Stephasunoline

Details

• Internal ID: ff9798f9-9164-4b26-b17a-4e71da24446b
• Taxonomy: Alkaloids and derivatives > Hasubanan alkaloids
• IUPAC Name: 3,4,12-trimethoxy-17-methyl-18-oxa-17-azapentacyclo[8.4.3.18,11.01,10.02,7]octadeca-2(7),3,5-triene-11,13-diol
• InChI: InChI=1S/C20H27NO6/c1-21-8-7-18-9-12(22)17(26-4)20(23)19(18,21)10-14(27-20)11-5-6-13(24-2)16(25-3)15(11)18/h5-6,12,14,17,22-23H,7-10H2,1-4H3
• InChI Key: WOGSBUNWOTVHQN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₇NO₆
• Molecular Weight: 377.40 g/mol
• Exact Mass: 377.18383758 g/mol
• Topological Polar Surface Area (TPSA): 80.60 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.96
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• WOGSBUNWOTVHQN-UHFFFAOYSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8107	81.07%
Caco-2	+	0.7695	76.95%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Lysosomes	0.6438	64.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9368	93.68%
OATP1B3 inhibitior	+	0.9343	93.43%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6599	65.99%
BSEP inhibitior	-	0.7692	76.92%
P-glycoprotein inhibitior	-	0.8148	81.48%
P-glycoprotein substrate	+	0.5941	59.41%
CYP3A4 substrate	+	0.6521	65.21%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	+	0.4712	47.12%
CYP3A4 inhibition	-	0.8408	84.08%
CYP2C9 inhibition	-	0.8570	85.70%
CYP2C19 inhibition	-	0.7869	78.69%
CYP2D6 inhibition	-	0.8654	86.54%
CYP1A2 inhibition	-	0.9133	91.33%
CYP2C8 inhibition	-	0.6499	64.99%
CYP inhibitory promiscuity	-	0.9305	93.05%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5642	56.42%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9764	97.64%
Skin irritation	-	0.7994	79.94%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4716	47.16%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.5697	56.97%
skin sensitisation	-	0.8547	85.47%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.8166	81.66%
Acute Oral Toxicity (c)	II	0.4121	41.21%
Estrogen receptor binding	+	0.6969	69.69%
Androgen receptor binding	+	0.7509	75.09%
Thyroid receptor binding	+	0.6456	64.56%
Glucocorticoid receptor binding	+	0.5604	56.04%
Aromatase binding	-	0.5391	53.91%
PPAR gamma	-	0.5339	53.39%
Honey bee toxicity	-	0.8622	86.22%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.8342	83.42%

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	99.02%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.31%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.04%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.72%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.54%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.27%	94.00%
CHEMBL2581	P07339	Cathepsin D	89.62%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.16%	97.14%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	88.06%	91.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.71%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.13%	91.11%
CHEMBL2535	P11166	Glucose transporter	85.33%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.80%	89.62%
CHEMBL4040	P28482	MAP kinase ERK2	84.13%	83.82%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.69%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.96%	95.56%

Plants that contains it

• Stephania japonica

Cross-Links

• PubChem: 618654
• LOTUS: LTS0101820
• wikiData: Q105309503