(+)-2'-Norcepharanthine

Details

• Internal ID: 512eef13-17ba-4be2-8088-a0ee09a13855
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (14S,27R)-22,33-dimethoxy-13-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=CC3=C(C4=C2C1CC5=CC=C(C=C5)OC6=C(C=CC(=C6)CC7C8=CC(=C(C=C8CCN7)OC)O4)OC)OCO3
• SMILES (Isomeric): CN1CCC2=CC3=C(C4=C2[C@@H]1CC5=CC=C(C=C5)OC6=C(C=CC(=C6)C[C@@H]7C8=CC(=C(C=C8CCN7)OC)O4)OC)OCO3
• InChI: InChI=1S/C36H36N2O6/c1-38-13-11-24-18-33-35(42-20-41-33)36-34(24)28(38)15-21-4-7-25(8-5-21)43-31-16-22(6-9-29(31)39-2)14-27-26-19-32(44-36)30(40-3)17-23(26)10-12-37-27/h4-9,16-19,27-28,37H,10-15,20H2,1-3H3/t27-,28+/m1/s1
• InChI Key: ZKIAZXMDELJIMQ-IZLXSDGUSA-N
• Popularity: 3 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

• 104386-91-6
• 6',12'-Dimethoxy-2-methyl-6,7-[methylenebis(oxy)]-oxyacanthan
• 2-Norcepharanthine
• CHEMBL505900
• SCHEMBL17695597
• DTXSID50146442

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9396	93.96%
Caco-2	+	0.7825	78.25%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.8322	83.22%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.9255	92.55%
OATP1B3 inhibitior	+	0.9387	93.87%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9974	99.74%
P-glycoprotein inhibitior	+	0.9687	96.87%
P-glycoprotein substrate	+	0.7048	70.48%
CYP3A4 substrate	+	0.6837	68.37%
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	+	0.5110	51.10%
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	-	0.9588	95.88%
Skin irritation	-	0.7693	76.93%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	+	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9525	95.25%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.8702	87.02%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7354	73.54%
Acute Oral Toxicity (c)	III	0.6279	62.79%
Estrogen receptor binding	+	0.7525	75.25%
Androgen receptor binding	+	0.7104	71.04%
Thyroid receptor binding	+	0.6500	65.00%
Glucocorticoid receptor binding	+	0.8672	86.72%
Aromatase binding	+	0.5211	52.11%
PPAR gamma	+	0.6643	66.43%
Honey bee toxicity	-	0.6915	69.15%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
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	99.46%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.46%	93.99%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.93%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.83%	94.45%
CHEMBL2056	P21728	Dopamine D1 receptor	94.11%	91.00%
CHEMBL2581	P07339	Cathepsin D	92.23%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.14%	89.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.89%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.70%	95.89%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	89.96%	90.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.41%	97.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.34%	95.78%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.91%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.66%	95.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.19%	89.50%
CHEMBL2535	P11166	Glucose transporter	85.62%	98.75%
CHEMBL217	P14416	Dopamine D2 receptor	84.66%	95.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.34%	94.00%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	84.28%	96.86%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	84.10%	97.31%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.04%	92.62%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.71%	91.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.53%	86.33%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	83.33%	82.67%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.98%	97.25%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.50%	82.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.57%	91.11%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.10%	100.00%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	80.09%	99.09%

Plants that contains it

• Stephania cephalantha
• Stephania epigaea
• Stephania pierrei
• Stephania suberosa

Cross-Links

• PubChem: 181384
• NPASS: NPC281581
• ChEMBL: CHEMBL505900
• LOTUS: LTS0060022
• wikiData: Q83011266