(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S,18S)-16-[(2S,3S,4S,5R,6S)-3,4-dihydroxy-5-[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-6-[[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-19-one

Details

• Internal ID: 98b19828-54c8-4d52-aed4-658d2f43edd1
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (1R,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S,18S)-16-[(2S,3S,4S,5R,6S)-3,4-dihydroxy-5-[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-6-[[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-19-one
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC(=O)C6C5(CCC(C6)OC7C(C(C(C(O7)COC8C(C(C(CO8)O)O)O)OC9C(C(C(CO9)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(=O)[C@@H]6[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](CO8)O)O)O)O[C@@H]9[C@H]([C@@H]([C@H](CO9)O)O)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C43H68O17/c1-18-5-10-43(56-14-18)19(2)30-28(60-43)13-23-21-12-25(44)24-11-20(6-8-41(24,3)22(21)7-9-42(23,30)4)57-40-36(52)33(49)37(59-39-35(51)32(48)27(46)16-54-39)29(58-40)17-55-38-34(50)31(47)26(45)15-53-38/h18-24,26-40,45-52H,5-17H2,1-4H3/t18-,19+,20+,21-,22+,23+,24-,26+,27+,28+,29+,30+,31-,32-,33+,34+,35+,36+,37+,38-,39-,40+,41-,42+,43-/m1/s1
• InChI Key: FYSZWRUDGKDPLE-FPTZHVPXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₆₈O₁₇
• Molecular Weight: 857.00 g/mol
• Exact Mass: 856.44565070 g/mol
• Topological Polar Surface Area (TPSA): 253.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -0.28
• H-Bond Acceptor: 17
• 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	+	0.6347	63.47%
Caco-2	-	0.8838	88.38%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7546	75.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8748	87.48%
OATP1B3 inhibitior	+	0.9399	93.99%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8052	80.52%
P-glycoprotein inhibitior	+	0.7202	72.02%
P-glycoprotein substrate	+	0.5212	52.12%
CYP3A4 substrate	+	0.7519	75.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8431	84.31%
CYP3A4 inhibition	-	0.9408	94.08%
CYP2C9 inhibition	-	0.9263	92.63%
CYP2C19 inhibition	-	0.9042	90.42%
CYP2D6 inhibition	-	0.9592	95.92%
CYP1A2 inhibition	-	0.9335	93.35%
CYP2C8 inhibition	+	0.6436	64.36%
CYP inhibitory promiscuity	-	0.9683	96.83%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6298	62.98%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9117	91.17%
Skin irritation	-	0.6048	60.48%
Skin corrosion	-	0.9456	94.56%
Ames mutagenesis	-	0.7224	72.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7221	72.21%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9385	93.85%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8171	81.71%
Acute Oral Toxicity (c)	I	0.7810	78.10%
Estrogen receptor binding	+	0.8266	82.66%
Androgen receptor binding	+	0.6961	69.61%
Thyroid receptor binding	-	0.5930	59.30%
Glucocorticoid receptor binding	+	0.5667	56.67%
Aromatase binding	+	0.6447	64.47%
PPAR gamma	+	0.6929	69.29%
Honey bee toxicity	-	0.5785	57.85%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.8905	89.05%

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	98.43%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.09%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.74%	97.09%
CHEMBL1914	P06276	Butyrylcholinesterase	95.30%	95.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.19%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.14%	96.77%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	91.63%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.80%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	90.61%	92.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.56%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.44%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	89.33%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.45%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.41%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.16%	85.14%
CHEMBL2581	P07339	Cathepsin D	87.30%	98.95%
CHEMBL5957	P21589	5'-nucleotidase	86.93%	97.78%
CHEMBL325	Q13547	Histone deacetylase 1	86.87%	95.92%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.25%	92.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.13%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.94%	86.33%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	84.83%	95.58%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.40%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.26%	96.95%
CHEMBL1871	P10275	Androgen Receptor	81.64%	96.43%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.55%	96.90%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.56%	95.89%

Plants that contains it

• Allium chinense

Cross-Links

• PubChem: 162937067
• LOTUS: LTS0250334
• wikiData: Q105004702