(2R,3R,4R,5R,6S)-2-[[(1R,3R,5S,8S,9S,10S,13S,14S,16S,17R)-3-hydroxy-17-[(2S,3S)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-1-yl]oxy]-6-methyloxane-3,4,5-triol

Details

• Internal ID: 556b8e60-8706-4cab-90ac-daa8329846ba
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2R,3R,4R,5R,6S)-2-[[(1R,3R,5S,8S,9S,10S,13S,14S,16S,17R)-3-hydroxy-17-[(2S,3S)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-1-yl]oxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CC(CC3C2(C4CCC5(C(C4CC3)CC(C5C(C)C(CCC(C)C)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2C[C@@H](C[C@H]3[C@]2([C@H]4CC[C@]5([C@H]([C@@H]4CC3)C[C@@H]([C@@H]5[C@H](C)[C@H](CCC(C)C)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)O)O)O)O
• InChI: InChI=1S/C39H68O13/c1-17(2)7-10-25(42)18(3)29-26(50-37-35(48)33(46)31(44)27(16-40)51-37)15-24-22-9-8-20-13-21(41)14-28(39(20,6)23(22)11-12-38(24,29)5)52-36-34(47)32(45)30(43)19(4)49-36/h17-37,40-48H,7-16H2,1-6H3/t18-,19+,20+,21-,22-,23+,24+,25+,26+,27-,28-,29+,30+,31-,32-,33+,34-,35-,36+,37-,38+,39+/m1/s1
• InChI Key: XWYZBVLUVOCIOL-PQKRKDDCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₈O₁₃
• Molecular Weight: 744.90 g/mol
• Exact Mass: 744.46599222 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 1.06
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5884	58.84%
Caco-2	-	0.8622	86.22%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6726	67.26%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.8797	87.97%
OATP1B3 inhibitior	+	0.8773	87.73%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.8635	86.35%
P-glycoprotein inhibitior	+	0.6754	67.54%
P-glycoprotein substrate	+	0.5144	51.44%
CYP3A4 substrate	+	0.7288	72.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8203	82.03%
CYP3A4 inhibition	-	0.9298	92.98%
CYP2C9 inhibition	-	0.8818	88.18%
CYP2C19 inhibition	-	0.9182	91.82%
CYP2D6 inhibition	-	0.9603	96.03%
CYP1A2 inhibition	-	0.8990	89.90%
CYP2C8 inhibition	+	0.6357	63.57%
CYP inhibitory promiscuity	-	0.9641	96.41%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6972	69.72%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9097	90.97%
Skin irritation	-	0.6596	65.96%
Skin corrosion	-	0.9529	95.29%
Ames mutagenesis	-	0.7644	76.44%
Human Ether-a-go-go-Related Gene inhibition	+	0.7491	74.91%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7017	70.17%
skin sensitisation	-	0.9346	93.46%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.9618	96.18%
Acute Oral Toxicity (c)	I	0.5752	57.52%
Estrogen receptor binding	+	0.6306	63.06%
Androgen receptor binding	+	0.6597	65.97%
Thyroid receptor binding	-	0.5811	58.11%
Glucocorticoid receptor binding	-	0.5140	51.40%
Aromatase binding	+	0.6328	63.28%
PPAR gamma	+	0.6448	64.48%
Honey bee toxicity	-	0.6478	64.78%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.8169	81.69%

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	98.54%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.17%	91.11%
CHEMBL237	P41145	Kappa opioid receptor	96.04%	98.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.11%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.00%	97.25%
CHEMBL2094135	Q96BI3	Gamma-secretase	95.00%	98.05%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.37%	97.36%
CHEMBL226	P30542	Adenosine A1 receptor	92.20%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.06%	95.89%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	91.43%	95.58%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	90.63%	99.00%
CHEMBL2581	P07339	Cathepsin D	87.97%	98.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.75%	100.00%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	87.47%	95.36%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.19%	100.00%
CHEMBL4073	P09237	Matrix metalloproteinase 7	86.91%	97.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.79%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.43%	86.33%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	84.30%	97.86%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.86%	91.24%
CHEMBL259	P32245	Melanocortin receptor 4	83.63%	95.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.34%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.33%	89.05%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	83.27%	97.34%
CHEMBL4581	P52732	Kinesin-like protein 1	82.52%	93.18%
CHEMBL2996	Q05655	Protein kinase C delta	82.51%	97.79%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.41%	97.14%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.99%	91.03%
CHEMBL221	P23219	Cyclooxygenase-1	81.50%	90.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.22%	92.86%
CHEMBL2094128	P24941	Cyclin-dependent kinase 2/cyclin A	81.14%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.95%	96.38%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.08%	97.33%

Plants that contains it

• Ornithogalum thyrsoides

Cross-Links

• PubChem: 44575747
• LOTUS: LTS0153194
• wikiData: Q105343881