(8S,21R)-13,27-dimethoxy-7-methyl-29,31-dioxa-7,22-diazaoctacyclo[19.9.3.14,30.110,14.115,19.03,8.025,33.028,32]hexatriaconta-1(30),2,4(34),10(36),11,13,15,17,19(35),25,27,32-dodecaen-16-ol

Details

• Internal ID: 18247e6f-c93e-406b-b935-bf98ced39dec
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (8S,21R)-13,27-dimethoxy-7-methyl-29,31-dioxa-7,22-diazaoctacyclo[19.9.3.14,30.110,14.115,19.03,8.025,33.028,32]hexatriaconta-1(30),2,4(34),10(36),11,13,15,17,19(35),25,27,32-dodecaen-16-ol
• SMILES (Canonical): CN1CCC2=CC3=C4C=C2C1CC5=CC(=C(C=C5)OC)C6=C(C=CC(=C6)CC7C8=C(O4)C(=C(C=C8CCN7)OC)O3)O
• SMILES (Isomeric): CN1CCC2=CC3=C4C=C2[C@@H]1CC5=CC(=C(C=C5)OC)C6=C(C=CC(=C6)C[C@@H]7C8=C(O4)C(=C(C=C8CCN7)OC)O3)O
• InChI: InChI=1S/C35H34N2O5/c1-37-11-9-21-16-30-31-18-23(21)27(37)15-20-5-7-29(39-2)25(13-20)24-12-19(4-6-28(24)38)14-26-33-22(8-10-36-26)17-32(40-3)34(41-30)35(33)42-31/h4-7,12-13,16-18,26-27,36,38H,8-11,14-15H2,1-3H3/t26-,27+/m1/s1
• InChI Key: VOZOWMIDQQORRL-SXOMAYOGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₃₄N₂O₅
• Molecular Weight: 562.70 g/mol
• Exact Mass: 562.24677219 g/mol
• Topological Polar Surface Area (TPSA): 72.40 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 6.49
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8231	82.31%
Caco-2	+	0.5404	54.04%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Lysosomes	0.7051	70.51%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.9174	91.74%
OATP1B3 inhibitior	+	0.9442	94.42%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9898	98.98%
P-glycoprotein inhibitior	+	0.9403	94.03%
P-glycoprotein substrate	+	0.7002	70.02%
CYP3A4 substrate	+	0.6936	69.36%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	+	0.7102	71.02%
CYP3A4 inhibition	-	0.9675	96.75%
CYP2C9 inhibition	-	0.9467	94.67%
CYP2C19 inhibition	-	0.9445	94.45%
CYP2D6 inhibition	-	0.9287	92.87%
CYP1A2 inhibition	-	0.9299	92.99%
CYP2C8 inhibition	+	0.5582	55.82%
CYP inhibitory promiscuity	-	0.9863	98.63%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6734	67.34%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9603	96.03%
Skin irritation	-	0.7656	76.56%
Skin corrosion	-	0.9408	94.08%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8669	86.69%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.8736	87.36%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7025	70.25%
Acute Oral Toxicity (c)	III	0.6042	60.42%
Estrogen receptor binding	+	0.8024	80.24%
Androgen receptor binding	+	0.7524	75.24%
Thyroid receptor binding	+	0.6552	65.52%
Glucocorticoid receptor binding	+	0.8529	85.29%
Aromatase binding	+	0.5822	58.22%
PPAR gamma	+	0.6741	67.41%
Honey bee toxicity	-	0.7572	75.72%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.4418	44.18%

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	99.32%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.52%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.29%	98.95%
CHEMBL217	P14416	Dopamine D2 receptor	93.90%	95.62%
CHEMBL1951	P21397	Monoamine oxidase A	93.09%	91.49%
CHEMBL2056	P21728	Dopamine D1 receptor	92.49%	91.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.02%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.05%	95.89%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	88.83%	90.95%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	87.58%	91.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.56%	91.11%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.44%	89.62%
CHEMBL2535	P11166	Glucose transporter	87.40%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.27%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.24%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.23%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.48%	94.45%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	85.75%	80.78%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.52%	93.99%
CHEMBL4208	P20618	Proteasome component C5	84.92%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.69%	90.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.74%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.58%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	83.52%	83.82%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.76%	82.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.66%	99.23%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.25%	95.78%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.56%	96.38%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.39%	97.21%
CHEMBL3438	Q05513	Protein kinase C zeta	80.43%	88.48%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	80.31%	97.31%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.19%	89.50%

Plants that contains it

• Tiliacora funifera

Cross-Links

• PubChem: 163190691
• LOTUS: LTS0110005
• wikiData: Q105290594