Molecule

(+)-Dicentrine

AlkaPlorer ID: AK007642

Synonym: '', 'NSC 251699', 'Dicentrine', '(R)-(-)-Dicentrine', 'O,N-Dimethyllitseferine', '(-)-Dicentrine', 'd-Dicentrine', 'L-Dicentrine', 'Eximine'

IUPAC Name: (12R)-16,17-dimethoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14,16,18-hexaene

Structure

SMILES: COC1=CC2=C(C=C1OC)C1=C3C(=CC4=C1OCO4)CCN(C)[C@@H]3C2

InChI: InChI=1S/C20H21NO4/c1-21-5-4-11-7-17-20(25-10-24-17)19-13-9-16(23-3)15(22-2)8-12(13)6-14(21)18(11)19/h7-9,14H,4-6,10H2,1-3H3/t14-/m1/s1

InChIKey: YJWBWQWUHVXPNC-CQSZACIVSA-N

Reference

Antiplasmodial activity and cytotoxicity of Albertisia delagoensis

PubChem CID: 317843

LOTUS: LTS0241812

SuperNatural Ⅲ: SN0452369-02

NPASS: NPC167546

data_source: manually

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Pachypodium lealii	Pachypodium	Apocynaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Stephania pierrei	Stephania	Menispermaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Phalaenopsis equestris	Phalaenopsis	Orchidaceae	Asparagales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Porphyridium purpureum	Porphyridium	Porphyridiaceae	Porphyridiales	Bangiophyceae	Rhodophyta	None	Eukaryota
Sideritis discolor	Sideritis	Lamiaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Stephania tetrandra	Stephania	Menispermaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Schisandra nigra	Schisandra	Schisandraceae	Austrobaileyales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Sinomenium acutum	Sinomenium	Menispermaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Brickellia diffusa	Brickellia	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 339.3910000000001

