Lycoperoside B

Details

• Internal ID: 54706e66-2514-4a69-be6d-b2c62a306d29
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [(1R,2S,3'S,4S,5'R,6S,7S,8R,9S,12S,13S,16S,18S)-16-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-piperidine]-3'-yl] acetate
• SMILES (Canonical): CC1CC(C2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(CO9)O)O)O)OC2C(C(C(C(O2)CO)O)O)O)O)O)C)C)C)NC1)OC(=O)C
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC[C@@H]6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)C)C)C)NC1)OC(=O)C
• InChI: InChI=1S/C52H85NO23/c1-20-12-33(68-22(3)57)52(53-15-20)21(2)34-29(76-52)14-27-25-7-6-23-13-24(8-10-50(23,4)26(25)9-11-51(27,34)5)69-47-42(66)39(63)43(32(18-56)72-47)73-49-45(75-48-41(65)38(62)36(60)30(16-54)70-48)44(37(61)31(17-55)71-49)74-46-40(64)35(59)28(58)19-67-46/h20-21,23-49,53-56,58-66H,6-19H2,1-5H3/t20-,21+,23+,24+,25-,26+,27+,28-,29+,30-,31-,32-,33+,34+,35+,36-,37-,38+,39-,40-,41-,42-,43+,44+,45-,46+,47-,48+,49+,50+,51+,52+/m1/s1
• InChI Key: POWISKNFFRUCCW-MHKGBWOVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₅NO₂₃
• Molecular Weight: 1092.20 g/mol
• Exact Mass: 1091.55123796 g/mol
• Topological Polar Surface Area (TPSA): 364.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -3.16
• H-Bond Acceptor: 24
• H-Bond Donor: 13
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5236	52.36%
Caco-2	-	0.8733	87.33%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5745	57.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8966	89.66%
OATP1B3 inhibitior	+	0.9484	94.84%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8077	80.77%
P-glycoprotein inhibitior	+	0.7430	74.30%
P-glycoprotein substrate	+	0.6177	61.77%
CYP3A4 substrate	+	0.7571	75.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8746	87.46%
CYP3A4 inhibition	-	0.9372	93.72%
CYP2C9 inhibition	-	0.9313	93.13%
CYP2C19 inhibition	-	0.8980	89.80%
CYP2D6 inhibition	-	0.9306	93.06%
CYP1A2 inhibition	-	0.9435	94.35%
CYP2C8 inhibition	+	0.7202	72.02%
CYP inhibitory promiscuity	-	0.8580	85.80%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6106	61.06%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9029	90.29%
Skin irritation	-	0.7307	73.07%
Skin corrosion	-	0.9343	93.43%
Ames mutagenesis	-	0.6978	69.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.8288	82.88%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.8734	87.34%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.9089	90.89%
Acute Oral Toxicity (c)	III	0.5658	56.58%
Estrogen receptor binding	+	0.8593	85.93%
Androgen receptor binding	+	0.6514	65.14%
Thyroid receptor binding	-	0.4931	49.31%
Glucocorticoid receptor binding	+	0.7064	70.64%
Aromatase binding	+	0.6997	69.97%
PPAR gamma	+	0.8006	80.06%
Honey bee toxicity	-	0.5573	55.73%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5655	56.55%
Fish aquatic toxicity	-	0.5056	50.56%

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	99.29%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.66%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.37%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.47%	97.09%
CHEMBL204	P00734	Thrombin	94.94%	96.01%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.31%	96.61%
CHEMBL237	P41145	Kappa opioid receptor	94.19%	98.10%
CHEMBL233	P35372	Mu opioid receptor	92.92%	97.93%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.82%	96.21%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.75%	91.24%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.68%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.11%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.07%	97.25%
CHEMBL5255	O00206	Toll-like receptor 4	89.50%	92.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.58%	89.05%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.49%	85.14%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.12%	95.58%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.04%	95.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.11%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.72%	89.00%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	85.51%	95.36%
CHEMBL340	P08684	Cytochrome P450 3A4	84.44%	91.19%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	83.82%	97.86%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.65%	92.86%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.56%	94.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.26%	82.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.16%	100.00%
CHEMBL4581	P52732	Kinesin-like protein 1	82.01%	93.18%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.83%	97.29%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.70%	94.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.28%	95.89%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.95%	97.50%
CHEMBL1075317	P61964	WD repeat-containing protein 5	80.26%	96.33%

Plants that contains it

• Solanum lycopersicum

Cross-Links

• PubChem: 101697625
• NPASS: NPC83374