(1S,14S)-9,20,21,25-tetramethoxy-15,30-dimethyl-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(33),19,21,24,26,31-dodecaen-19-ol

Details

• Internal ID: dc4f9bb8-7075-4581-a34f-15c496ed4334
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (1S,14S)-9,20,21,25-tetramethoxy-15,30-dimethyl-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(33),19,21,24,26,31-dodecaen-19-ol
• SMILES (Canonical): CN1CCC2=CC(=C3C=C2C1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)CC6C7=C(CCN6C)C(=C(C(=C7O3)OC)OC)O)OC)OC
• SMILES (Isomeric): CN1CCC2=CC(=C3C=C2[C@@H]1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)C[C@H]6C7=C(CCN6C)C(=C(C(=C7O3)OC)OC)O)OC)OC
• InChI: InChI=1S/C38H42N2O7/c1-39-15-13-24-20-31(43-4)33-21-27(24)28(39)17-22-7-10-25(11-8-22)46-32-19-23(9-12-30(32)42-3)18-29-34-26(14-16-40(29)2)35(41)37(44-5)38(45-6)36(34)47-33/h7-12,19-21,28-29,41H,13-18H2,1-6H3/t28-,29-/m0/s1
• InChI Key: UYNHKOIUEXICNQ-VMPREFPWSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₂N₂O₇
• Molecular Weight: 638.70 g/mol
• Exact Mass: 638.29920168 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 6.87
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8149	81.49%
Caco-2	+	0.6573	65.73%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.4519	45.19%
OATP2B1 inhibitior	-	0.7157	71.57%
OATP1B1 inhibitior	+	0.9223	92.23%
OATP1B3 inhibitior	+	0.9343	93.43%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.9331	93.31%
P-glycoprotein substrate	+	0.6478	64.78%
CYP3A4 substrate	+	0.6928	69.28%
CYP2C9 substrate	+	0.7890	78.90%
CYP2D6 substrate	+	0.7253	72.53%
CYP3A4 inhibition	-	0.8446	84.46%
CYP2C9 inhibition	-	0.9107	91.07%
CYP2C19 inhibition	-	0.9172	91.72%
CYP2D6 inhibition	-	0.8956	89.56%
CYP1A2 inhibition	-	0.8784	87.84%
CYP2C8 inhibition	+	0.6723	67.23%
CYP inhibitory promiscuity	-	0.9779	97.79%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6539	65.39%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9388	93.88%
Skin irritation	-	0.7661	76.61%
Skin corrosion	-	0.9489	94.89%
Ames mutagenesis	+	0.7163	71.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.9239	92.39%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.8921	89.21%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.9110	91.10%
Acute Oral Toxicity (c)	III	0.6628	66.28%
Estrogen receptor binding	+	0.7549	75.49%
Androgen receptor binding	+	0.7232	72.32%
Thyroid receptor binding	+	0.6629	66.29%
Glucocorticoid receptor binding	+	0.8427	84.27%
Aromatase binding	+	0.6467	64.67%
PPAR gamma	+	0.5747	57.47%
Honey bee toxicity	-	0.7592	75.92%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.8375	83.75%

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	99.17%	96.09%
CHEMBL2056	P21728	Dopamine D1 receptor	96.83%	91.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.79%	91.11%
CHEMBL217	P14416	Dopamine D2 receptor	94.67%	95.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.89%	93.99%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.27%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.23%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.16%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.25%	86.33%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	88.96%	82.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.95%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.54%	95.89%
CHEMBL2535	P11166	Glucose transporter	88.03%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.65%	89.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.64%	89.62%
CHEMBL4208	P20618	Proteasome component C5	85.08%	90.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.93%	95.78%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.78%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.58%	89.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.49%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.22%	90.71%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	83.09%	90.95%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	83.07%	100.00%
CHEMBL4302	P08183	P-glycoprotein 1	82.68%	92.98%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	82.31%	95.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.73%	99.17%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.67%	91.03%
CHEMBL5747	Q92793	CREB-binding protein	80.89%	95.12%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.05%	100.00%

Plants that contains it

• Coleonema pulchellum
• Tamarix chinensis
• Thalictrum alpinum
• Thalictrum atriplex
• Thalictrum delavayi
• Thalictrum faberi
• Thalictrum fendleri
• Thalictrum foliolosum
• Thalictrum glandulosissimum
• Thalictrum lucidum
• Thalictrum microgynum
• Thalictrum petaloideum
• Thalictrum podocarpum
• Thalictrum simplex

Cross-Links

• PubChem: 10627884
• NPASS: NPC295439
• LOTUS: LTS0007651
• wikiData: Q105281691