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

Details

• Internal ID: 1df31a8f-58c1-47c2-afab-640ac6c13839
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[(1R,2R,4S,4'S,6R,7S,8R,9S,12R,13R,16S)-4',7,9,13-tetramethyl-4'-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]spiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxolane]-16-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)C)O)O)O)C)C)OC18CC(CO8)(C)COC9C(C(C(C(O9)CO)O)O)O
• 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)O)O)O[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)O)O)O)C)C)O[C@]18C[C@@](CO8)(C)CO[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O
• InChI: InChI=1S/C45H72O18/c1-19-29-26(63-45(19)16-42(3,18-57-45)17-56-39-36(54)34(52)31(49)27(14-46)60-39)13-25-23-7-6-21-12-22(8-10-43(21,4)24(23)9-11-44(25,29)5)59-41-38(35(53)32(50)28(15-47)61-41)62-40-37(55)33(51)30(48)20(2)58-40/h6,19-20,22-41,46-55H,7-18H2,1-5H3/t19-,20-,22-,23-,24+,25+,26-,27+,28+,29-,30-,31+,32+,33+,34-,35-,36+,37+,38+,39+,40-,41+,42-,43-,44-,45+/m0/s1
• InChI Key: SVAHPODBXGTYNY-VRVDXKBVSA-N
• Popularity: 0 references 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: 0.20
• 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	-	0.8878	88.78%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7739	77.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8869	88.69%
OATP1B3 inhibitior	+	0.8663	86.63%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.6022	60.22%
P-glycoprotein inhibitior	+	0.7424	74.24%
P-glycoprotein substrate	+	0.5984	59.84%
CYP3A4 substrate	+	0.7508	75.08%
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	+	0.7778	77.78%
CYP inhibitory promiscuity	-	0.8774	87.74%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5291	52.91%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9102	91.02%
Skin irritation	-	0.5662	56.62%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.9137	91.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8598	85.98%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.9240	92.40%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7938	79.38%
Acute Oral Toxicity (c)	III	0.4459	44.59%
Estrogen receptor binding	+	0.8209	82.09%
Androgen receptor binding	+	0.7386	73.86%
Thyroid receptor binding	-	0.5278	52.78%
Glucocorticoid receptor binding	+	0.6713	67.13%
Aromatase binding	+	0.6726	67.26%
PPAR gamma	+	0.7709	77.09%
Honey bee toxicity	-	0.6187	61.87%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.04%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.51%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.20%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.19%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.43%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.51%	98.95%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.33%	89.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.80%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.16%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.45%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.35%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.60%	92.94%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.29%	95.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.17%	94.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.79%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	86.71%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.61%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.04%	86.33%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.75%	94.08%
CHEMBL2996	Q05655	Protein kinase C delta	84.33%	97.79%
CHEMBL332	P03956	Matrix metalloproteinase-1	84.27%	94.50%
CHEMBL5255	O00206	Toll-like receptor 4	83.67%	92.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.20%	97.36%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.09%	97.25%
CHEMBL5028	O14672	ADAM10	82.44%	97.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.10%	96.90%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.80%	94.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.16%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.61%	99.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.53%	91.24%

Plants that contains it

• Lilium brownii

Cross-Links

• PubChem: 162981413
• LOTUS: LTS0244034
• wikiData: Q105261745