1-O-[(3R,4R,5R,6S)-6-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-6-[(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13R,15R,16R,18S,19R)-15,19-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-4,5-dihydroxyoxan-3-yl] 5-O-methyl (3S)-3-hydroxy-3-methylpentanedioate

Details

• Internal ID: e451454b-2f31-47d0-b9dc-34d81b33ba5b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: 1-O-[(3R,4R,5R,6S)-6-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-6-[(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13R,15R,16R,18S,19R)-15,19-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-4,5-dihydroxyoxan-3-yl] 5-O-methyl (3S)-3-hydroxy-3-methylpentanedioate
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC(C6C5(CC(C(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(CO9)OC(=O)CC(C)(CC(=O)OC)O)O)O)OC2C(C(C(C(O2)CO)O)O)O)O)O)O)C)O)C)C)OC1
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4C[C@H]([C@@H]6[C@@]5(C[C@H]([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)OC(=O)C[C@](C)(CC(=O)OC)O)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)O)C)O)C)C)OC1
• InChI: InChI=1S/C57H92O28/c1-22-7-10-57(76-20-22)23(2)38-31(85-57)12-26-24-11-28(61)27-13-30(29(62)14-56(27,5)25(24)8-9-55(26,38)4)78-51-46(72)43(69)47(34(19-60)81-51)82-53-49(84-52-45(71)42(68)39(65)32(17-58)79-52)48(41(67)33(18-59)80-53)83-50-44(70)40(66)35(21-75-50)77-37(64)16-54(3,73)15-36(63)74-6/h22-35,38-53,58-62,65-73H,7-21H2,1-6H3/t22-,23+,24-,25+,26+,27-,28-,29-,30-,31+,32-,33-,34-,35-,38+,39-,40+,41-,42+,43-,44-,45-,46-,47+,48+,49-,50+,51-,52+,53+,54+,55+,56-,57-/m1/s1
• InChI Key: LQXJDZAUTSWWPZ-VILOZUBTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₉₂O₂₈
• Molecular Weight: 1225.30 g/mol
• Exact Mass: 1224.57751227 g/mol
• Topological Polar Surface Area (TPSA): 428.00 Ų
• XlogP: -2.80
• Atomic LogP (AlogP): -4.07
• H-Bond Acceptor: 28
• H-Bond Donor: 14
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.8687	86.87%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7332	73.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8428	84.28%
OATP1B3 inhibitior	+	0.9515	95.15%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8683	86.83%
P-glycoprotein inhibitior	+	0.7421	74.21%
P-glycoprotein substrate	+	0.6135	61.35%
CYP3A4 substrate	+	0.7657	76.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8804	88.04%
CYP3A4 inhibition	-	0.8967	89.67%
CYP2C9 inhibition	-	0.9189	91.89%
CYP2C19 inhibition	-	0.9108	91.08%
CYP2D6 inhibition	-	0.9612	96.12%
CYP1A2 inhibition	-	0.9322	93.22%
CYP2C8 inhibition	+	0.7831	78.31%
CYP inhibitory promiscuity	-	0.9792	97.92%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6227	62.27%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.8998	89.98%
Skin irritation	-	0.6560	65.60%
Skin corrosion	-	0.9423	94.23%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7791	77.91%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.9404	94.04%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8291	82.91%
Acute Oral Toxicity (c)	I	0.6592	65.92%
Estrogen receptor binding	+	0.8476	84.76%
Androgen receptor binding	+	0.7307	73.07%
Thyroid receptor binding	+	0.5982	59.82%
Glucocorticoid receptor binding	+	0.7302	73.02%
Aromatase binding	+	0.6309	63.09%
PPAR gamma	+	0.8094	80.94%
Honey bee toxicity	-	0.5403	54.03%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.7729	77.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.54%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.32%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.76%	85.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	97.58%	96.61%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	95.12%	96.21%
CHEMBL5255	O00206	Toll-like receptor 4	93.78%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	93.58%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.53%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.50%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.27%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.19%	91.24%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	91.14%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.04%	94.45%
CHEMBL220	P22303	Acetylcholinesterase	90.24%	94.45%
CHEMBL204	P00734	Thrombin	90.22%	96.01%
CHEMBL226	P30542	Adenosine A1 receptor	90.09%	95.93%
CHEMBL3922	P50579	Methionine aminopeptidase 2	89.07%	97.28%
CHEMBL233	P35372	Mu opioid receptor	89.06%	97.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.01%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.96%	98.75%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	88.41%	95.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.68%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.55%	96.90%
CHEMBL237	P41145	Kappa opioid receptor	87.39%	98.10%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.74%	97.14%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.66%	91.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.46%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.54%	91.19%
CHEMBL259	P32245	Melanocortin receptor 4	85.46%	95.38%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.16%	89.05%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.97%	97.29%
CHEMBL5028	O14672	ADAM10	84.83%	97.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.59%	96.38%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.03%	86.92%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	83.26%	99.17%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.18%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.98%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.23%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.22%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.62%	91.07%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.20%	95.89%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	80.52%	97.86%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.21%	97.50%
CHEMBL2514	O95665	Neurotensin receptor 2	80.19%	100.00%

Plants that contains it

• Allium macleanii

Cross-Links

• PubChem: 101931847
• LOTUS: LTS0116247
• wikiData: Q105155944