Lycoperoside G

Details

• Internal ID: adb6416e-60f1-4617-bc5c-a53208533ef1
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [(1R,2S,3'S,4S,4'R,5'S,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-tetramethyl-4'-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-piperidine]-3'-yl] acetate
• SMILES (Canonical): CC1CNC2(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)C(C1OC1C(C(C(C(O1)CO)O)O)O)OC(=O)C
• SMILES (Isomeric): C[C@H]1CN[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)[C@H]([C@@H]1O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)OC(=O)C
• InChI: InChI=1S/C58H95NO29/c1-20-14-59-58(50(78-22(3)64)46(20)84-53-43(74)39(70)36(67)30(15-60)80-53)21(2)34-29(88-58)13-27-25-7-6-23-12-24(8-10-56(23,4)26(25)9-11-57(27,34)5)79-52-45(76)41(72)47(33(18-63)83-52)85-55-49(87-54-44(75)40(71)37(68)31(16-61)81-54)48(38(69)32(17-62)82-55)86-51-42(73)35(66)28(65)19-77-51/h20-21,23-55,59-63,65-76H,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+,53-,54-,55-,56-,57-,58-/m0/s1
• InChI Key: AFHWRWXCMNWXMK-DKNFULIYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₉₅NO₂₉
• Molecular Weight: 1270.40 g/mol
• Exact Mass: 1269.59897599 g/mol
• Topological Polar Surface Area (TPSA): 464.00 Ų
• XlogP: -3.60
• Atomic LogP (AlogP): -6.36
• H-Bond Acceptor: 30
• H-Bond Donor: 17
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5896	58.96%
Caco-2	-	0.8711	87.11%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5684	56.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8932	89.32%
OATP1B3 inhibitior	+	0.9471	94.71%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8986	89.86%
P-glycoprotein inhibitior	+	0.7440	74.40%
P-glycoprotein substrate	+	0.6260	62.60%
CYP3A4 substrate	+	0.7568	75.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8746	87.46%
CYP3A4 inhibition	-	0.9409	94.09%
CYP2C9 inhibition	-	0.9396	93.96%
CYP2C19 inhibition	-	0.9166	91.66%
CYP2D6 inhibition	-	0.9347	93.47%
CYP1A2 inhibition	-	0.9426	94.26%
CYP2C8 inhibition	+	0.7213	72.13%
CYP inhibitory promiscuity	-	0.8451	84.51%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5963	59.63%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.8998	89.98%
Skin irritation	-	0.7383	73.83%
Skin corrosion	-	0.9347	93.47%
Ames mutagenesis	-	0.6678	66.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.8107	81.07%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.8686	86.86%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.9179	91.79%
Acute Oral Toxicity (c)	III	0.5670	56.70%
Estrogen receptor binding	+	0.8454	84.54%
Androgen receptor binding	+	0.6927	69.27%
Thyroid receptor binding	+	0.5862	58.62%
Glucocorticoid receptor binding	+	0.7556	75.56%
Aromatase binding	+	0.7008	70.08%
PPAR gamma	+	0.8182	81.82%
Honey bee toxicity	-	0.5594	55.94%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	-	0.5182	51.82%

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	99.09%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.29%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.04%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.57%	96.61%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	95.72%	96.21%
CHEMBL204	P00734	Thrombin	95.47%	96.01%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.95%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	94.52%	98.10%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.29%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.23%	96.77%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	93.62%	91.24%
CHEMBL233	P35372	Mu opioid receptor	93.60%	97.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.88%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	91.19%	92.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.64%	85.14%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.43%	95.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	88.22%	82.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.81%	94.33%
CHEMBL2996	Q05655	Protein kinase C delta	84.64%	97.79%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.42%	92.86%
CHEMBL340	P08684	Cytochrome P450 3A4	84.25%	91.19%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.14%	92.94%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	83.88%	95.36%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.60%	89.05%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.55%	97.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.41%	98.75%
CHEMBL2581	P07339	Cathepsin D	83.28%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.12%	94.00%
CHEMBL4581	P52732	Kinesin-like protein 1	81.93%	93.18%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.67%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.37%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.02%	100.00%
CHEMBL1075317	P61964	WD repeat-containing protein 5	80.77%	96.33%

Plants that contains it

• Solanum lycopersicum

Cross-Links

• PubChem: 21577182
• NPASS: NPC293694