(2R,3R,4R,5S,6R)-2-[[(3S,4R,5S)-3,4-dihydroxy-5-[(1R,2S,4S,5'R,6R,7S,8R,9S,10S,12S,13R,16S)-5',7,9,13-tetramethyl-10-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxyoxolan-3-yl]methoxy]-6-methyloxane-3,4,5-triol

Details

• Internal ID: 770815fb-cc35-497d-8f4d-ef9eae77cf6f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2R,3R,4R,5S,6R)-2-[[(3S,4R,5S)-3,4-dihydroxy-5-[(1R,2S,4S,5'R,6R,7S,8R,9S,10S,12S,13R,16S)-5',7,9,13-tetramethyl-10-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxyoxolan-3-yl]methoxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(C(CC5C4CC=C6C5(CCC(C6)OC7C(C(CO7)(COC8C(C(C(C(O8)C)O)O)O)O)O)C)OC9C(C(C(C(O9)CO)O)O)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([C@H](C[C@H]5[C@H]4CC=C6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@](CO7)(CO[C@H]8[C@@H]([C@@H]([C@@H]([C@H](O8)C)O)O)O)O)O)C)O[C@H]9[C@@H]([C@H]([C@H]([C@H](O9)CO)O)O)O)C)C)OC1
• InChI: InChI=1S/C44H70O17/c1-19-8-11-44(56-16-19)20(2)30-27(61-44)13-26-24-7-6-22-12-23(58-40-37(52)43(53,18-55-40)17-54-38-35(50)33(48)31(46)21(3)57-38)9-10-41(22,4)25(24)14-29(42(26,30)5)60-39-36(51)34(49)32(47)28(15-45)59-39/h6,19-21,23-40,45-53H,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: NKULFBWOYXRMIP-PTIKRHNJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₇₀O₁₇
• Molecular Weight: 871.00 g/mol
• Exact Mass: 870.46130076 g/mol
• Topological Polar Surface Area (TPSA): 256.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.17
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• Rotatable Bonds: 8

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	-	0.8860	88.60%
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	+	0.8593	85.93%
OATP1B3 inhibitior	+	0.8994	89.94%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8645	86.45%
P-glycoprotein inhibitior	+	0.7330	73.30%
P-glycoprotein substrate	+	0.6622	66.22%
CYP3A4 substrate	+	0.7430	74.30%
CYP2C9 substrate	-	0.7915	79.15%
CYP2D6 substrate	-	0.8348	83.48%
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	+	0.8243	82.43%
CYP inhibitory promiscuity	-	0.9302	93.02%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5116	51.16%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9135	91.35%
Skin irritation	+	0.4929	49.29%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.7424	74.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.8095	80.95%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.9214	92.14%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6174	61.74%
Acute Oral Toxicity (c)	I	0.5904	59.04%
Estrogen receptor binding	+	0.8298	82.98%
Androgen receptor binding	+	0.7370	73.70%
Thyroid receptor binding	-	0.5558	55.58%
Glucocorticoid receptor binding	+	0.6321	63.21%
Aromatase binding	+	0.6725	67.25%
PPAR gamma	+	0.7633	76.33%
Honey bee toxicity	-	0.6067	60.67%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
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	97.70%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.61%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.91%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.16%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.34%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.54%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.66%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.47%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	90.01%	89.05%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	89.79%	94.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.26%	94.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.87%	94.45%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.12%	94.08%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.67%	91.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.14%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.62%	95.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.34%	97.28%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.77%	96.90%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.65%	92.86%
CHEMBL2581	P07339	Cathepsin D	81.78%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.68%	97.36%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.55%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.18%	94.00%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	81.03%	98.99%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.01%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.62%	92.62%
CHEMBL5028	O14672	ADAM10	80.55%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.40%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21626522
• LOTUS: LTS0048631
• wikiData: Q105181145