Senbusine A

Details

• Internal ID: 5c5b589d-e761-46cb-be93-905ce59222d1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: 11-ethyl-6-methoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,8,16,18-tetrol
• SMILES (Canonical): CCN1CC2(CCC(C34C2C(C(C31)C5(CC(C6CC4C5C6O)OC)O)O)O)COC
• SMILES (Isomeric): CCN1CC2(CCC(C34C2C(C(C31)C5(CC(C6CC4C5C6O)OC)O)O)O)COC
• InChI: InChI=1S/C23H37NO6/c1-4-24-9-21(10-29-2)6-5-14(25)23-12-7-11-13(30-3)8-22(28,15(12)17(11)26)16(20(23)24)18(27)19(21)23/h11-20,25-28H,4-10H2,1-3H3
• InChI Key: FNRMXORIKJLSGX-UHFFFAOYSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₇NO₆
• Molecular Weight: 423.50 g/mol
• Exact Mass: 423.26208790 g/mol
• Topological Polar Surface Area (TPSA): 103.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.15
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• 82202-95-7
• Aconitane-1,6,8,14-tetrol, 20-ethyl-16-methoxy-4-(methoxymethyl)-, (1alpha,6alpha,14alpha,16beta)-
• DTXSID301002545
• 20-ethyl-16-methoxy-4-(methoxymethyl)aconitane-1,6,8,14-tetrol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8399	83.99%
Caco-2	-	0.6273	62.73%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.7408	74.08%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.9329	93.29%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5156	51.56%
P-glycoprotein inhibitior	-	0.9114	91.14%
P-glycoprotein substrate	+	0.6593	65.93%
CYP3A4 substrate	+	0.6840	68.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4514	45.14%
CYP3A4 inhibition	-	0.9356	93.56%
CYP2C9 inhibition	-	0.8984	89.84%
CYP2C19 inhibition	-	0.8889	88.89%
CYP2D6 inhibition	-	0.9224	92.24%
CYP1A2 inhibition	-	0.9230	92.30%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9489	94.89%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6314	63.14%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9182	91.82%
Skin irritation	-	0.7772	77.72%
Skin corrosion	-	0.9284	92.84%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6725	67.25%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.5491	54.91%
skin sensitisation	-	0.8608	86.08%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.7603	76.03%
Acute Oral Toxicity (c)	III	0.4756	47.56%
Estrogen receptor binding	+	0.7323	73.23%
Androgen receptor binding	+	0.6464	64.64%
Thyroid receptor binding	+	0.6592	65.92%
Glucocorticoid receptor binding	-	0.4798	47.98%
Aromatase binding	+	0.6412	64.12%
PPAR gamma	+	0.5254	52.54%
Honey bee toxicity	-	0.8031	80.31%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	-	0.6766	67.66%

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	99.19%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.33%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.49%	85.14%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	94.78%	95.58%
CHEMBL204	P00734	Thrombin	93.84%	96.01%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.81%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.80%	96.38%
CHEMBL226	P30542	Adenosine A1 receptor	90.04%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	89.96%	90.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.01%	92.94%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	88.40%	98.99%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.16%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.84%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	87.81%	91.03%
CHEMBL1871	P10275	Androgen Receptor	86.73%	96.43%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.24%	95.50%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.34%	97.50%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	84.17%	92.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.98%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.60%	95.17%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.91%	90.24%
CHEMBL1991	O14920	Inhibitor of nuclear factor kappa B kinase beta subunit	82.27%	97.15%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.18%	82.38%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.17%	92.86%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.77%	94.33%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	81.50%	95.52%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.43%	95.89%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.42%	95.36%
CHEMBL2581	P07339	Cathepsin D	81.28%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.77%	97.14%

Plants that contains it

• Aconitum ferox
• Aconitum nagarum
• Aconitum napellus

Cross-Links

• PubChem: 158048
• LOTUS: LTS0004309
• wikiData: Q82996744