Thalidasine

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	e82432eb-1405-4f0c-9aa3-592fb80b81f9
Taxonomy	Lignans, neolignans and related compounds
IUPAC Name	(3S,22S)-10,11,15,16,27-pentamethoxy-4,21-dimethyl-13,29-dioxa-4,21-diazaheptacyclo[28.2.2.114,18.124,28.03,8.07,12.022,36]hexatriaconta-1(33),7(12),8,10,14(36),15,17,24(35),25,27,30(34),31-dodecaene
SMILES (Canonical)	CN1CCC2=CC(=C(C3=C2C1CC4=CC(=C(C=C4)OC)OC5=CC=C(CC6C7=CC(=C(C(=C7CCN6C)O3)OC)OC)C=C5)OC)OC
SMILES (Isomeric)	CN1CCC2=CC(=C(C3=C2[C@@H]1CC4=CC(=C(C=C4)OC)OC5=CC=C(C[C@H]6C7=CC(=C(C(=C7CCN6C)O3)OC)OC)C=C5)OC)OC
InChI	InChI=1S/C39H44N2O7/c1-40-17-15-27-28-22-34(44-5)37(45-6)36(27)48-39-35-25(21-33(43-4)38(39)46-7)14-16-41(2)30(35)19-24-10-13-31(42-3)32(20-24)47-26-11-8-23(9-12-26)18-29(28)40/h8-13,20-22,29-30H,14-19H2,1-7H3/t29-,30-/m0/s1
InChI Key	SVQMVSCWYACSCP-KYJUHHDHSA-N
Popularity	3 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₃₉H₄₄N₂O₇
Molecular Weight	652.80 g/mol
Exact Mass	652.31485175 g/mol
Topological Polar Surface Area (TPSA)	71.10 Å²
XlogP	6.40
Atomic LogP (AlogP)	7.17
H-Bond Acceptor	9
H-Bond Donor	0
Rotatable Bonds	5

Synonyms

Top

Thalidasin

Thalidazine

(-)-Thalidasine

O-Methylthalfetidine

16623-56-6

Thalfetidine, O-methyl-

NSC 90285

6,6',7,7',12-Pentamethoxy-2,2'-dimethylthalidasan

CHEBI:9512

Thalidasan, 6,6',7,7',12-pentamethoxy-2,2'-dimethyl-

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9115	91.15%
Caco-2	+	0.7052	70.52%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Lysosomes	0.4588	45.88%
OATP2B1 inhibitior	-	0.7148	71.48%
OATP1B1 inhibitior	+	0.9343	93.43%
OATP1B3 inhibitior	+	0.9495	94.95%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.9513	95.13%
P-glycoprotein substrate	+	0.5714	57.14%
CYP3A4 substrate	+	0.6751	67.51%
CYP2C9 substrate	+	0.7865	78.65%
CYP2D6 substrate	+	0.7650	76.50%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9523	95.23%
CYP2C19 inhibition	-	0.9321	93.21%
CYP2D6 inhibition	-	0.9230	92.30%
CYP1A2 inhibition	-	0.9106	91.06%
CYP2C8 inhibition	+	0.5760	57.60%
CYP inhibitory promiscuity	-	0.9503	95.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6133	61.33%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9385	93.85%
Skin irritation	-	0.7867	78.67%
Skin corrosion	-	0.9549	95.49%
Ames mutagenesis	+	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9596	95.96%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.8591	85.91%
skin sensitisation	-	0.8932	89.32%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8247	82.47%
Acute Oral Toxicity (c)	III	0.7532	75.32%
Estrogen receptor binding	+	0.6867	68.67%
Androgen receptor binding	+	0.7347	73.47%
Thyroid receptor binding	+	0.6739	67.39%
Glucocorticoid receptor binding	+	0.8531	85.31%
Aromatase binding	+	0.5856	58.56%
PPAR gamma	+	0.6039	60.39%
Honey bee toxicity	-	0.7074	70.74%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.7500	75.00%
Fish aquatic toxicity	+	0.8398	83.98%

Targets

Top

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.35%	96.09%
CHEMBL2056	P21728	Dopamine D1 receptor	95.21%	91.00%
CHEMBL4302	P08183	P-glycoprotein 1	93.29%	92.98%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.56%	93.99%
CHEMBL217	P14416	Dopamine D2 receptor	92.22%	95.62%
CHEMBL5747	Q92793	CREB-binding protein	91.93%	95.12%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.93%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.56%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.66%	95.56%
CHEMBL2535	P11166	Glucose transporter	89.49%	98.75%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	88.59%	97.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.60%	95.89%
CHEMBL2581	P07339	Cathepsin D	87.08%	98.95%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	86.65%	95.53%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.32%	95.78%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	86.10%	82.38%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.83%	89.62%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	84.60%	90.95%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.46%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.07%	89.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.98%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.62%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.48%	94.45%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	83.43%	92.38%
CHEMBL4208	P20618	Proteasome component C5	82.75%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.61%	89.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	81.87%	82.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.83%	95.89%

Plants that contains it

Top

Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Thalictrum dasycarpum

Thalictrum fargesii

Thalictrum flavum

Thalictrum foetidum

Thalictrum foliolosum