Phenanthro(3,4-d)-1,3-dioxole-5-ethanamine, N,N-dimethyl-

Details

• Internal ID: 4828b301-7981-47cc-8a61-6ef7a31bb3af
• Taxonomy: Alkaloids and derivatives > 6,6a-secoaporphines
• IUPAC Name: N,N-dimethyl-2-naphtho[2,1-g][1,3]benzodioxol-5-ylethanamine
• SMILES (Canonical): CN(C)CCC1=CC2=C(C3=C1C=CC4=CC=CC=C43)OCO2
• SMILES (Isomeric): CN(C)CCC1=CC2=C(C3=C1C=CC4=CC=CC=C43)OCO2
• InChI: InChI=1S/C19H19NO2/c1-20(2)10-9-14-11-17-19(22-12-21-17)18-15-6-4-3-5-13(15)7-8-16(14)18/h3-8,11H,9-10,12H2,1-2H3
• InChI Key: FXTBDJZGDJJCQU-UHFFFAOYSA-N
• Popularity: 9 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₉NO₂
• Molecular Weight: 293.40 g/mol
• Exact Mass: 293.141578849 g/mol
• Topological Polar Surface Area (TPSA): 21.70 Ų
• XlogP: 4.50

Synonyms

• 22108-99-2
• Stephanthrine
• MLS001207641
• N,N-dimethyl-2-(2H-phenanthro[3,4-d][1,3]dioxol-5-yl)ethan-1-amine
• Dimethyl-(2-phenanthro[3,4-d][1,3]dioxol-5-yl-ethyl)-amine
• SMR000517938
• Phenanthro(3,4-d)-1,3-dioxole-5-ethanamine, N,N-dimethyl-
• ChemDiv3_003111
• Oprea1_105893
• Oprea1_353681
• CHEMBL492418
• SCHEMBL10726686
• BDBM69679
• DTXSID40944752
• CHEBI:132896
• cid_24746882
• HMS1481N09
• NCGC00160247-01
• US9211296, Table 7, Compd: 10
• NCGC00160247-01!STEPHENANTHRINE
• BRD-K06143692-003-01-4
• dimethyl(2-naphtho[2,1-g][1,3]benzodioxol-5-ylethyl)amine;hydrochloride
• N,N-dimethyl-2-naphtho[2,1-g][1,3]benzodioxol-5-ylethanamine;hydrochloride
• N,N-dimethyl-2-(5-naphtho[2,1-g][1,3]benzodioxolyl)ethanamine;hydrochloride
• N,N-dimethyl-2-naphtho[2,1-g][1,3]benzodioxol-5-yl-ethanamine;hydrochloride

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	39810.7 nM	Potency	via CMAUP
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	28183.8 nM	Potency	via CMAUP
CHEMBL1293224	P10636	Microtubule-associated protein tau	17782.8 nM; 12589.3 nM	Potency; Potency	via CMAUP; via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	99.90%	89.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.30%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.41%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.82%	94.73%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.56%	93.99%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.63%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.61%	95.56%
CHEMBL2885	P07451	Carbonic anhydrase III	90.40%	87.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.81%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.64%	96.09%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	85.69%	96.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.64%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.97%	96.77%
CHEMBL3959	P16083	Quinone reductase 2	84.85%	89.49%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.44%	95.83%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.72%	94.00%
CHEMBL228	P31645	Serotonin transporter	80.12%	95.51%

Plants that contains it

• Anaxagorea luzonensis
• Anisocycla cymosa
• Argyreia nervosa
• Bupleurum scorzonerifolium
• Carapichea ipecacuanha
• Croton regelianus
• Elettaria cardamomum
• Erythrina chiriquensis
• Lathyrus aphaca
• Magnolia coco
• Melianthus major
• Monocyclanthus vignei
• Orobanche arenaria
• Phoradendron reichenbachianum
• Stephania delavayi
• Stephania tetrandra
• Uvariopsis tripetala

Cross-Links

• PubChem: 161379
• NPASS: NPC145304
• ChEMBL: CHEMBL492418
• LOTUS: LTS0226624
• wikiData: Q82921989