(2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6S)-6-[(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-2-[(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: e6d023a2-7411-4d09-b8ce-e7f7404da46a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6S)-6-[(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-2-[(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)C)O)O)OC8C(C(C(C(O8)CO)OC9C(C(C(C(O9)C)O)O)O)O)O)C)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]4CC=C6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C45H72O16/c1-19-9-14-45(54-18-19)20(2)30-28(61-45)16-27-25-8-7-23-15-24(10-12-43(23,5)26(25)11-13-44(27,30)6)57-42-39(34(50)32(48)22(4)56-42)60-41-37(53)35(51)38(29(17-46)58-41)59-40-36(52)33(49)31(47)21(3)55-40/h7,19-22,24-42,46-53H,8-18H2,1-6H3/t19-,20+,21+,22+,24+,25-,26+,27+,28+,29-,30+,31+,32+,33-,34-,35-,36-,37-,38-,39-,40+,41+,42+,43+,44+,45-/m1/s1
• InChI Key: LEXYZULQYUZKOY-KOCGNUEFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₂O₁₆
• Molecular Weight: 869.00 g/mol
• Exact Mass: 868.48203620 g/mol
• Topological Polar Surface Area (TPSA): 236.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.24
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6670	66.70%
Caco-2	-	0.8903	89.03%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7312	73.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9033	90.33%
OATP1B3 inhibitior	+	0.9077	90.77%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8090	80.90%
P-glycoprotein inhibitior	+	0.7285	72.85%
P-glycoprotein substrate	-	0.5178	51.78%
CYP3A4 substrate	+	0.7452	74.52%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9365	93.65%
CYP2C9 inhibition	-	0.9317	93.17%
CYP2C19 inhibition	-	0.9163	91.63%
CYP2D6 inhibition	-	0.9298	92.98%
CYP1A2 inhibition	-	0.8611	86.11%
CYP2C8 inhibition	+	0.7414	74.14%
CYP inhibitory promiscuity	-	0.8619	86.19%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4702	47.02%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9160	91.60%
Skin irritation	-	0.5365	53.65%
Skin corrosion	-	0.9419	94.19%
Ames mutagenesis	-	0.9900	99.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8137	81.37%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	1.0000	100.00%
skin sensitisation	-	0.9151	91.51%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8417	84.17%
Acute Oral Toxicity (c)	III	0.4854	48.54%
Estrogen receptor binding	+	0.8667	86.67%
Androgen receptor binding	+	0.7112	71.12%
Thyroid receptor binding	-	0.5394	53.94%
Glucocorticoid receptor binding	+	0.6180	61.80%
Aromatase binding	+	0.6894	68.94%
PPAR gamma	+	0.7659	76.59%
Honey bee toxicity	-	0.5480	54.80%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9347	93.47%

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	98.60%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.16%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.04%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.48%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.56%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.47%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.72%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.98%	95.89%
CHEMBL1914	P06276	Butyrylcholinesterase	89.84%	95.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.80%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.69%	89.05%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.35%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.04%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.65%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.51%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	85.09%	92.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.92%	100.00%
CHEMBL332	P03956	Matrix metalloproteinase-1	83.13%	94.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.50%	94.00%
CHEMBL237	P41145	Kappa opioid receptor	81.49%	98.10%
CHEMBL2581	P07339	Cathepsin D	81.04%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.99%	92.62%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.47%	91.71%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.44%	97.50%

Plants that contains it

• Lotus corniculatus

Cross-Links

• PubChem: 162959772
• LOTUS: LTS0173759
• wikiData: Q105150880