CID 12300053

Details

• Internal ID: a4cb5ed2-66eb-4563-8994-97bb414f22f5
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (1R,14S)-20,21,25-trimethoxy-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),18,20,22(33),24,26,31-dodecaen-9-ol
• SMILES (Canonical): CN1CCC2=CC(=C3C=C2C1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)CC6C7=C(O3)C(=C(C=C7CCN6C)OC)OC)O)OC
• SMILES (Isomeric): CN1CCC2=CC(=C3C=C2[C@H]1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)C[C@H]6C7=C(O3)C(=C(C=C7CCN6C)OC)OC)O)OC
• InChI: InChI=1S/C37H40N2O6/c1-38-14-12-24-19-32(41-3)33-21-27(24)28(38)16-22-6-9-26(10-7-22)44-31-18-23(8-11-30(31)40)17-29-35-25(13-15-39(29)2)20-34(42-4)36(43-5)37(35)45-33/h6-11,18-21,28-29,40H,12-17H2,1-5H3/t28-,29+/m1/s1
• InChI Key: DFOCUWZXJBAUSQ-WDYNHAJCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₀N₂O₆
• Molecular Weight: 608.70 g/mol
• Exact Mass: 608.28863700 g/mol
• Topological Polar Surface Area (TPSA): 72.90 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 6.86
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 478-61-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8474	84.74%
Caco-2	+	0.6950	69.50%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.4795	47.95%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.9452	94.52%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9968	99.68%
P-glycoprotein inhibitior	+	0.9482	94.82%
P-glycoprotein substrate	+	0.5471	54.71%
CYP3A4 substrate	+	0.6763	67.63%
CYP2C9 substrate	+	0.7890	78.90%
CYP2D6 substrate	+	0.7253	72.53%
CYP3A4 inhibition	-	0.8481	84.81%
CYP2C9 inhibition	-	0.9517	95.17%
CYP2C19 inhibition	-	0.9248	92.48%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9157	91.57%
CYP2C8 inhibition	+	0.5918	59.18%
CYP inhibitory promiscuity	-	0.9706	97.06%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6360	63.60%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9443	94.43%
Skin irritation	-	0.7831	78.31%
Skin corrosion	-	0.9539	95.39%
Ames mutagenesis	+	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8737	87.37%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.9375	93.75%
skin sensitisation	-	0.8898	88.98%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8264	82.64%
Acute Oral Toxicity (c)	III	0.7616	76.16%
Estrogen receptor binding	+	0.7723	77.23%
Androgen receptor binding	+	0.7396	73.96%
Thyroid receptor binding	+	0.6478	64.78%
Glucocorticoid receptor binding	+	0.8607	86.07%
Aromatase binding	+	0.6161	61.61%
PPAR gamma	+	0.5994	59.94%
Honey bee toxicity	-	0.7604	76.04%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.7947	79.47%

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	99.44%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.17%	91.11%
CHEMBL217	P14416	Dopamine D2 receptor	95.68%	95.62%
CHEMBL2056	P21728	Dopamine D1 receptor	94.82%	91.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.37%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.21%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.72%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.74%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.85%	85.14%
CHEMBL261	P00915	Carbonic anhydrase I	88.82%	96.76%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.57%	89.62%
CHEMBL2535	P11166	Glucose transporter	87.49%	98.75%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	87.36%	82.38%
CHEMBL2581	P07339	Cathepsin D	86.64%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.52%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.06%	95.89%
CHEMBL4208	P20618	Proteasome component C5	84.85%	90.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.73%	91.03%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	83.45%	82.67%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.31%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.25%	99.17%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.24%	100.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	83.10%	80.78%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.00%	90.71%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.65%	89.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.25%	94.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.56%	95.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.48%	86.33%

Plants that contains it

• Berberis aquifolium
• Berberis crataegina
• Berberis integerrima
• Berberis julianae
• Berberis orthobotrys
• Berberis sibirica
• Berberis stolonifera
• Berberis thunbergii
• Berberis vulgaris
• Dehaasia incrassata
• Isopyrum thalictroides
• Pycnarrhena manillensis
• Stephania cephalantha

Cross-Links

• PubChem: 12300053
• LOTUS: LTS0033667
• wikiData: Q104390668