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

Details

• Internal ID: 95201a95-5855-490b-a4ca-ad5b58971918
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5S,6S)-2-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-2-[(1R,2R,4R,5'S,6S,7R,8S,9R,12R,13R,16S)-5'-(hydroxymethyl)-7,9,13-trimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-6-[[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(CCC(C5)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)O)O)O)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C)OC19CCC(CO9)CO
• SMILES (Isomeric): C[C@@H]1[C@@H]2[C@@H](C[C@H]3[C@]2(CC[C@@H]4[C@@H]3CC=C5[C@@]4(CC[C@@H](C5)O[C@H]6[C@@H]([C@@H]([C@@H]([C@H](O6)CO[C@@H]7[C@H]([C@H]([C@H]([C@@H](O7)CO)O)O)O)O)O)O[C@H]8[C@@H]([C@@H]([C@@H]([C@@H](O8)C)O)O)O)C)C)O[C@@]19CC[C@H](CO9)CO
• InChI: InChI=1S/C45H72O18/c1-19-30-27(63-45(19)12-7-21(15-46)17-57-45)14-26-24-6-5-22-13-23(8-10-43(22,3)25(24)9-11-44(26,30)4)59-42-39(62-41-38(55)34(51)31(48)20(2)58-41)36(53)33(50)29(61-42)18-56-40-37(54)35(52)32(49)28(16-47)60-40/h5,19-21,23-42,46-55H,6-18H2,1-4H3/t19-,20+,21+,23+,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: KLPGHLHMPHUYIW-AMXJBDLSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₂O₁₈
• Molecular Weight: 901.00 g/mol
• Exact Mass: 900.47186544 g/mol
• Topological Polar Surface Area (TPSA): 276.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.81
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7196	71.96%
Caco-2	-	0.8894	88.94%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7739	77.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8783	87.83%
OATP1B3 inhibitior	+	0.8663	86.63%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8310	83.10%
P-glycoprotein inhibitior	+	0.7245	72.45%
P-glycoprotein substrate	+	0.6071	60.71%
CYP3A4 substrate	+	0.7471	74.71%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9460	94.60%
CYP2C9 inhibition	-	0.9118	91.18%
CYP2C19 inhibition	-	0.9113	91.13%
CYP2D6 inhibition	-	0.9360	93.60%
CYP1A2 inhibition	-	0.8848	88.48%
CYP2C8 inhibition	+	0.7891	78.91%
CYP inhibitory promiscuity	-	0.8774	87.74%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5291	52.91%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9139	91.39%
Skin irritation	-	0.5662	56.62%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8384	83.84%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.9601	96.01%
skin sensitisation	-	0.9240	92.40%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8634	86.34%
Acute Oral Toxicity (c)	III	0.4459	44.59%
Estrogen receptor binding	+	0.8564	85.64%
Androgen receptor binding	+	0.7201	72.01%
Thyroid receptor binding	-	0.5686	56.86%
Glucocorticoid receptor binding	+	0.5597	55.97%
Aromatase binding	+	0.6797	67.97%
PPAR gamma	+	0.7473	74.73%
Honey bee toxicity	-	0.6134	61.34%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9442	94.42%

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	98.61%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.41%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	97.47%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.54%	97.09%
CHEMBL1914	P06276	Butyrylcholinesterase	93.85%	95.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.59%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.07%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.81%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.62%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.59%	86.33%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.22%	89.05%
CHEMBL1951	P21397	Monoamine oxidase A	87.81%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.52%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.50%	95.50%
CHEMBL2581	P07339	Cathepsin D	86.42%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.71%	94.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.46%	96.61%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.96%	94.62%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.83%	96.90%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.29%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.15%	94.45%
CHEMBL5028	O14672	ADAM10	81.99%	97.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.95%	94.08%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.71%	93.04%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.35%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	80.56%	94.73%

Plants that contains it

• Lilium candidum

Cross-Links

• PubChem: 163192014
• LOTUS: LTS0054767
• wikiData: Q105142746