(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13S,14S,15S,16S,17S,18R)-5',7,9,13-tetramethyl-17-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-14,15,16,18-tetrol

Details

• Internal ID: afeb84ce-d34d-44b2-a720-2c46c15679d4
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (1S,2S,4S,5'R,6R,7S,8R,9S,12S,13S,14S,15S,16S,17S,18R)-5',7,9,13-tetramethyl-17-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-14,15,16,18-tetrol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6(C5(C(C(C(C6OC7C(C(C(CO7)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]4CC[C@]6([C@@]5([C@@H]([C@@H]([C@@H]([C@@H]6O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)O)O)O)C)O)C)C)OC1
• InChI: InChI=1S/C32H52O11/c1-14-5-10-32(41-12-14)15(2)21-20(43-32)11-18-16-6-9-31(39)27(42-28-25(37)22(34)19(33)13-40-28)24(36)23(35)26(38)30(31,4)17(16)7-8-29(18,21)3/h14-28,33-39H,5-13H2,1-4H3/t14-,15+,16-,17+,18+,19-,20+,21+,22+,23-,24+,25-,26-,27+,28+,29+,30+,31+,32-/m1/s1
• InChI Key: ORXKAXSJMZSRAH-KJNOUBGZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₂O₁₁
• Molecular Weight: 612.70 g/mol
• Exact Mass: 612.35096247 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.28
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5882	58.82%
Caco-2	-	0.8592	85.92%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6302	63.02%
OATP2B1 inhibitior	-	0.5949	59.49%
OATP1B1 inhibitior	+	0.8996	89.96%
OATP1B3 inhibitior	+	0.9407	94.07%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.9151	91.51%
P-glycoprotein inhibitior	+	0.5892	58.92%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7322	73.22%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.8229	82.29%
CYP3A4 inhibition	-	0.9657	96.57%
CYP2C9 inhibition	-	0.9263	92.63%
CYP2C19 inhibition	-	0.8983	89.83%
CYP2D6 inhibition	-	0.9533	95.33%
CYP1A2 inhibition	-	0.9096	90.96%
CYP2C8 inhibition	+	0.5979	59.79%
CYP inhibitory promiscuity	-	0.9748	97.48%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5793	57.93%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9255	92.55%
Skin irritation	-	0.6668	66.68%
Skin corrosion	-	0.9411	94.11%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3693	36.93%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.7935	79.35%
skin sensitisation	-	0.9303	93.03%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6075	60.75%
Acute Oral Toxicity (c)	I	0.7341	73.41%
Estrogen receptor binding	+	0.6182	61.82%
Androgen receptor binding	+	0.7207	72.07%
Thyroid receptor binding	-	0.5816	58.16%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6707	67.07%
PPAR gamma	+	0.5806	58.06%
Honey bee toxicity	-	0.5985	59.85%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.8357	83.57%

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	96.97%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.24%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.33%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.52%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.48%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.15%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.26%	82.69%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.87%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.90%	95.89%
CHEMBL1871	P10275	Androgen Receptor	85.35%	96.43%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.29%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.98%	94.45%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	84.45%	95.58%
CHEMBL226	P30542	Adenosine A1 receptor	83.97%	95.93%
CHEMBL5255	O00206	Toll-like receptor 4	82.91%	92.50%
CHEMBL1914	P06276	Butyrylcholinesterase	81.91%	95.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.25%	96.61%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.95%	92.86%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.84%	89.05%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	80.48%	97.86%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	80.32%	98.99%

Plants that contains it

• Rohdea wattii

Cross-Links

• PubChem: 101228122
• LOTUS: LTS0003502
• wikiData: Q105198552