Nornuciferidine

Details

• Internal ID: 1543f570-11f5-4b35-8240-4ebc12604933
• Taxonomy: Alkaloids and derivatives > Aporphines > Hydroxy-7-aporphines
• IUPAC Name: (6aS,7S)-1,2-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-7-ol
• SMILES (Canonical): COC1=C(C2=C3C(C(C4=CC=CC=C42)O)NCCC3=C1)OC
• SMILES (Isomeric): COC1=C(C2=C3[C@@H]([C@H](C4=CC=CC=C42)O)NCCC3=C1)OC
• InChI: InChI=1S/C18H19NO3/c1-21-13-9-10-7-8-19-16-14(10)15(18(13)22-2)11-5-3-4-6-12(11)17(16)20/h3-6,9,16-17,19-20H,7-8H2,1-2H3/t16-,17-/m0/s1
• InChI Key: KFMXRGXNQZECTP-IRXDYDNUSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₉NO₃
• Molecular Weight: 297.30 g/mol
• Exact Mass: 297.13649347 g/mol
• Topological Polar Surface Area (TPSA): 50.70 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 112494-69-6
• (6aS,7S)-1,2-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-7-ol
• CHEMBL4279962
• DTXSID30150067

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9535	95.35%
Caco-2	+	0.8728	87.28%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5800	58.00%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.9172	91.72%
OATP1B3 inhibitior	+	0.9661	96.61%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.5626	56.26%
P-glycoprotein inhibitior	-	0.6672	66.72%
P-glycoprotein substrate	+	0.5052	50.52%
CYP3A4 substrate	+	0.6417	64.17%
CYP2C9 substrate	-	0.5942	59.42%
CYP2D6 substrate	+	0.8055	80.55%
CYP3A4 inhibition	-	0.9433	94.33%
CYP2C9 inhibition	-	0.9311	93.11%
CYP2C19 inhibition	-	0.8473	84.73%
CYP2D6 inhibition	-	0.8341	83.41%
CYP1A2 inhibition	-	0.7800	78.00%
CYP2C8 inhibition	+	0.7166	71.66%
CYP inhibitory promiscuity	-	0.8919	89.19%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7369	73.69%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9868	98.68%
Skin irritation	-	0.7042	70.42%
Skin corrosion	-	0.8974	89.74%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6437	64.37%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8541	85.41%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8187	81.87%
Acute Oral Toxicity (c)	III	0.5021	50.21%
Estrogen receptor binding	+	0.5513	55.13%
Androgen receptor binding	+	0.6670	66.70%
Thyroid receptor binding	+	0.6870	68.70%
Glucocorticoid receptor binding	+	0.6174	61.74%
Aromatase binding	-	0.6000	60.00%
PPAR gamma	+	0.5701	57.01%
Honey bee toxicity	-	0.8722	87.22%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6451	64.51%
Fish aquatic toxicity	-	0.8915	89.15%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1942	P18089	Alpha-2b adrenergic receptor	571 nM	Ki	via Super-PRED
CHEMBL213	P08588	Beta-1 adrenergic receptor	1.7 nM	IC50	via Super-PRED
CHEMBL210	P07550	Beta-2 adrenergic receptor	1.4 nM; 210 nM	IC50; IC50	via Super-PRED; via Super-PRED
CHEMBL246	P13945	Beta-3 adrenergic receptor	240 nM	IC50	via Super-PRED
CHEMBL214	P08908	Serotonin 1a (5-HT1a) receptor	71 nM	Ki	via Super-PRED
CHEMBL1983	P28221	Serotonin 1d (5-HT1d) receptor	857 nM	Ki	via Super-PRED
CHEMBL1833	P41595	Serotonin 2b (5-HT2b) receptor	246 nM	Ki	via Super-PRED
CHEMBL3371	P50406	Serotonin 6 (5-HT6) receptor	862 nM	Ki	via Super-PRED
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	120 nM	Ki	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.45%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.46%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.52%	98.95%
CHEMBL2535	P11166	Glucose transporter	93.58%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.79%	86.33%
CHEMBL2056	P21728	Dopamine D1 receptor	87.99%	91.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.80%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.22%	97.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.82%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.05%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.17%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.04%	92.62%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	82.51%	85.49%
CHEMBL5028	O14672	ADAM10	82.13%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.96%	89.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.26%	96.67%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.16%	93.03%

Plants that contains it

• Nelumbo nucifera

Cross-Links

• PubChem: 183520
• NPASS: NPC199106