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

Details

• Internal ID: b48d4d89-5b57-4380-afc7-744b3b3ad343
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2S,3R,4S,5R)-2-[(2R,3S,6R)-1-hydroxy-2-methyl-6-[(3S,5S,6R,8R,9S,10R,13R,14S,15S,17R)-3,6,15-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]heptan-3-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC(CCC(C(C)CO)OC1C(C(C(CO1)O)O)O)C2CC(C3C2(CCC4C3CC(C5C4(CCC(C5)O)C)O)C)O
• SMILES (Isomeric): C[C@H](CC[C@@H]([C@H](C)CO)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)[C@H]2C[C@@H]([C@@H]3[C@@]2(CC[C@H]4[C@H]3C[C@H]([C@@H]5[C@@]4(CC[C@@H](C5)O)C)O)C)O
• InChI: InChI=1S/C32H56O9/c1-16(5-6-26(17(2)14-33)41-30-29(39)28(38)25(37)15-40-30)21-13-24(36)27-19-12-23(35)22-11-18(34)7-9-31(22,3)20(19)8-10-32(21,27)4/h16-30,33-39H,5-15H2,1-4H3/t16-,17-,18+,19-,20+,21-,22-,23-,24+,25-,26+,27-,28+,29-,30+,31-,32-/m1/s1
• InChI Key: ULWMRGFEBOVBLY-CXSQBIEJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₆O₉
• Molecular Weight: 584.80 g/mol
• Exact Mass: 584.39243336 g/mol
• Topological Polar Surface Area (TPSA): 160.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5108	51.08%
Caco-2	-	0.8526	85.26%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5747	57.47%
OATP2B1 inhibitior	-	0.5790	57.90%
OATP1B1 inhibitior	+	0.8488	84.88%
OATP1B3 inhibitior	+	0.9293	92.93%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.8074	80.74%
P-glycoprotein inhibitior	-	0.4401	44.01%
P-glycoprotein substrate	+	0.5898	58.98%
CYP3A4 substrate	+	0.7386	73.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8203	82.03%
CYP3A4 inhibition	-	0.9293	92.93%
CYP2C9 inhibition	-	0.9008	90.08%
CYP2C19 inhibition	-	0.8599	85.99%
CYP2D6 inhibition	-	0.9624	96.24%
CYP1A2 inhibition	-	0.8796	87.96%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9632	96.32%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7189	71.89%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9279	92.79%
Skin irritation	-	0.6610	66.10%
Skin corrosion	-	0.9561	95.61%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3721	37.21%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6086	60.86%
skin sensitisation	-	0.9418	94.18%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8303	83.03%
Acute Oral Toxicity (c)	I	0.6569	65.69%
Estrogen receptor binding	+	0.6064	60.64%
Androgen receptor binding	+	0.6445	64.45%
Thyroid receptor binding	-	0.5764	57.64%
Glucocorticoid receptor binding	-	0.4689	46.89%
Aromatase binding	+	0.6207	62.07%
PPAR gamma	+	0.5917	59.17%
Honey bee toxicity	-	0.6347	63.47%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.7472	74.72%

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	97.52%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.62%	97.25%
CHEMBL204	P00734	Thrombin	96.40%	96.01%
CHEMBL237	P41145	Kappa opioid receptor	96.25%	98.10%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.99%	96.61%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	95.48%	95.58%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.13%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.82%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	90.52%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.97%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.59%	82.69%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.43%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.39%	94.45%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.18%	89.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.88%	100.00%
CHEMBL233	P35372	Mu opioid receptor	86.76%	97.93%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	86.36%	95.36%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	85.65%	97.31%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.49%	92.88%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	85.24%	92.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.70%	95.89%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	84.07%	97.47%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.82%	96.47%
CHEMBL2581	P07339	Cathepsin D	83.22%	98.95%
CHEMBL4581	P52732	Kinesin-like protein 1	82.82%	93.18%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.16%	97.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.01%	90.71%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.42%	85.31%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.38%	92.62%

Plants that contains it

• Tridax trilobata

Cross-Links

• PubChem: 162846943
• LOTUS: LTS0062913
• wikiData: Q105019501