(3S)-5-[(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]oxy-3-hydroxy-3-methyl-5-oxopentanoic acid

Details

• Internal ID: 1907bb4d-fdf8-428c-bbea-50668e34b2e2
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (3S)-5-[(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]oxy-3-hydroxy-3-methyl-5-oxopentanoic acid
• 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)O)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)O)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/C56H90O28/c1-21-6-9-56(75-19-21)22(2)37-30(84-56)11-25-23-10-27(60)26-12-29(28(61)13-55(26,5)24(23)7-8-54(25,37)4)77-50-45(72)42(69)46(33(18-59)80-50)81-52-48(83-51-44(71)41(68)38(65)31(16-57)78-51)47(40(67)32(17-58)79-52)82-49-43(70)39(66)34(20-74-49)76-36(64)15-53(3,73)14-35(62)63/h21-34,37-52,57-61,65-73H,6-20H2,1-5H3,(H,62,63)/t21-,22+,23-,24+,25+,26-,27-,28-,29-,30+,31-,32-,33-,34-,37+,38-,39+,40-,41+,42-,43-,44-,45-,46+,47+,48-,49+,50-,51+,52+,53+,54+,55-,56-/m1/s1
• InChI Key: ALSGGXFFRDJSPT-HIIYEMIDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₉₀O₂₈
• Molecular Weight: 1211.30 g/mol
• Exact Mass: 1210.56186221 g/mol
• Topological Polar Surface Area (TPSA): 439.00 Ų
• XlogP: -3.10
• Atomic LogP (AlogP): -4.16
• H-Bond Acceptor: 27
• H-Bond Donor: 15
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4801	48.01%
Caco-2	-	0.8698	86.98%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7676	76.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8411	84.11%
OATP1B3 inhibitior	+	0.9496	94.96%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.8111	81.11%
P-glycoprotein inhibitior	+	0.7409	74.09%
P-glycoprotein substrate	+	0.5841	58.41%
CYP3A4 substrate	+	0.7612	76.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8836	88.36%
CYP3A4 inhibition	-	0.8704	87.04%
CYP2C9 inhibition	-	0.9269	92.69%
CYP2C19 inhibition	-	0.9148	91.48%
CYP2D6 inhibition	-	0.9628	96.28%
CYP1A2 inhibition	-	0.9310	93.10%
CYP2C8 inhibition	+	0.7777	77.77%
CYP inhibitory promiscuity	-	0.9764	97.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6285	62.85%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9004	90.04%
Skin irritation	-	0.6135	61.35%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7810	78.10%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.9491	94.91%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8940	89.40%
Acute Oral Toxicity (c)	I	0.7544	75.44%
Estrogen receptor binding	+	0.8519	85.19%
Androgen receptor binding	+	0.7270	72.70%
Thyroid receptor binding	+	0.5574	55.74%
Glucocorticoid receptor binding	+	0.7081	70.81%
Aromatase binding	+	0.6316	63.16%
PPAR gamma	+	0.8002	80.02%
Honey bee toxicity	-	0.5533	55.33%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.8682	86.82%

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	98.27%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.70%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	97.25%	96.61%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.93%	85.14%
CHEMBL5255	O00206	Toll-like receptor 4	94.39%	92.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	94.26%	96.21%
CHEMBL220	P22303	Acetylcholinesterase	93.26%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.38%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.33%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.29%	97.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.64%	95.50%
CHEMBL237	P41145	Kappa opioid receptor	91.29%	98.10%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	90.32%	97.86%
CHEMBL233	P35372	Mu opioid receptor	89.76%	97.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.76%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.69%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.35%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.24%	89.05%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.22%	98.75%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	88.10%	97.31%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.10%	97.28%
CHEMBL2581	P07339	Cathepsin D	85.78%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.34%	94.45%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.32%	94.08%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.16%	94.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.12%	96.90%
CHEMBL5028	O14672	ADAM10	83.98%	97.50%
CHEMBL204	P00734	Thrombin	83.95%	96.01%
CHEMBL340	P08684	Cytochrome P450 3A4	83.93%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	83.36%	90.17%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.17%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.80%	93.04%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.64%	96.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.39%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.32%	100.00%
CHEMBL2514	O95665	Neurotensin receptor 2	81.79%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.43%	91.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.78%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	80.68%	95.93%
CHEMBL1881	P43116	Prostanoid EP2 receptor	80.45%	93.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.23%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.09%	93.56%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.04%	97.29%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.02%	86.92%

Plants that contains it

• Allium giganteum
• Allium schubertii

Cross-Links

• PubChem: 101783389
• LOTUS: LTS0143710
• wikiData: Q104914325