(2R,3S,4R,5R,6S)-2-[(2S,3S,4R,5R,6S)-4,5-dihydroxy-2-[(1S,2S,4S,5'R,6R,6'R,7R,8R,9S,12S,13R,16S)-6'-methoxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-6-[[(2S,3S,4R,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: cf51267f-e5f1-4eb1-978b-bc3bf1a08b42
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2R,3S,4R,5R,6S)-2-[(2S,3S,4R,5R,6S)-4,5-dihydroxy-2-[(1S,2S,4S,5'R,6R,6'R,7R,8R,9S,12S,13R,16S)-6'-methoxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-6-[[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]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)COC8C(C(C(C(O8)CO)O)O)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C)OC1OC
• 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)CO[C@@H]8[C@H]([C@@H]([C@H]([C@@H](O8)CO)O)O)O)O)O)O[C@@H]9[C@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)C)C)O[C@H]1OC
• InChI: InChI=1S/C46H74O18/c1-19-9-14-46(64-40(19)56-6)20(2)30-27(63-46)16-26-24-8-7-22-15-23(10-12-44(22,4)25(24)11-13-45(26,30)5)59-43-39(62-42-38(55)34(51)31(48)21(3)58-42)36(53)33(50)29(61-43)18-57-41-37(54)35(52)32(49)28(17-47)60-41/h7,19-21,23-43,47-55H,8-18H2,1-6H3/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+,46-/m1/s1
• InChI Key: XHFVYNXQHCBWGA-PNQCXRSGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₄O₁₈
• Molecular Weight: 915.10 g/mol
• Exact Mass: 914.48751551 g/mol
• Topological Polar Surface Area (TPSA): 265.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.19
• H-Bond Acceptor: 18
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7087	70.87%
Caco-2	-	0.8880	88.80%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7516	75.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8855	88.55%
OATP1B3 inhibitior	+	0.9050	90.50%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8755	87.55%
P-glycoprotein inhibitior	+	0.7298	72.98%
P-glycoprotein substrate	+	0.6032	60.32%
CYP3A4 substrate	+	0.7499	74.99%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9573	95.73%
CYP2C9 inhibition	-	0.9148	91.48%
CYP2C19 inhibition	-	0.8976	89.76%
CYP2D6 inhibition	-	0.9364	93.64%
CYP1A2 inhibition	-	0.8921	89.21%
CYP2C8 inhibition	+	0.7759	77.59%
CYP inhibitory promiscuity	-	0.8927	89.27%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5259	52.59%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9111	91.11%
Skin irritation	-	0.6120	61.20%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	-	0.9700	97.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8093	80.93%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.9159	91.59%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8566	85.66%
Acute Oral Toxicity (c)	I	0.4621	46.21%
Estrogen receptor binding	+	0.8488	84.88%
Androgen receptor binding	+	0.7284	72.84%
Thyroid receptor binding	-	0.5241	52.41%
Glucocorticoid receptor binding	+	0.6052	60.52%
Aromatase binding	+	0.6532	65.32%
PPAR gamma	+	0.7615	76.15%
Honey bee toxicity	-	0.6156	61.56%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8970	89.70%

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	99.07%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	97.14%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.01%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.19%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.91%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	92.55%	89.05%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.83%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.78%	95.89%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	88.76%	86.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.49%	86.33%
CHEMBL1871	P10275	Androgen Receptor	88.44%	96.43%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.78%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.48%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.50%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.34%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	86.22%	92.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.92%	92.94%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.81%	86.92%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.06%	96.90%
CHEMBL2996	Q05655	Protein kinase C delta	81.61%	97.79%
CHEMBL1937	Q92769	Histone deacetylase 2	81.01%	94.75%
CHEMBL5028	O14672	ADAM10	80.99%	97.50%
CHEMBL2581	P07339	Cathepsin D	80.59%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.45%	94.45%

Plants that contains it

• Lilium candidum

Cross-Links

• PubChem: 162935618
• LOTUS: LTS0011764
• wikiData: Q105328089