(1S,14S)-9,20,25-trimethoxy-15-methyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.23,6.18,12.114,18.027,31.022,33]hexatriaconta-3(36),4,6(35),8,10,12(34),18,20,22(33),24,26,31-dodecaen-21-ol

Details

• Internal ID: e67a3187-778d-4135-9af8-40d051641242
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (1S,14S)-9,20,25-trimethoxy-15-methyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.23,6.18,12.114,18.027,31.022,33]hexatriaconta-3(36),4,6(35),8,10,12(34),18,20,22(33),24,26,31-dodecaen-21-ol
• SMILES (Canonical): CN1CCC2=CC(=C(C3=C2C1CC4=CC(=C(C=C4)OC)OC5=CC=C(CC6C7=CC(=C(C=C7CCN6)OC)O3)C=C5)O)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=C7CCN6)OC)O3)C=C5)O)OC
• InChI: InChI=1S/C36H38N2O6/c1-38-14-12-24-19-33(42-4)35(39)36-34(24)28(38)16-22-7-10-29(40-2)31(17-22)43-25-8-5-21(6-9-25)15-27-26-20-32(44-36)30(41-3)18-23(26)11-13-37-27/h5-10,17-20,27-28,37,39H,11-16H2,1-4H3/t27-,28-/m0/s1
• InChI Key: QRSIKBXDEMEDLL-NSOVKSMOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₈N₂O₆
• Molecular Weight: 594.70 g/mol
• Exact Mass: 594.27298694 g/mol
• Topological Polar Surface Area (TPSA): 81.70 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 6.52
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7908	79.08%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.6772	67.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9113	91.13%
OATP1B3 inhibitior	+	0.9417	94.17%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9909	99.09%
P-glycoprotein inhibitior	+	0.9321	93.21%
P-glycoprotein substrate	+	0.7497	74.97%
CYP3A4 substrate	+	0.6898	68.98%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	+	0.7102	71.02%
CYP3A4 inhibition	-	0.9272	92.72%
CYP2C9 inhibition	-	0.9394	93.94%
CYP2C19 inhibition	-	0.9392	93.92%
CYP2D6 inhibition	-	0.9464	94.64%
CYP1A2 inhibition	-	0.9322	93.22%
CYP2C8 inhibition	+	0.6098	60.98%
CYP inhibitory promiscuity	-	0.9852	98.52%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6597	65.97%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9548	95.48%
Skin irritation	-	0.7660	76.60%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8718	87.18%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.8791	87.91%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.9002	90.02%
Acute Oral Toxicity (c)	III	0.5946	59.46%
Estrogen receptor binding	+	0.7762	77.62%
Androgen receptor binding	+	0.6984	69.84%
Thyroid receptor binding	+	0.6903	69.03%
Glucocorticoid receptor binding	+	0.8574	85.74%
Aromatase binding	+	0.6165	61.65%
PPAR gamma	+	0.6538	65.38%
Honey bee toxicity	-	0.7457	74.57%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.6661	66.61%

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	99.57%	96.09%
CHEMBL2056	P21728	Dopamine D1 receptor	95.54%	91.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.64%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.48%	94.45%
CHEMBL217	P14416	Dopamine D2 receptor	93.96%	95.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.75%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.45%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.97%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.64%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.56%	94.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.41%	91.03%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.41%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.31%	95.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.04%	89.50%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.02%	95.78%
CHEMBL2535	P11166	Glucose transporter	85.43%	98.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.42%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.39%	97.09%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	84.85%	90.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.45%	89.00%
CHEMBL4208	P20618	Proteasome component C5	84.22%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.52%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.23%	93.40%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.89%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.95%	95.89%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.24%	82.38%

Plants that contains it

• Anaxagorea luzonensis
• Argyreia nervosa
• Bupleurum scorzonerifolium
• Carapichea ipecacuanha
• Croton regelianus
• Elettaria cardamomum
• Erythrina chiriquensis
• Lathyrus aphaca
• Melianthus major
• Orobanche arenaria
• Phoradendron reichenbachianum
• Stephania tetrandra

Cross-Links

• PubChem: 10531530
• NPASS: NPC202348