Taspine

Details

• Internal ID: fbc427e0-b19d-41c2-a046-b2db7277a8e1
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• 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
• SMILES (Canonical): CN(C)CCC1=CC(=C2C3=C1C(=O)OC4=C(C=CC(=C34)C(=O)O2)OC)OC
• SMILES (Isomeric): CN(C)CCC1=CC(=C2C3=C1C(=O)OC4=C(C=CC(=C34)C(=O)O2)OC)OC
• 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
• InChI Key: MTAWKURMWOXCEO-UHFFFAOYSA-N
• Popularity: 63 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₉NO₆
• Molecular Weight: 369.40 g/mol
• Exact Mass: 369.12123733 g/mol
• Topological Polar Surface Area (TPSA): 74.30 Ų
• XlogP: 2.80

Synonyms

• 602-07-3
• Thaspine
• 1-(2-(Dimethylamino)ethyl)-3,8-dimethoxychromeno[5,4,3-cde]chromene-5,10-dione
• UNII-V53XN9L07O
• CHEMBL470867
• V53XN9L07O
• NSC-688259
• 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
• Taspin
• 1-(2-(Dimethylamino)ethyl)-3,8-dimethoxychromeno(5,4,3-cde)chromene-5,10-dione hydrochloride
• (1)Benzopyrano(5,4,3-cde)(1)benzopyran-5,10-dione, 1-(2-(dimethylamino)ethyl)-3,8-dimethoxy-
• NSC76022
• NSC-76022
• NSC618155
• D0L0ZH
• SCHEMBL22452213
• DTXSID60975624
• BDBM50241808
• NSC688259
• 1-[2-(Dimethylamino)ethyl]-3,8-dimethoxy-[1]benzopyrano[5,4,3-cde][1]benzopyran-5,10-dione
• 2-dimethylaminoethyl(dimethoxy)[?]dione
• NCI60_031857
• NCI60_041671
• HY-131502
• FT-0674816
• Q5486808
• {1-(2-dimethylaminoethyl)-3,8-dimethoxychromeno[5,4,3-cde]chromene-5,10-dione}

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
CHEMBL220	P22303	Acetylcholinesterase	540 nM; 540 nM	IC50; IC50	via Super-PRED; PMID: 16989531

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.71%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.41%	94.00%
CHEMBL2581	P07339	Cathepsin D	94.21%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.44%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.51%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.40%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.21%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	90.66%	90.20%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	90.37%	96.67%
CHEMBL3401	O75469	Pregnane X receptor	88.46%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.43%	96.00%
CHEMBL2535	P11166	Glucose transporter	83.86%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.68%	92.62%
CHEMBL1871	P10275	Androgen Receptor	81.07%	96.43%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.67%	89.62%

Plants that contains it

• Caulophyllum robustum
• Caulophyllum thalictroides
• Croton draconoides
• Croton lechleri
• Croton palanostigma
• Gymnospermium albertii
• Gymnospermium darwasicum

Cross-Links

• PubChem: 215159
• NPASS: NPC227683
• ChEMBL: CHEMBL470867
• LOTUS: LTS0047748
• wikiData: Q5486808