(2R,3R,4S,5S,6R)-2-[(2S)-4-[(1R,2S,4S,6R,7S,8R,9S,12S,13S,16S,18R)-16-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: addee324-6900-45c4-9bab-e317d198b59d
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(2S)-4-[(1R,2S,4S,6R,7S,8R,9S,12S,13S,16S,18R)-16-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CCC5C4(CCC(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)COC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)O)O)O)O)C)C)OC1(CCC(C)COC1C(C(C(C(O1)CO)O)O)O)OC
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC[C@H]5[C@@]4(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)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]([C@H](O9)CO)O)O)O)O)O)O)O)C)C)O[C@@]1(CC[C@H](C)CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)OC
• InChI: InChI=1S/C57H96O28/c1-22(19-75-51-44(70)39(65)37(63)31(16-58)79-51)8-13-57(74-5)23(2)35-30(85-57)15-28-26-7-6-24-14-25(9-11-55(24,3)27(26)10-12-56(28,35)4)78-52-46(72)41(67)48(33(18-60)81-52)83-54-47(73)42(68)49(84-53-45(71)40(66)38(64)32(17-59)80-53)34(82-54)21-77-50-43(69)36(62)29(61)20-76-50/h22-54,58-73H,6-21H2,1-5H3/t22-,23-,24+,25-,26+,27-,28-,29+,30-,31+,32+,33+,34+,35-,36-,37+,38-,39-,40-,41+,42+,43+,44+,45+,46+,47+,48+,49+,50-,51+,52+,53-,54-,55-,56-,57+/m0/s1
• InChI Key: JUHXIAKSNIRJQZ-IXJARORBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₉₆O₂₈
• Molecular Weight: 1229.40 g/mol
• Exact Mass: 1228.60881240 g/mol
• Topological Polar Surface Area (TPSA): 434.00 Ų
• XlogP: -3.00
• Atomic LogP (AlogP): -4.84
• H-Bond Acceptor: 28
• H-Bond Donor: 16
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5474	54.74%
Caco-2	-	0.8753	87.53%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5940	59.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8793	87.93%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.7329	73.29%
P-glycoprotein inhibitior	+	0.7423	74.23%
P-glycoprotein substrate	+	0.6482	64.82%
CYP3A4 substrate	+	0.7547	75.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8203	82.03%
CYP3A4 inhibition	-	0.9587	95.87%
CYP2C9 inhibition	-	0.9121	91.21%
CYP2C19 inhibition	-	0.8946	89.46%
CYP2D6 inhibition	-	0.9538	95.38%
CYP1A2 inhibition	-	0.9208	92.08%
CYP2C8 inhibition	+	0.6812	68.12%
CYP inhibitory promiscuity	-	0.9656	96.56%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6210	62.10%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9007	90.07%
Skin irritation	-	0.6918	69.18%
Skin corrosion	-	0.9513	95.13%
Ames mutagenesis	-	0.7278	72.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.8302	83.02%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.9010	90.10%
skin sensitisation	-	0.9353	93.53%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.9477	94.77%
Acute Oral Toxicity (c)	I	0.6939	69.39%
Estrogen receptor binding	+	0.8563	85.63%
Androgen receptor binding	+	0.6932	69.32%
Thyroid receptor binding	+	0.5399	53.99%
Glucocorticoid receptor binding	+	0.6440	64.40%
Aromatase binding	+	0.6543	65.43%
PPAR gamma	+	0.7788	77.88%
Honey bee toxicity	-	0.5725	57.25%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	-	0.3911	39.11%

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	98.62%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.05%	91.11%
CHEMBL204	P00734	Thrombin	96.11%	96.01%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.97%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.57%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	95.55%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.10%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.10%	94.45%
CHEMBL237	P41145	Kappa opioid receptor	93.98%	98.10%
CHEMBL4581	P52732	Kinesin-like protein 1	93.50%	93.18%
CHEMBL233	P35372	Mu opioid receptor	93.34%	97.93%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	92.26%	92.86%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.20%	89.05%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	90.62%	97.29%
CHEMBL1871	P10275	Androgen Receptor	90.18%	96.43%
CHEMBL2996	Q05655	Protein kinase C delta	90.18%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.86%	100.00%
CHEMBL220	P22303	Acetylcholinesterase	89.65%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.35%	96.77%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	88.64%	95.36%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.49%	96.21%
CHEMBL4302	P08183	P-glycoprotein 1	88.06%	92.98%
CHEMBL2094135	Q96BI3	Gamma-secretase	87.87%	98.05%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.73%	96.47%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.34%	92.94%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.28%	95.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.06%	100.00%
CHEMBL2360	P00492	Hypoxanthine-guanine phosphoribosyltransferase	84.75%	87.38%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	84.72%	95.58%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	83.86%	92.38%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	83.80%	97.86%
CHEMBL5255	O00206	Toll-like receptor 4	83.16%	92.50%
CHEMBL4662	P28074	Proteasome Macropain subunit MB1	82.98%	93.85%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.91%	95.89%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	82.76%	92.32%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.71%	95.89%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	82.36%	98.46%
CHEMBL3820	P35557	Hexokinase type IV	82.33%	91.96%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.95%	82.38%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.85%	92.88%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.65%	97.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.62%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.74%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.15%	92.62%
CHEMBL206	P03372	Estrogen receptor alpha	80.01%	97.64%

Plants that contains it

• Asparagus filicinus

Cross-Links

• PubChem: 101688665
• LOTUS: LTS0198275
• wikiData: Q105135244