(2S,3R,4R,5S,6S)-2-[(2R,3R,4S,5S,6R)-4-hydroxy-6-(hydroxymethyl)-2-[(5'R,9S,13R,16S)-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-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: f4283710-d1d3-494f-8a70-8d7e2437f52b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5S,6S)-2-[(2R,3R,4S,5S,6R)-4-hydroxy-6-(hydroxymethyl)-2-[(5'R,9S,13R,16S)-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-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-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)CO)OC8C(C(C(CO8)O)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C)OC1
• SMILES (Isomeric): C[C@@H]1CCC2(C(C3C(O2)CC4[C@@]3(CCC5C4CC=C6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O)O[C@H]9[C@@H]([C@@H]([C@@H]([C@@H](O9)C)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C44H70O16/c1-19-8-13-44(54-17-19)20(2)30-28(60-44)15-26-24-7-6-22-14-23(9-11-42(22,4)25(24)10-12-43(26,30)5)56-41-38(59-40-35(51)33(49)31(47)21(3)55-40)36(52)37(29(16-45)57-41)58-39-34(50)32(48)27(46)18-53-39/h6,19-21,23-41,45-52H,7-18H2,1-5H3/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?/m1/s1
• InChI Key: HSOMTBUZSIVDQK-PGDLNZRLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₇₀O₁₆
• Molecular Weight: 855.00 g/mol
• Exact Mass: 854.46638614 g/mol
• Topological Polar Surface Area (TPSA): 236.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.85
• H-Bond Acceptor: 16
• 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	+	0.7571	75.71%
Caco-2	-	0.8896	88.96%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7376	73.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8905	89.05%
OATP1B3 inhibitior	+	0.8994	89.94%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9123	91.23%
P-glycoprotein inhibitior	+	0.7188	71.88%
P-glycoprotein substrate	+	0.5452	54.52%
CYP3A4 substrate	+	0.7520	75.20%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9268	92.68%
CYP2C9 inhibition	-	0.9182	91.82%
CYP2C19 inhibition	-	0.9234	92.34%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	-	0.9102	91.02%
CYP2C8 inhibition	+	0.7651	76.51%
CYP inhibitory promiscuity	-	0.9302	93.02%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5116	51.16%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9152	91.52%
Skin irritation	+	0.4929	49.29%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7812	78.12%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.9875	98.75%
skin sensitisation	-	0.9214	92.14%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8812	88.12%
Acute Oral Toxicity (c)	I	0.5904	59.04%
Estrogen receptor binding	+	0.8577	85.77%
Androgen receptor binding	+	0.7144	71.44%
Thyroid receptor binding	-	0.5781	57.81%
Glucocorticoid receptor binding	-	0.5076	50.76%
Aromatase binding	+	0.6729	67.29%
PPAR gamma	+	0.7183	71.83%
Honey bee toxicity	-	0.5614	56.14%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9176	91.76%

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	98.83%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.62%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	98.29%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.89%	97.09%
CHEMBL1914	P06276	Butyrylcholinesterase	93.44%	95.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.03%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.03%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.00%	89.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.75%	89.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.62%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.51%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.41%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.37%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.34%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.24%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	84.35%	92.50%
CHEMBL2581	P07339	Cathepsin D	83.76%	98.95%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.75%	100.00%
CHEMBL325	Q13547	Histone deacetylase 1	83.57%	95.92%
CHEMBL233	P35372	Mu opioid receptor	83.56%	97.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.46%	94.00%
CHEMBL332	P03956	Matrix metalloproteinase-1	81.65%	94.50%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.29%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.07%	92.62%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.73%	91.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.32%	92.94%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.09%	86.92%
CHEMBL5028	O14672	ADAM10	80.05%	97.50%

Plants that contains it

• Lilium lancifolium

Cross-Links

• PubChem: 24893696
• NPASS: NPC23991