Molecule

Taspine

AlkaPlorer ID: AK004785

Synonym: 1-[2-(Dimethylamino)ethyl]-3,8-dimethoxy[1]benzopyrano[5,4,3-cde][1]benzopyran-5,10-dione, Thaspine

IUPAC Name: 5-[2-(dimethylamino)ethyl]-7,14-dimethoxy-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(14),4(16),5,7,11(15),12-hexaene-3,10-dione

Structure

SMILES: COC1=C2OC(=O)C3=C4C(=C(OC)C=C3CCN(C)C)OC(=O)C(=C24)C=C1

InChI: InChI=1S/C20H19NO6/c1-21(2)8-7-10-9-13(25-4)18-16-14(10)20(23)27-17-12(24-3)6-5-11(15(16)17)19(22)26-18/h5-6,9H,7-8H2,1-4H3

InChIKey: MTAWKURMWOXCEO-UHFFFAOYSA-N

Reference

Isolation of a Dihydrobenzofuran Lignan from South American Dragon's Blood (Croton spp.) as an Inhibitor of Cell Proliferation

PubChem CID: 215159

CAS: 602-07-3

LOTUS: LTS0047748

SuperNatural Ⅲ: SN0234621

NPASS: NPC227683

COCONUT: CNP0214130

data_source: manually

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
[Clostridium] symbiosum	Lachnoclostridium	Lachnospiraceae	Eubacteriales	Clostridia	Bacillota	None	Bacteria
None	Leontice	Berberidaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Magnolia x soulangeana	Magnolia	Magnoliaceae	Magnoliales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Caulophyllum robustum	Caulophyllum	Berberidaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Fraxinus malacophylla	Fraxinus	Oleaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
None	Magnolia	Magnoliaceae	Magnoliales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
None	Croton	Euphorbiaceae	Malpighiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Croton lechleri	Croton	Euphorbiaceae	Malpighiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Sphaeranthus bullatus	Sphaeranthus	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
None	Magnolia	Magnoliaceae	Magnoliales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
None	Croton	Euphorbiaceae	Malpighiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 369.3730000000001

