[(1S,3R,8S,9S,10R,13S,14S,17R)-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-17-[(1R,4R,6R,8R)-8-hydroxy-4,8-dimethyl-3-oxo-2-oxabicyclo[2.2.2]octan-6-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-yl] acetate

Details

• Internal ID: e7faafdc-31f8-4852-b008-81f4082c3cd3
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(1S,3R,8S,9S,10R,13S,14S,17R)-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-17-[(1R,4R,6R,8R)-8-hydroxy-4,8-dimethyl-3-oxo-2-oxabicyclo[2.2.2]octan-6-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-yl] acetate
• SMILES (Canonical): CC(=O)OC1CC(CC2=CCC3C4CCC(C4(CCC3C12C)C)C5CC6(C(=O)OC5CC6(C)O)C)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)OC9C(C(C(C(O9)CO)O)O)O
• SMILES (Isomeric): CC(=O)O[C@H]1C[C@@H](CC2=CC[C@H]3[C@@H]4CC[C@@H]([C@]4(CC[C@@H]3[C@@]12C)C)[C@H]5C[C@]6(C(=O)O[C@@H]5C[C@@]6(C)O)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O
• InChI: InChI=1S/C48H74O21/c1-19(51)63-31-13-21(12-20-6-7-22-24-8-9-25(45(24,2)11-10-26(22)48(20,31)5)23-14-46(3)44(60)68-27(23)15-47(46,4)61)64-43-40(69-42-39(59)36(56)33(53)29(17-50)66-42)37(57)34(54)30(67-43)18-62-41-38(58)35(55)32(52)28(16-49)65-41/h6,21-43,49-50,52-59,61H,7-18H2,1-5H3/t21-,22+,23-,24+,25-,26+,27-,28-,29-,30-,31+,32-,33-,34-,35+,36+,37+,38-,39-,40-,41-,42+,43-,45+,46+,47-,48+/m1/s1
• InChI Key: AZLQKWPTIDXAQQ-OZPFQNTASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₄O₂₁
• Molecular Weight: 987.10 g/mol
• Exact Mass: 986.47225936 g/mol
• Topological Polar Surface Area (TPSA): 331.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.97
• H-Bond Acceptor: 21
• H-Bond Donor: 11
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8094	80.94%
Caco-2	-	0.8847	88.47%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8562	85.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8492	84.92%
OATP1B3 inhibitior	+	0.8804	88.04%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7776	77.76%
BSEP inhibitior	+	0.9080	90.80%
P-glycoprotein inhibitior	+	0.7456	74.56%
P-glycoprotein substrate	+	0.5693	56.93%
CYP3A4 substrate	+	0.7622	76.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8923	89.23%
CYP3A4 inhibition	-	0.8798	87.98%
CYP2C9 inhibition	-	0.9217	92.17%
CYP2C19 inhibition	-	0.9423	94.23%
CYP2D6 inhibition	-	0.9527	95.27%
CYP1A2 inhibition	-	0.9319	93.19%
CYP2C8 inhibition	+	0.7077	70.77%
CYP inhibitory promiscuity	-	0.9569	95.69%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5928	59.28%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9083	90.83%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	-	0.7570	75.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7390	73.90%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.9332	93.32%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5171	51.71%
Acute Oral Toxicity (c)	I	0.6908	69.08%
Estrogen receptor binding	+	0.8474	84.74%
Androgen receptor binding	+	0.7552	75.52%
Thyroid receptor binding	-	0.5159	51.59%
Glucocorticoid receptor binding	+	0.7075	70.75%
Aromatase binding	+	0.6189	61.89%
PPAR gamma	+	0.8061	80.61%
Honey bee toxicity	-	0.6276	62.76%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9600	96.00%

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	98.23%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.56%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.32%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.39%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.56%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.26%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.63%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	92.17%	93.04%
CHEMBL5255	O00206	Toll-like receptor 4	91.86%	92.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.94%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.61%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	87.33%	94.75%
CHEMBL226	P30542	Adenosine A1 receptor	87.09%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.21%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.88%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.38%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.16%	95.89%
CHEMBL1871	P10275	Androgen Receptor	83.73%	96.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.59%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.20%	94.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.50%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.29%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.97%	99.17%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.83%	90.08%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.58%	96.95%
CHEMBL5028	O14672	ADAM10	80.36%	97.50%

Plants that contains it

• Tubocapsicum anomalum

Cross-Links

• PubChem: 163024113
• LOTUS: LTS0104194
• wikiData: Q104921781