agents and chemotherapy, Feb, Volume: 54, Issue:2	Newly identified antibacterial compounds are topoisomerase poisons in African trypanosomes.
AID764955	Displacement of [3H]-raclopride from D2 receptor of Wistar rat striatal membranes after 1 hr by liquid scintillation counting	2013	Bioorganic & medicinal chemistry letters, Sep-01, Volume: 23, Issue:17	3,4-Dihydroxy- and 3,4-methylenedioxy- phenanthrene-type alkaloids with high selectivity for D2 dopamine receptor.
AID496609	Antitrypanosomal activity against Trypanosoma brucei brucei MiTat 1.2 strain 427 bloodstream assessed as decrease in topoisomerase 1Amt level at 0-120 uM	2010	Antimicrobial agents and chemotherapy, Feb, Volume: 54, Issue:2	Newly identified antibacterial compounds are topoisomerase poisons in African trypanosomes.
AID764953	Selectivity ratio of Ki for D1 receptor of Wistar rat striatal membranes to Ki for D2 receptor of Wistar rat striatal membranes	2013	Bioorganic & medicinal chemistry letters, Sep-01, Volume: 23, Issue:17	3,4-Dihydroxy- and 3,4-methylenedioxy- phenanthrene-type alkaloids with high selectivity for D2 dopamine receptor.
AID496610	Antitrypanosomal activity against Trypanosoma brucei brucei MiTat 1.2 strain 427 bloodstream assessed as decrease in topoisomerase 2mt level at 0-100 uM	2010	Antimicrobial agents and chemotherapy, Feb, Volume: 54, Issue:2	Newly identified antibacterial compounds are topoisomerase poisons in African trypanosomes.
AID496611	Antitrypanosomal activity against Trypanosoma brucei brucei MiTat 1.2 strain 427 bloodstream assessed as decrease in topoisomerase 2mt level at 0-120 uM	2010	Antimicrobial agents and chemotherapy, Feb, Volume: 54, Issue:2	Newly identified antibacterial compounds are topoisomerase poisons in African trypanosomes.
AID496614	Inhibition of topoisomerase in Trypanosoma brucei brucei MiTat 1.2 strain 427 bloodstream assessed as enzyme -DNA cleavable complex at 50 uM relative to DMSO	2010	Antimicrobial agents and chemotherapy, Feb, Volume: 54, Issue:2	Newly identified antibacterial compounds are topoisomerase poisons in African trypanosomes.
AID496607	Inhibition of mitochondrion topoisomerase 1A in Trypanosoma brucei brucei MiTat 1.2 strain 427 bloodstream assessed as protection of linerarizd minicircle from exonuclase 3 at 63 uM	2010	Antimicrobial agents and chemotherapy, Feb, Volume: 54, Issue:2	Newly identified antibacterial compounds are topoisomerase poisons in African trypanosomes.
AID496603	Inhibition of mitochondrion topoisomerase 1A in Trypanosoma brucei brucei MiTat 1.2 strain 427 bloodstream assessed as increase in protein-sensitive linear DNA forms at 60-100 uM	2010	Antimicrobial agents and chemotherapy, Feb, Volume: 54, Issue:2	Newly identified antibacterial compounds are topoisomerase poisons in African trypanosomes.
AID390740	Cytotoxicity against african green monkey BSC1 cells up to 200 uM after 20 to 120 hrs WST-1 based assay	2008	Journal of medicinal chemistry, Oct-23, Volume: 51, Issue:20	Identification of non-nucleoside DNA synthesis inhibitors of vaccinia virus by high-throughput screening.
AID496602	Inhibition of mitochondrion topoisomerase 1A in Trypanosoma brucei brucei MiTat 1.2 strain 427 bloodstream assessed as increase in protein-sensitive linear DNA forms at 0-40 uM	2010	Antimicrobial agents and chemotherapy, Feb, Volume: 54, Issue:2	Newly identified antibacterial compounds are topoisomerase poisons in African trypanosomes.
AID496608	Antitrypanosomal activity against Trypanosoma brucei brucei MiTat 1.2 strain 427 bloodstream assessed as decrease in topoisomerase 1Amt level at 0-100 uM	2010	Antimicrobial agents and chemotherapy, Feb, Volume: 54, Issue:2	Newly identified antibacterial compounds are topoisomerase poisons in African trypanosomes.
AID496601	Antitrypanosomal activity against Trypanosoma brucei brucei MiTat 1.2 strain 427 bloodstream by acid phosphatase method	2010	Antimicrobial agents and chemotherapy, Feb, Volume: 54, Issue:2	Newly identified antibacterial compounds are topoisomerase poisons in African trypanosomes.
AID496604	Inhibition of mitochondrion topoisomerase 1A in Trypanosoma brucei brucei MiTat 1.2 strain 427 bloodstream assessed as protection of linerarizd minicircle from lambda exonuclase at 25.5 uM	2010	Antimicrobial agents and chemotherapy, Feb, Volume: 54, Issue:2	Newly identified antibacterial compounds are topoisomerase poisons in African trypanosomes.
AID390731	Inhibition of Vaccinia virus DNA synthesis in by rapid plate assay	2008	Journal of medicinal chemistry, Oct-23, Volume: 51, Issue:20	Identification of non-nucleoside DNA synthesis inhibitors of vaccinia virus by high-throughput screening.
AID496606	Inhibition of mitochondrion topoisomerase 1A in Trypanosoma brucei brucei MiTat 1.2 strain 427 bloodstream assessed as protection of linerarizd minicircle from exonuclase 3 at 25.5 uM	2010	Antimicrobial agents and chemotherapy, Feb, Volume: 54, Issue:2	Newly identified antibacterial compounds are topoisomerase poisons in African trypanosomes.
