(8S,21R)-16,26,27-trimethoxy-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)-dodecaen-13-ol

Details

• Internal ID: 93646907-463e-4486-98e7-c9b984d0add6
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (8S,21R)-16,26,27-trimethoxy-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)-dodecaen-13-ol
• SMILES (Canonical): CN1CCC2=C3C1CC4=CC(=C(C=C4)OC)C5=C(C=CC(=C5)CC6C7=CC8=C(C=C7CCN6)OC(=C3O8)C(=C2OC)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(=C2OC)OC)O
• InChI: InChI=1S/C36H36N2O6/c1-38-12-10-22-32-27(38)16-20-6-8-29(40-2)25(14-20)24-13-19(5-7-28(24)39)15-26-23-18-31-30(17-21(23)9-11-37-26)44-36(34(32)43-31)35(42-4)33(22)41-3/h5-8,13-14,17-18,26-27,37,39H,9-12,15-16H2,1-4H3/t26-,27+/m0/s1
• InChI Key: UAPOCJPEYPOSTQ-RRPNLBNLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₆N₂O₆
• Molecular Weight: 592.70 g/mol
• Exact Mass: 592.25733687 g/mol
• Topological Polar Surface Area (TPSA): 81.60 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 6.50
• 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	+	0.7225	72.25%
Caco-2	+	0.5131	51.31%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.6968	69.68%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.9000	90.00%
OATP1B3 inhibitior	+	0.9362	93.62%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9912	99.12%
P-glycoprotein inhibitior	+	0.9391	93.91%
P-glycoprotein substrate	+	0.7066	70.66%
CYP3A4 substrate	+	0.6960	69.60%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	+	0.7102	71.02%
CYP3A4 inhibition	-	0.9049	90.49%
CYP2C9 inhibition	-	0.9429	94.29%
CYP2C19 inhibition	-	0.9280	92.80%
CYP2D6 inhibition	-	0.9498	94.98%
CYP1A2 inhibition	-	0.9327	93.27%
CYP2C8 inhibition	+	0.6687	66.87%
CYP inhibitory promiscuity	-	0.9849	98.49%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6549	65.49%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9581	95.81%
Skin irritation	-	0.7725	77.25%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7807	78.07%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8776	87.76%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8931	89.31%
Acute Oral Toxicity (c)	III	0.5392	53.92%
Estrogen receptor binding	+	0.7639	76.39%
Androgen receptor binding	+	0.7244	72.44%
Thyroid receptor binding	+	0.6626	66.26%
Glucocorticoid receptor binding	+	0.8176	81.76%
Aromatase binding	+	0.5702	57.02%
PPAR gamma	+	0.6131	61.31%
Honey bee toxicity	-	0.7810	78.10%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.6891	68.91%

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	98.97%	96.09%
CHEMBL2056	P21728	Dopamine D1 receptor	95.25%	91.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.96%	91.11%
CHEMBL217	P14416	Dopamine D2 receptor	94.72%	95.62%
CHEMBL1951	P21397	Monoamine oxidase A	94.69%	91.49%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.63%	93.40%
CHEMBL2581	P07339	Cathepsin D	93.62%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.40%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.36%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	91.01%	83.82%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	89.93%	91.03%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	89.77%	95.78%
CHEMBL2535	P11166	Glucose transporter	88.60%	98.75%
CHEMBL5747	Q92793	CREB-binding protein	88.35%	95.12%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.29%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.60%	95.56%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	87.45%	95.53%
CHEMBL4302	P08183	P-glycoprotein 1	87.26%	92.98%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.04%	89.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.91%	95.89%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	86.82%	90.95%
CHEMBL4208	P20618	Proteasome component C5	86.76%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.58%	89.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	84.62%	80.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.44%	94.45%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.31%	82.38%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.99%	99.15%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.59%	89.50%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	82.95%	95.34%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	81.88%	96.39%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.61%	93.65%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.50%	93.99%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	81.41%	97.31%
CHEMBL3438	Q05513	Protein kinase C zeta	81.25%	88.48%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.97%	97.25%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	80.66%	100.00%

Plants that contains it

• Pachygone ovata
• Tiliacora acuminata

Cross-Links

• PubChem: 163016464
• LOTUS: LTS0061970
• wikiData: Q105268976