TPSA？: 40.16

MolLogP？: 3.184600000000001

Number of H-Donors: 0

Number of H-Acceptors: 5

RingCount: 5

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Escherichia coli K-12	Beta-lactamase AmpC	Potency	4466.8	nM	None
Giardia intestinalis	Putative fructose-1,6-bisphosphate aldolase	Potency	500.0	nM	None
Homo sapiens	A-431	ED50	1.7	ug ml-1	10.1021/np50099a005
Homo sapiens	A498	GI50	4688.13	nM	None
Homo sapiens	A549	GI50	3341.95	nM	None
Homo sapiens	CAKI-1	GI50	6011.74	nM	None
Homo sapiens	Caspase-6	AC50	5630.0	nM	None
Homo sapiens	CCRF-CEM	GI50	3962.78	nM	None
Homo sapiens	COLO 205	GI50	4226.69	nM	None
Homo sapiens	DLD-1	GI50	5997.91	nM	None
Homo sapiens	DMS-114	GI50	8433.35	nM	None
Homo sapiens	DMS-273	GI50	3515.6	nM	None
Homo sapiens	DNA polymerase beta	Potency	56234.1	nM	None
Homo sapiens	DNA polymerase iota	Potency	2818.4	nM	None
Homo sapiens	DNA repair protein RAD52 homolog	AC50	1180.0	nM	None
Homo sapiens	EKVX	GI50	11376.27	nM	None
Homo sapiens	Flap endonuclease 1	Potency	2511.9	nM	None
Homo sapiens	Flap endonuclease 1	Potency	33807.8	nM	None
Homo sapiens	Geminin	Potency	20596.2	nM	None
Homo sapiens	Geminin	Potency	29092.9	nM	None
Homo sapiens	HCC 2998	GI50	9354.06	nM	None
Homo sapiens	HCT-116	GI50	2870.78	nM	None
Homo sapiens	HCT-15	GI50	5767.66	nM	None
Homo sapiens	HEK293	Potency	1458.1	nM	None
Homo sapiens	Histone-lysine N-methyltransferase MLL	Potency	31622.8	nM	None
Homo sapiens	HL-60	GI50	7261.06	nM	None
Homo sapiens	HOP-18	GI50	18155.16	nM	None
Homo sapiens	HOP-62	GI50	3572.73	nM	None
Homo sapiens	HOP-92	GI50	6776.42	nM	None
Homo sapiens	HT-1080	ED50	1.7	ug ml-1	10.1021/np50099a005
Homo sapiens	HT-29	GI50	6397.35	nM	None
Homo sapiens	IGROV-1	GI50	9616.12	nM	None
Homo sapiens	Importin subunit beta-1/Snurportin-1	Potency	70794.6	nM	None
Homo sapiens	Isocitrate dehydrogenase [NADP] cytoplasmic	Potency	32642.7	nM	None
Homo sapiens	K562	GI50	5357.97	nM	None
Homo sapiens	KB	ED50	1.6	ug ml-1	10.1021/np50099a005
Homo sapiens	KM12	GI50	7396.05	nM	None
Homo sapiens	KM-20L2	GI50	3443.5	nM	None
Homo sapiens	LNCaP	ED50	1.9	ug ml-1	10.1021/np50099a005
Homo sapiens	LOX IMVI	GI50	3784.43	nM	None
Homo sapiens	Lysine-specific demethylase 4A	Potency	50118.7	nM	None
Homo sapiens	Lysine-specific demethylase 4D-like	Potency	31622.8	nM	None
Homo sapiens	M19-MEL	GI50	10447.2	nM	None
Homo sapiens	Malme-3M	GI50	9141.13	nM	None
Homo sapiens	MCF7	GI50	1940.89	nM	None
Homo sapiens	Microtubule-associated protein tau	Potency	15848.9	nM	None
Homo sapiens	MOLT-4	GI50	3845.92	nM	None
Homo sapiens	Muscleblind-like protein 1	Potency	79432.8	nM	None
Homo sapiens	NCI/ADR-RES	GI50	5623.41	nM	None
Homo sapiens	NCI-H226	GI50	7063.18	nM	None
Homo sapiens	NCI-H23	GI50	10232.93	nM	None
Homo sapiens	NCI-H322M	GI50	2904.02	nM	None
Homo sapiens	NCI-H460	GI50	2529.3	nM	None
Homo sapiens	NCI-H522	GI50	6698.85	nM	None
Homo sapiens	Nuclear factor erythroid 2-related factor 2	Potency	16360.1	nM	None
Homo sapiens	OVCAR-3	GI50	13551.89	nM	None
Homo sapiens	OVCAR-4	GI50	8260.38	nM	None
Homo sapiens	OVCAR-5	GI50	9638.29	nM	None
Homo sapiens	OVCAR-8	GI50	4591.98	nM	None
Homo sapiens	Prelamin-A/C	Potency	11220.2	nM	None
Homo sapiens	RPMI-8226	GI50	5741.16	nM	None
Homo sapiens	RXF 393	GI50	8035.26	nM	None
Homo sapiens	SF-268	GI50	7691.3	nM	None
Homo sapiens	SF-295	GI50	1636.82	nM	None
Homo sapiens	SF-539	GI50	5942.92	nM	None
Homo sapiens	SK-MEL-2	ED50	3.8	ug ml-1	10.1021/np50099a005
Homo sapiens	SK-MEL-2	GI50	10914.4	nM	None
Homo sapiens	SK-MEL-28	GI50	12161.86	nM	None
Homo sapiens	SK-MEL-5	GI50	7516.23	nM	None
Homo sapiens	SK-OV-3	GI50	12133.89	nM	None
Homo sapiens	SN12C	GI50	6137.62	nM	None
Homo sapiens	SN12K1	GI50	6095.37	nM	None
Homo sapiens	SNB-19	GI50	5741.16	nM	None
Homo sapiens	SNB-75	GI50	7294.58	nM	None
Homo sapiens	SNB-78	GI50	11561.12	nM	None
Homo sapiens	SW-620	GI50	3917.42	nM	None
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	4109.5	nM	None
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	4610.9	nM	None
Homo sapiens	Tyrosyl-DNA phosphodiesterase 2	IC50	7828.0	nM	None
Homo sapiens	U-251	GI50	10789.47	nM	None
Homo sapiens	UACC-257	GI50	11614.49	nM	None
Homo sapiens	UACC-62	GI50	8375.29	nM	None
Homo sapiens	Ubiquitin carboxyl-terminal hydrolase 1	Potency	22387.2	nM	None
Homo sapiens	UO-31	GI50	11830.42	nM	None
Homo sapiens	Werner syndrome ATP-dependent helicase	Potency	56234.1	nM	None
Homo sapiens	XF498	GI50	13899.53	nM	None
Homo sapiens	ZR-75-1	ED50	2.8	ug ml-1	10.1021/np50099a005
Mus musculus	Nuclear receptor ROR-gamma	Potency	12589.3	nM	None
Mus musculus	Nuclear receptor ROR-gamma	Potency	35481.3	nM	None
Mus musculus	P388	ED50	0.6	ug ml-1	10.1021/np50099a005
Mus musculus	P388	GI50	8531.0	nM	None
Mus musculus	P388/ADR	GI50	7079.46	nM	None
Mycobacterium tuberculosis	Protein RecA	EC50	952.0	nM	None
Mycobacterium tuberculosis	Replicative DNA helicase	AC50	26710.0	nM	None
Mycobacterium tuberculosis	Replicative DNA helicase	AC50	50810.0	nM	None
Plasmodium falciparum	Plasmodium falciparum	ED50	1260.0	ng/ml	10.1021/np50099a005
Plasmodium falciparum	Plasmodium falciparum	ED50	2550.0	ng/ml	10.1021/np50099a005
Plasmodium falciparum	Plasmodium falciparum	Potency	928.5	nM	None
Plasmodium falciparum	Plasmodium falciparum	Potency	18526.0	nM	None
Rattus norvegicus	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	AC50	2087.0	nM	None
None	NON-PROTEIN TARGET	ED50	0.9	ug ml-1	10.1021/np50099a005
None	NON-PROTEIN TARGET	ED50	1.5	ug ml-1	10.1021/np50099a005
None	NON-PROTEIN TARGET	ED50	2.1	ug ml-1	10.1021/np50099a005
None	NON-PROTEIN TARGET	ED50	2.2	ug ml-1	10.1021/np50099a005
None	NON-PROTEIN TARGET	ED50	6.1	ug ml-1	10.1021/np50099a005
None	Unchecked	AbsAC26_uM	17.6	uM	None
None	Unchecked	AC50	17620.0	nM	None
None	Unchecked	AC50	116160.0	nM	None
None	Unchecked	Potency	2511.9	nM	None
None	Unchecked	Potency	10000.0	nM	None
None	Unchecked	Potency	14125.4	nM	None
None	Unchecked	Potency	16360.1	nM	None
None	Unchecked	Potency	22387.2	nM	None
None	Unchecked	Potency	29092.9	nM	None
None	Unchecked	Ratio ED50	2.0	None	10.1021/np50099a005
None	Unchecked	Ratio ED50	4.0	None	10.1021/np50099a005