AID540299	A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis	2010	Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21	Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.
AID588519	A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities	2011	Antiviral research, Sep, Volume: 91, Issue:3	High-throughput screening identification of poliovirus RNA-dependent RNA polymerase 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 (11.11)	18.7374
1990's	0 (0.00)	18.2507
2000's	2 (22.22)	29.6817
2010's	4 (44.44)	24.3611
2020's	2 (22.22)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	9 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
phenanthrene phenanthrene : A polycyclic aromatic hydrocarbon composed of three fused benzene rings which takes its name from the two terms 'phenyl' and 'anthracene.'	2.01	1	ortho-fused polycyclic arene; ortho-fused tricyclic hydrocarbon; phenanthrenes	environmental contaminant; mouse metabolite
rolipram [no description available]	2.01	1	pyrrolidin-2-ones	antidepressant; EC 3.1.4.* (phosphoric diester hydrolase) inhibitor
adenosine monophosphate Adenosine Monophosphate: Adenine nucleotide containing one phosphate group esterified to the sugar moiety in the 2'-, 3'-, or 5'-position.	2.01	1	adenosine 5'-phosphate; purine ribonucleoside 5'-monophosphate	adenosine A1 receptor agonist; cofactor; EC 3.1.3.1 (alkaline phosphatase) inhibitor; EC 3.1.3.11 (fructose-bisphosphatase) inhibitor; fundamental metabolite; micronutrient; nutraceutical
colforsin Colforsin: Potent activator of the adenylate cyclase system and the biosynthesis of cyclic AMP. From the plant COLEUS FORSKOHLII. Has antihypertensive, positive inotropic, platelet aggregation inhibitory, and smooth muscle relaxant activities; also lowers intraocular pressure and promotes release of hormones from the pituitary gland.	2.01	1	acetate ester; cyclic ketone; labdane diterpenoid; organic heterotricyclic compound; tertiary alpha-hydroxy ketone; triol	adenylate cyclase agonist; anti-HIV agent; antihypertensive agent; plant metabolite; platelet aggregation inhibitor; protein kinase A agonist
cidofovir anhydrous Cidofovir: An acyclic nucleoside phosphonate that acts as a competitive inhibitor of viral DNA polymerases. It is used in the treatment of RETINITIS caused by CYTOMEGALOVIRUS INFECTIONS and may also be useful for treating HERPESVIRUS INFECTIONS.. cidofovir anhydrous : Cytosine substituted at the 1 position by a 3-hydroxy-2-(phosphonomethoxy)propyl group (S configuration). A nucleoside analogue, it is an injectable antiviral used for the treatment of cytomegalovirus (CMV) retinitis in AIDS patients.	2.04	1	phosphonic acids; pyrimidone	anti-HIV agent; antineoplastic agent; antiviral drug; photosensitizing agent
tipindole tipindole: RN given refers to parent cpd; structure	2.04	1
5,5'-methylenedisalicylic acid 5,5'-methylenedisalicylic acid: inhibits attachment of ribosomes to microsomal membranes; RN given refers to parent cpd; structure in first source & Merck Index, 9th ed, #5934	2.04	1
atherospermine atherospermine: a dimethyl-amino-phenanthrene deriv of nuciferine; alkaloid of Atherosperma moschatum; RN given refers to parent cpd; do not confuse with SPERMINE	2.08	1	alkaloid
1-hexadecyl-2-acetyl-glycero-3-phosphocholine Platelet Activating Factor: A phospholipid derivative formed by PLATELETS; BASOPHILS; NEUTROPHILS; MONOCYTES; and MACROPHAGES. It is a potent platelet aggregating agent and inducer of systemic anaphylactic symptoms, including HYPOTENSION; THROMBOCYTOPENIA; NEUTROPENIA; and BRONCHOCONSTRICTION.. 2-O-acetyl-1-O-hexadecyl-sn-glycero-3-phosphocholine : A 2-acetyl-1-alkyl-sn-glycero-3-phosphocholine betaine which has hexadecyl as the alkyl group. PAF is a potent phospholipid activator and mediator of many leukocyte functions, including platelet aggregation, inflammation, and anaphylaxis.	2.01	1	2-acetyl-1-alkyl-sn-glycero-3-phosphocholine	antihypertensive agent; beta-adrenergic antagonist; bronchoconstrictor agent; hematologic agent; vasodilator agent
quinoprazine quinoprazine: structure given in first source	2.04	1
(R)-Roemerine [no description available]	2.08	1	isoquinoline alkaloid
n-formylmethionine leucyl-phenylalanine N-Formylmethionine Leucyl-Phenylalanine: A formylated tripeptide originally isolated from bacterial filtrates that is positively chemotactic to polymorphonuclear leucocytes, and causes them to release lysosomal enzymes and become metabolically activated.. N-formyl-L-methionyl-L-leucyl-L-phenylalanine : A tripeptide composed of L-Met, L-Leu and L-Phe in a linear sequence with a formyl group at the amino terminus. It acts as a potent inducer of leucocyte chemotaxis and macrophage activator as well as a ligand for the FPR receptor.	2.01	1	tripeptide
2-{[(9H-9-fluorenylmethoxy)carbonyl]amino}benzoic acid [no description available]	2.04	1	fluorenes
difurfurylideneacetone [no description available]	2.04	1
phenanthrenes Phenanthrenes: POLYCYCLIC AROMATIC HYDROCARBONS composed of three fused BENZENE rings.. phenanthrenes : Any benzenoid aromatic compound that consists of a phenanthrene skeleton and its substituted derivatives thereof.	2.39	2

