Acanthosessilioside B

Details

• Internal ID: 98699ce7-6675-498d-9cec-05309735d3c1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,2R,5R,8R,9R,10S,11R,13R,14R,15R,18S)-11-hydroxy-8-(2-methoxy-2-oxoethyl)-1,2,6,6,9-pentamethyl-15-prop-1-en-2-yl-7-oxapentacyclo[11.7.0.02,10.05,9.014,18]icosane-18-carboxylate
• SMILES (Canonical): CC(=C)C1CCC2(C1C3CC(C4C(C3(CC2)C)(CCC5C4(C(OC5(C)C)CC(=O)OC)C)C)O)C(=O)OC6C(C(C(C(O6)CO)O)O)O
• SMILES (Isomeric): CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3C[C@H]([C@H]4[C@]([C@@]3(CC2)C)(CC[C@@H]5[C@@]4([C@H](OC5(C)C)CC(=O)OC)C)C)O)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
• InChI: InChI=1S/C37H58O11/c1-18(2)19-9-12-37(32(44)47-31-29(43)28(42)27(41)22(17-38)46-31)14-13-34(5)20(26(19)37)15-21(39)30-35(34,6)11-10-23-33(3,4)48-24(36(23,30)7)16-25(40)45-8/h19-24,26-31,38-39,41-43H,1,9-17H2,2-8H3/t19-,20+,21+,22+,23-,24+,26+,27+,28-,29+,30-,31-,34+,35+,36+,37-/m0/s1
• InChI Key: IXRYSFZKSCQFAA-BYRFBRAMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₈O₁₁
• Molecular Weight: 678.80 g/mol
• Exact Mass: 678.39791266 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

• CHEMBL2063157

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8322	83.22%
Caco-2	-	0.8614	86.14%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8003	80.03%
OATP2B1 inhibitior	-	0.8663	86.63%
OATP1B1 inhibitior	+	0.7921	79.21%
OATP1B3 inhibitior	+	0.9007	90.07%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6282	62.82%
BSEP inhibitior	-	0.6808	68.08%
P-glycoprotein inhibitior	+	0.7258	72.58%
P-glycoprotein substrate	+	0.6012	60.12%
CYP3A4 substrate	+	0.7273	72.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8681	86.81%
CYP3A4 inhibition	-	0.6622	66.22%
CYP2C9 inhibition	-	0.7784	77.84%
CYP2C19 inhibition	-	0.8879	88.79%
CYP2D6 inhibition	-	0.9387	93.87%
CYP1A2 inhibition	-	0.8914	89.14%
CYP2C8 inhibition	+	0.7341	73.41%
CYP inhibitory promiscuity	-	0.9394	93.94%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5695	56.95%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9160	91.60%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9351	93.51%
Ames mutagenesis	-	0.7264	72.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.6765	67.65%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8927	89.27%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6229	62.29%
Acute Oral Toxicity (c)	I	0.4695	46.95%
Estrogen receptor binding	+	0.6562	65.62%
Androgen receptor binding	+	0.7676	76.76%
Thyroid receptor binding	-	0.5984	59.84%
Glucocorticoid receptor binding	+	0.6666	66.66%
Aromatase binding	+	0.6532	65.32%
PPAR gamma	+	0.6692	66.92%
Honey bee toxicity	-	0.6206	62.06%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9736	97.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.10%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.84%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.82%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.77%	96.61%
CHEMBL233	P35372	Mu opioid receptor	95.20%	97.93%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	94.72%	91.24%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.88%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.57%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.70%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	89.40%	97.79%
CHEMBL226	P30542	Adenosine A1 receptor	89.32%	95.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.24%	95.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	89.23%	95.83%
CHEMBL4072	P07858	Cathepsin B	88.32%	93.67%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.19%	97.25%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.19%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	87.05%	92.50%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.44%	92.86%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.19%	82.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.86%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.59%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.39%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.94%	86.33%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.09%	97.33%
CHEMBL5028	O14672	ADAM10	82.98%	97.50%
CHEMBL259	P32245	Melanocortin receptor 4	82.59%	95.38%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.88%	91.07%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.32%	97.28%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.31%	96.90%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.11%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.89%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.76%	92.62%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	80.64%	99.17%
CHEMBL1871	P10275	Androgen Receptor	80.38%	96.43%
CHEMBL2094128	P24941	Cyclin-dependent kinase 2/cyclin A	80.38%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.10%	96.77%

Plants that contains it

• Eleutherococcus sessiliflorus

Cross-Links

• PubChem: 60155052
• LOTUS: LTS0165896
• wikiData: Q105122454