(2S,3R,4S,5S)-2-(((3S,8R,9S,10R,13S,14S,16S,17S)-3,17-Dihydroxy-10,13-dimethyl-17-((S)-6-methyl-3-oxoheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-16-yl)oxy)-5-hydroxy-4-(((2S,3R,4S,5R)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-3-yl acetate

Details

• Internal ID: a9f349f7-840c-40bf-b671-674535b7bc2d
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(2S,3R,4S,5S)-2-[[(3S,8R,9S,10R,13S,14S,16S,17S)-3,17-dihydroxy-10,13-dimethyl-17-[(2S)-6-methyl-3-oxoheptan-2-yl]-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-16-yl]oxy]-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl] acetate
• SMILES (Canonical): CC(C)CCC(=O)C(C)C1(C(CC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)OC5C(C(C(CO5)O)OC6C(C(C(CO6)O)O)O)OC(=O)C)O
• SMILES (Isomeric): C[C@H](C(=O)CCC(C)C)[C@]1([C@H](C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C)O[C@H]5[C@@H]([C@H]([C@H](CO5)O)O[C@H]6[C@@H]([C@H]([C@@H](CO6)O)O)O)OC(=O)C)O
• InChI: InChI=1S/C39H62O13/c1-19(2)7-10-27(42)20(3)39(47)30(16-26-24-9-8-22-15-23(41)11-13-37(22,5)25(24)12-14-38(26,39)6)51-36-34(50-21(4)40)33(29(44)18-49-36)52-35-32(46)31(45)28(43)17-48-35/h8,19-20,23-26,28-36,41,43-47H,7,9-18H2,1-6H3/t20-,23+,24-,25+,26+,28-,29+,30+,31+,32-,33+,34-,35+,36+,37+,38+,39-/m1/s1
• InChI Key: TYVXGSWWXXDXOL-YPKJXABQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₂O₁₃
• Molecular Weight: 738.90 g/mol
• Exact Mass: 738.41904203 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.15
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8382	83.82%
Caco-2	-	0.8815	88.15%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8719	87.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8597	85.97%
OATP1B3 inhibitior	+	0.8119	81.19%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.7853	78.53%
P-glycoprotein inhibitior	+	0.7565	75.65%
P-glycoprotein substrate	+	0.7302	73.02%
CYP3A4 substrate	+	0.7555	75.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8904	89.04%
CYP3A4 inhibition	-	0.9147	91.47%
CYP2C9 inhibition	-	0.8556	85.56%
CYP2C19 inhibition	-	0.9287	92.87%
CYP2D6 inhibition	-	0.9479	94.79%
CYP1A2 inhibition	-	0.9271	92.71%
CYP2C8 inhibition	+	0.7199	71.99%
CYP inhibitory promiscuity	-	0.9608	96.08%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5814	58.14%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9186	91.86%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.6078	60.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.6817	68.17%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5074	50.74%
skin sensitisation	-	0.9008	90.08%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7671	76.71%
Acute Oral Toxicity (c)	III	0.6057	60.57%
Estrogen receptor binding	+	0.7861	78.61%
Androgen receptor binding	+	0.7454	74.54%
Thyroid receptor binding	-	0.6146	61.46%
Glucocorticoid receptor binding	+	0.6554	65.54%
Aromatase binding	+	0.6666	66.66%
PPAR gamma	+	0.6928	69.28%
Honey bee toxicity	-	0.6271	62.71%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5545	55.45%
Fish aquatic toxicity	+	0.9794	97.94%

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	99.40%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.52%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.99%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.57%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.18%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.60%	82.69%
CHEMBL226	P30542	Adenosine A1 receptor	91.52%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.51%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.20%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.30%	89.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	87.67%	95.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.49%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	87.07%	91.19%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.86%	93.56%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.50%	89.05%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.94%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.94%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.11%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	82.55%	92.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.47%	91.24%
CHEMBL5028	O14672	ADAM10	82.06%	97.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.72%	90.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.30%	92.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.72%	96.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.68%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.62%	91.07%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.56%	94.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.34%	86.33%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.31%	92.88%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.14%	95.89%

Plants that contains it

• Ornithogalum saundersiae

Cross-Links

• PubChem: 53249153
• LOTUS: LTS0212246
• wikiData: Q105267770