Condition	Relationship Strength	Studies
African Sleeping Sickness [description not available]	2.05	1
Trypanosomiasis, African A disease endemic among people and animals in Central Africa. It is caused by various species of trypanosomes, particularly T. gambiense and T. rhodesiense. Its second host is the TSETSE FLY. Involvement of the central nervous system produces African sleeping sickness. Nagana is a rapidly fatal trypanosomiasis of horses and other animals.	2.05	1
Encephalitis, Polio [description not available]	2.06	1
Poliomyelitis An acute infectious disease of humans, particularly children, caused by any of three serotypes of human poliovirus (POLIOVIRUS). Usually the infection is limited to the gastrointestinal tract and nasopharynx, and is often asymptomatic. The central nervous system, primarily the spinal cord, may be affected, leading to rapidly progressive paralysis, coarse FASCICULATION and hyporeflexia. Motor neurons are primarily affected. Encephalitis may also occur. The virus replicates in the nervous system, and may cause significant neuronal loss, most notably in the spinal cord. A rare related condition, nonpoliovirus poliomyelitis, may result from infections with nonpoliovirus enteroviruses. (From Adams et al., Principles of Neurology, 6th ed, pp764-5)	2.06	1
Idiopathic Parkinson Disease [description not available]	2.08	1
Dementia Praecox [description not available]	2.08	1
Parkinson Disease A progressive, degenerative neurologic disease characterized by a TREMOR that is maximal at rest, retropulsion (i.e. a tendency to fall backwards), rigidity, stooped posture, slowness of voluntary movements, and a masklike facial expression. Pathologic features include loss of melanin containing neurons in the substantia nigra and other pigmented nuclei of the brainstem. LEWY BODIES are present in the substantia nigra and locus coeruleus but may also be found in a related condition (LEWY BODY DISEASE, DIFFUSE) characterized by dementia in combination with varying degrees of parkinsonism. (Adams et al., Principles of Neurology, 6th ed, p1059, pp1067-75)	2.08	1
Schizophrenia A severe emotional disorder of psychotic depth characteristically marked by a retreat from reality with delusion formation, HALLUCINATIONS, emotional disharmony, and regressive behavior.	2.08	1

stephenanthrine

Description

Cross-References

Synonyms (28)

Drug Classes (3)

Protein Targets (9)

Potency Measurements

Inhibition Measurements

Bioassays (27)

Research

Studies (9)

Market Indicators

Research Demand Index: 12.08

Study Types

stephenanthrine

Description

Related Flora

Cross-References

Synonyms (28)

Drug Classes (3)

Protein Targets (9)

Potency Measurements

Inhibition Measurements

Bioassays (27)

Research

Studies (9)

Market Indicators

Research Demand Index: 12.08

Study Types

Related Drugs (15)

Related Conditions (8)