TPSA？: 82.12

MolLogP？: 2.611700000000001

Number of H-Donors: 0

Number of H-Acceptors: 7

RingCount: 4

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Electrophorus electricus	Acetylcholinesterase	IC50	330.0	nM	10.1021/np060268p
Equus caballus	Cholinesterase	IC50	100000.0	nM	10.1021/np060268p
Homo sapiens	786-0	GI50	762.08	nM	None
Homo sapiens	A-431	IC50	11200.0	nM	10.1016/j.ejmech.2010.03.001
Homo sapiens	A498	GI50	10327.61	nM	None
Homo sapiens	A549	GI50	8452.79	nM	None
Homo sapiens	A549	IC50	4.18	nM	10.1016/j.bmcl.2009.11.073
Homo sapiens	A549	IC50	4180.0	nM	10.1016/j.ejmech.2010.03.001
Homo sapiens	Acetylcholinesterase	IC50	540.0	nM	10.1021/np060268p
Homo sapiens	ACHN	GI50	5701.64	nM	None
Homo sapiens	BT-549	GI50	7744.62	nM	None
Homo sapiens	Caco-2	IC50	153.0	nM	10.1016/j.bmcl.2009.11.073
Homo sapiens	Caco-2	IC50	153000.0	nM	10.1016/j.ejmech.2010.03.001
Homo sapiens	CAKI-1	GI50	8452.79	nM	None
Homo sapiens	CCRF-CEM	GI50	948.42	nM	None
Homo sapiens	COLO 205	GI50	9162.2	nM	None
Homo sapiens	DU-145	GI50	8511.38	nM	None
Homo sapiens	ECV-304	IC50	22.3	nM	10.1016/j.bmcl.2009.11.073
Homo sapiens	EKVX	GI50	7550.92	nM	None
Homo sapiens	HCT-116	GI50	5260.17	nM	None
Homo sapiens	HCT-15	GI50	5105.05	nM	None
Homo sapiens	HEK293	IC50	15950.0	nM	10.1016/j.ejmech.2010.03.001
Homo sapiens	HL-60	GI50	1836.54	nM	None
Homo sapiens	HOP-92	GI50	8241.38	nM	None
Homo sapiens	Hs-578T	GI50	10280.16	nM	None
Homo sapiens	HT-29	GI50	5508.08	nM	None
Homo sapiens	HUVEC	Activity	nan	None	10.1021/np50096a013
Homo sapiens	IGROV-1	GI50	3026.91	nM	None
Homo sapiens	KM12	GI50	6412.1	nM	None
Homo sapiens	LOX IMVI	GI50	7816.28	nM	None
Homo sapiens	M14	GI50	9311.08	nM	None
Homo sapiens	MCF7	GI50	5861.38	nM	None
Homo sapiens	MDA-MB-231	GI50	8550.67	nM	None
Homo sapiens	MDA-MB-435	GI50	8317.64	nM	None
Homo sapiens	MDA-N	GI50	7816.28	nM	None
Homo sapiens	MOLT-4	GI50	6792.04	nM	None
Homo sapiens	NCI/ADR-RES	GI50	7464.49	nM	None
Homo sapiens	NCI-H226	GI50	24154.61	nM	None
Homo sapiens	NCI-H23	GI50	9268.3	nM	None
Homo sapiens	NCI-H322M	GI50	8511.38	nM	None
Homo sapiens	NCI-H460	GI50	2404.36	nM	None
Homo sapiens	NCI-H522	GI50	6760.83	nM	None
Homo sapiens	OVCAR-3	GI50	9862.79	nM	None
Homo sapiens	OVCAR-4	GI50	8433.35	nM	None
Homo sapiens	OVCAR-5	GI50	11668.1	nM	None
Homo sapiens	OVCAR-8	GI50	6934.26	nM	None
Homo sapiens	PC-3	GI50	10519.62	nM	None
Homo sapiens	RPMI-8226	GI50	8531.0	nM	None
Homo sapiens	RXF 393	GI50	7961.59	nM	None
Homo sapiens	SF-268	GI50	7328.25	nM	None
Homo sapiens	SF-295	GI50	6998.42	nM	None
Homo sapiens	SF-539	GI50	6886.52	nM	None
Homo sapiens	SK-MEL-2	GI50	12105.98	nM	None
Homo sapiens	SK-MEL-28	GI50	1011.58	nM	None
Homo sapiens	SK-MEL-5	GI50	7294.58	nM	None
Homo sapiens	SK-OV-3	GI50	8472.27	nM	None
Homo sapiens	SN12C	GI50	7780.37	nM	None
Homo sapiens	SNB-19	GI50	8933.05	nM	None
Homo sapiens	SNB-75	GI50	8165.82	nM	None
Homo sapiens	SR	GI50	256.45	nM	None
Homo sapiens	SW-620	GI50	5861.38	nM	None
Homo sapiens	T47D	GI50	9354.06	nM	None
Homo sapiens	TK-10	GI50	8689.6	nM	None
Homo sapiens	U-251	GI50	9682.78	nM	None
Homo sapiens	UACC-257	GI50	3311.31	nM	None
Homo sapiens	UACC-62	GI50	8974.29	nM	None
Homo sapiens	UO-31	GI50	8472.27	nM	None
Mus musculus	Mus musculus	ED50	15.0	mg.kg-1	10.1021/np0102859
None	ADMET	Activity	nan	None	10.1021/np9901581
None	ADMET	IC50	22300.0	nM	10.1016/j.ejmech.2010.03.001
None	No relevant target	LogD	8.21	None	10.1016/j.bmcl.2009.11.073
None	No relevant target	pKa	0.021	None	10.1016/j.bmcl.2009.11.073
None	No relevant target	Solubility	74300.0	ug.mL-1	10.1016/j.bmcl.2009.11.073
None	Nucleic Acid	Delta Tm	1.7	degrees C	10.1016/j.bmcl.2012.02.020
None	Nucleic Acid	Delta Tm	13.2	degrees C	10.1016/j.bmcl.2012.02.020
None	Nucleic Acid	Delta Tm	24.0	degrees C	10.1016/j.bmcl.2012.02.020
None	Unchecked	Activity	27.6	%	10.1021/np9901581
None	Unchecked	Activity	27.7	%	10.1021/np9901581
None	Unchecked	Activity	nan	None	10.1021/np9901581