(8R,21S)-13,27-dimethoxy-22-methyl-15,29,31-trioxa-7,22-diazaoctacyclo[19.9.3.216,19.14,30.110,14.03,8.025,33.028,32]heptatriaconta-1(30),2,4(34),10(37),11,13,16,18,25(33),26,28(32),35-dodecaen-26-ol

Details

• Internal ID: d4c75028-7494-4e4c-b3c9-5114545ef4f8
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (8R,21S)-13,27-dimethoxy-22-methyl-15,29,31-trioxa-7,22-diazaoctacyclo[19.9.3.216,19.14,30.110,14.03,8.025,33.028,32]heptatriaconta-1(30),2,4(34),10(37),11,13,16,18,25(33),26,28(32),35-dodecaen-26-ol
• SMILES (Canonical): CN1CCC2=C3C1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)CC6C7=CC8=C(C=C7CCN6)OC(=C3O8)C(=C2O)OC)OC
• SMILES (Isomeric): CN1CCC2=C3[C@@H]1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)C[C@@H]6C7=CC8=C(C=C7CCN6)OC(=C3O8)C(=C2O)OC)OC
• InChI: InChI=1S/C35H34N2O6/c1-37-13-11-23-31-26(37)15-19-4-7-22(8-5-19)41-28-16-20(6-9-27(28)39-2)14-25-24-18-30-29(17-21(24)10-12-36-25)43-35(33(31)42-30)34(40-3)32(23)38/h4-9,16-18,25-26,36,38H,10-15H2,1-3H3/t25-,26+/m1/s1
• InChI Key: HNZTZFGXWQSOOK-FTJBHMTQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₃₄N₂O₆
• Molecular Weight: 578.70 g/mol
• Exact Mass: 578.24168681 g/mol
• Topological Polar Surface Area (TPSA): 81.60 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 6.61
• H-Bond Acceptor: 8
• 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	+	0.8504	85.04%
Caco-2	-	0.5135	51.35%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Lysosomes	0.6612	66.12%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.9023	90.23%
OATP1B3 inhibitior	+	0.9348	93.48%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9946	99.46%
P-glycoprotein inhibitior	+	0.9316	93.16%
P-glycoprotein substrate	+	0.7368	73.68%
CYP3A4 substrate	+	0.6954	69.54%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	+	0.7102	71.02%
CYP3A4 inhibition	-	0.8953	89.53%
CYP2C9 inhibition	-	0.9156	91.56%
CYP2C19 inhibition	-	0.9346	93.46%
CYP2D6 inhibition	-	0.9193	91.93%
CYP1A2 inhibition	-	0.9380	93.80%
CYP2C8 inhibition	+	0.6602	66.02%
CYP inhibitory promiscuity	-	0.9908	99.08%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6684	66.84%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9615	96.15%
Skin irritation	-	0.7561	75.61%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	+	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8987	89.87%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8813	88.13%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.9082	90.82%
Acute Oral Toxicity (c)	III	0.5501	55.01%
Estrogen receptor binding	+	0.7889	78.89%
Androgen receptor binding	+	0.7031	70.31%
Thyroid receptor binding	+	0.6753	67.53%
Glucocorticoid receptor binding	+	0.8275	82.75%
Aromatase binding	+	0.6054	60.54%
PPAR gamma	+	0.7127	71.27%
Honey bee toxicity	-	0.7548	75.48%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.6971	69.71%

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	99.46%	96.09%
CHEMBL2056	P21728	Dopamine D1 receptor	96.06%	91.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.83%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.96%	94.45%
CHEMBL217	P14416	Dopamine D2 receptor	94.95%	95.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.69%	93.99%
CHEMBL2581	P07339	Cathepsin D	92.66%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.69%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.60%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.28%	95.89%
CHEMBL2535	P11166	Glucose transporter	88.50%	98.75%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.59%	95.78%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.21%	89.50%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	87.02%	91.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.85%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.31%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	85.96%	91.49%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.63%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.62%	89.00%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	84.32%	90.95%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.38%	82.38%
CHEMBL4208	P20618	Proteasome component C5	83.36%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.71%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.38%	99.17%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	80.38%	95.34%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.33%	95.53%

Plants that contains it

• Cebatha pendula

Cross-Links

• PubChem: 101422867
• LOTUS: LTS0008671
• wikiData: Q104888242