(8S,21S)-16,27-dimethoxy-22-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(33),26,28(32)-dodecaene-13,26-diol

Details

• Internal ID: 43743862-3b9e-4d47-a288-7f8901f33ee6
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (8S,21S)-16,27-dimethoxy-22-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(33),26,28(32)-dodecaene-13,26-diol
• SMILES (Canonical): CN1CCC2=C3C1CC4=CC(=C(C=C4)OC)C5=C(C=CC(=C5)CC6C7=CC8=C(C=C7CCN6)OC(=C3O8)C(=C2O)OC)O
• SMILES (Isomeric): CN1CCC2=C3[C@@H]1CC4=CC(=C(C=C4)OC)C5=C(C=CC(=C5)C[C@H]6C7=CC8=C(C=C7CCN6)OC(=C3O8)C(=C2O)OC)O
• InChI: InChI=1S/C35H34N2O6/c1-37-11-9-21-31-26(37)15-19-5-7-28(40-2)24(13-19)23-12-18(4-6-27(23)38)14-25-22-17-30-29(16-20(22)8-10-36-25)43-35(33(31)42-30)34(41-3)32(21)39/h4-7,12-13,16-17,25-26,36,38-39H,8-11,14-15H2,1-3H3/t25-,26-/m0/s1
• InChI Key: SOAVILVXYQVSFU-UIOOFZCWSA-N
• Popularity: 0 references 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): 92.60 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 6.19
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• 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	-	0.5712	57.12%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Lysosomes	0.6612	66.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8916	89.16%
OATP1B3 inhibitior	+	0.9348	93.48%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9895	98.95%
P-glycoprotein inhibitior	+	0.9087	90.87%
P-glycoprotein substrate	+	0.7166	71.66%
CYP3A4 substrate	+	0.7014	70.14%
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	+	0.6898	68.98%
CYP inhibitory promiscuity	-	0.9908	99.08%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6684	66.84%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9569	95.69%
Skin irritation	-	0.7561	75.61%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8387	83.87%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.8000	80.00%
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	-	0.9201	92.01%
Acute Oral Toxicity (c)	III	0.5501	55.01%
Estrogen receptor binding	+	0.8166	81.66%
Androgen receptor binding	+	0.7373	73.73%
Thyroid receptor binding	+	0.6438	64.38%
Glucocorticoid receptor binding	+	0.8014	80.14%
Aromatase binding	+	0.6139	61.39%
PPAR gamma	+	0.6660	66.60%
Honey bee toxicity	-	0.7916	79.16%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
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	99.28%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.66%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.55%	91.49%
CHEMBL2056	P21728	Dopamine D1 receptor	96.00%	91.00%
CHEMBL217	P14416	Dopamine D2 receptor	95.36%	95.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.05%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.99%	98.95%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	91.48%	91.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.44%	86.33%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	90.47%	95.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.30%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.29%	94.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.65%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.23%	95.56%
CHEMBL2535	P11166	Glucose transporter	88.52%	98.75%
CHEMBL4040	P28482	MAP kinase ERK2	88.21%	83.82%
CHEMBL5747	Q92793	CREB-binding protein	87.56%	95.12%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	87.56%	95.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.43%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.17%	94.45%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	86.58%	90.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.39%	89.62%
CHEMBL4208	P20618	Proteasome component C5	86.38%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.34%	99.15%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	85.91%	95.53%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.58%	89.50%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.31%	82.38%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	84.04%	97.31%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.41%	93.99%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	83.20%	91.79%
CHEMBL3438	Q05513	Protein kinase C zeta	81.95%	88.48%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.75%	80.78%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.90%	93.65%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.73%	92.94%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	80.71%	100.00%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.44%	96.39%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	80.36%	82.67%

Plants that contains it

• Tiliacora triandra

Cross-Links

• PubChem: 163083140
• LOTUS: LTS0272375
• wikiData: Q105256821