(14aS,26aR)-2,3,13,14,14a,15,26,26a-Octahydro-22,30-dimethoxy-14-methyl-1H-4,6:16,19-dietheno-21,25-metheno-12H-[1,3]dioxolo[4,5-g]pyrido[2 inverted exclamation marka,3 inverted exclamation marka:17,18][1,10]dioxacycloeicosino[2,3,4-ij]isoquinoline

Details

• Internal ID: 71a2b653-6cca-4705-8a90-b6b47661c828
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (14S,27R)-22,33-dimethoxy-28-methyl-2,5,7,20-tetraoxa-13,28-diazaoctacyclo[25.6.2.216,19.13,10.121,25.04,8.031,35.014,39]nonatriaconta-1(33),3(39),4(8),9,16(38),17,19(37),21,23,25(36),31,34-dodecaene
• SMILES (Canonical): CN1CCC2=CC(=C3C=C2C1CC4=CC(=C(C=C4)OC)OC5=CC=C(CC6C7=C(O3)C8=C(C=C7CCN6)OCO8)C=C5)OC
• SMILES (Isomeric): CN1CCC2=CC(=C3C=C2[C@H]1CC4=CC(=C(C=C4)OC)OC5=CC=C(C[C@H]6C7=C(O3)C8=C(C=C7CCN6)OCO8)C=C5)OC
• InChI: InChI=1S/C36H36N2O6/c1-38-13-11-23-17-30(40-3)32-19-26(23)28(38)15-22-6-9-29(39-2)31(16-22)43-25-7-4-21(5-8-25)14-27-34-24(10-12-37-27)18-33-35(36(34)44-32)42-20-41-33/h4-9,16-19,27-28,37H,10-15,20H2,1-3H3/t27-,28+/m0/s1
• InChI Key: YDDGBJGRSLHCOE-WUFINQPMSA-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): 70.60 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 6.53
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 123854-64-8
• N2-Demethylcepharanthine

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9396	93.96%
Caco-2	+	0.7823	78.23%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Lysosomes	0.8322	83.22%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9272	92.72%
OATP1B3 inhibitior	+	0.9387	93.87%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.9708	97.08%
P-glycoprotein substrate	+	0.7130	71.30%
CYP3A4 substrate	+	0.6811	68.11%
CYP2C9 substrate	-	0.8100	81.00%
CYP2D6 substrate	+	0.6036	60.36%
CYP3A4 inhibition	-	0.8674	86.74%
CYP2C9 inhibition	-	0.8686	86.86%
CYP2C19 inhibition	-	0.8442	84.42%
CYP2D6 inhibition	-	0.6950	69.50%
CYP1A2 inhibition	-	0.7570	75.70%
CYP2C8 inhibition	+	0.5233	52.33%
CYP inhibitory promiscuity	-	0.8012	80.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6297	62.97%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.9601	96.01%
Skin irritation	-	0.7693	76.93%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	+	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9378	93.78%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.8702	87.02%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6535	65.35%
Acute Oral Toxicity (c)	III	0.6279	62.79%
Estrogen receptor binding	+	0.7298	72.98%
Androgen receptor binding	+	0.7193	71.93%
Thyroid receptor binding	+	0.6596	65.96%
Glucocorticoid receptor binding	+	0.8617	86.17%
Aromatase binding	+	0.5356	53.56%
PPAR gamma	+	0.6679	66.79%
Honey bee toxicity	-	0.6653	66.53%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.7966	79.66%

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	99.29%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.76%	96.77%
CHEMBL3192	Q9BY41	Histone deacetylase 8	96.44%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.71%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	93.76%	89.62%
CHEMBL2056	P21728	Dopamine D1 receptor	92.35%	91.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.42%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.63%	95.89%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	90.30%	90.95%
CHEMBL2581	P07339	Cathepsin D	89.85%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.98%	97.09%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	86.16%	97.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.76%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.30%	95.78%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.20%	92.62%
CHEMBL2535	P11166	Glucose transporter	84.85%	98.75%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	84.45%	96.09%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.11%	82.38%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.70%	91.03%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.38%	89.50%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	83.32%	92.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.21%	86.33%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.64%	82.67%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.43%	93.40%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.35%	97.25%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	82.20%	96.86%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.61%	94.00%
CHEMBL217	P14416	Dopamine D2 receptor	81.35%	95.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.81%	95.89%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.22%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.20%	89.00%

Plants that contains it

• Ardisia crispa
• Doronicum grandiflorum
• Leibnitzia anandria
• Lithocarpus haipinii
• Oxytropis lanata
• Populus balsamifera
• Sphaerophysa salsula
• Stephania pierrei
• Stephania suberosa
• Strychnos gossweileri

Cross-Links

• PubChem: 14488278
• NPASS: NPC123331
• LOTUS: LTS0005308
• wikiData: Q105346681