Thaligosidine

Details

• Internal ID: 6712d24f-4fe3-4cd5-b936-e048fe7e6256
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (3S,22S)-10,11,16-trimethoxy-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-15,27-diol
• SMILES (Canonical): CN1CCC2=CC(=C(C3=C2C1CC4=CC(=C(C=C4)O)OC5=CC=C(CC6C7=CC(=C(C(=C7CCN6C)O3)OC)OC)C=C5)O)OC
• SMILES (Isomeric): CN1CCC2=CC(=C(C3=C2[C@@H]1CC4=CC(=C(C=C4)O)OC5=CC=C(C[C@H]6C7=CC(=C(C(=C7CCN6C)O3)OC)OC)C=C5)O)OC
• InChI: InChI=1S/C37H40N2O7/c1-38-15-13-25-26-20-32(43-4)36(44-5)35(25)46-37-33-23(19-31(42-3)34(37)41)12-14-39(2)28(33)17-22-8-11-29(40)30(18-22)45-24-9-6-21(7-10-24)16-27(26)38/h6-11,18-20,27-28,40-41H,12-17H2,1-5H3/t27-,28-/m0/s1
• InChI Key: QPCFSVGVRHGKFF-NSOVKSMOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₀N₂O₇
• Molecular Weight: 624.70 g/mol
• Exact Mass: 624.28355162 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 6.57
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• CHEMBL501605
• 64252-82-0

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7591	75.91%
Caco-2	-	0.5280	52.80%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.4941	49.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9169	91.69%
OATP1B3 inhibitior	+	0.9469	94.69%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9910	99.10%
P-glycoprotein inhibitior	+	0.9214	92.14%
P-glycoprotein substrate	+	0.5960	59.60%
CYP3A4 substrate	+	0.6885	68.85%
CYP2C9 substrate	+	0.7890	78.90%
CYP2D6 substrate	+	0.7253	72.53%
CYP3A4 inhibition	-	0.8855	88.55%
CYP2C9 inhibition	-	0.9436	94.36%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	+	0.6710	67.10%
CYP inhibitory promiscuity	-	0.9625	96.25%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6291	62.91%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9286	92.86%
Skin irritation	-	0.7873	78.73%
Skin corrosion	-	0.9527	95.27%
Ames mutagenesis	+	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7861	78.61%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.8884	88.84%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9097	90.97%
Acute Oral Toxicity (c)	III	0.7270	72.70%
Estrogen receptor binding	+	0.7941	79.41%
Androgen receptor binding	+	0.7264	72.64%
Thyroid receptor binding	+	0.6429	64.29%
Glucocorticoid receptor binding	+	0.8369	83.69%
Aromatase binding	+	0.6430	64.30%
PPAR gamma	+	0.6315	63.15%
Honey bee toxicity	-	0.7300	73.00%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.7300	73.00%
Fish aquatic toxicity	+	0.8050	80.50%

Targets

Proven Targets:

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	99.34%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.24%	91.11%
CHEMBL2056	P21728	Dopamine D1 receptor	95.28%	91.00%
CHEMBL217	P14416	Dopamine D2 receptor	95.28%	95.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.56%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.64%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.08%	93.40%
CHEMBL1951	P21397	Monoamine oxidase A	90.33%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.16%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.11%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.55%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.27%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.15%	95.89%
CHEMBL2581	P07339	Cathepsin D	87.72%	98.95%
CHEMBL2535	P11166	Glucose transporter	86.95%	98.75%
CHEMBL4208	P20618	Proteasome component C5	86.93%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.71%	90.71%
CHEMBL261	P00915	Carbonic anhydrase I	85.90%	96.76%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.94%	89.62%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	84.86%	91.79%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	84.52%	82.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.66%	99.17%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.55%	82.38%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.54%	91.03%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.28%	100.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	83.26%	80.78%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	83.00%	95.53%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.32%	89.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.26%	92.94%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.28%	95.78%
CHEMBL3820	P35557	Hexokinase type IV	81.14%	91.96%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.60%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.37%	94.00%

Plants that contains it

• Coleonema pulchellum
• Tamarix chinensis
• Thalictrum flavum

Cross-Links

• PubChem: 44584029
• NPASS: NPC8836
• LOTUS: LTS0137201
• wikiData: Q105225304