[(1S,3R,8S,9S,10R,13S,14S,17R)-3-[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[[(2R,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy]oxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-17-[(1S,4R,5S,7S)-4-hydroxy-4,5-dimethyl-3-oxo-2-oxabicyclo[3.2.1]octan-7-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: 966f227c-72be-4f42-bb0a-4b86a433f050
• 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)-6-[[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[[(2R,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy]oxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-17-[(1S,4R,5S,7S)-4-hydroxy-4,5-dimethyl-3-oxo-2-oxabicyclo[3.2.1]octan-7-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(CC5OC(=O)C6(C)O)C)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)OCC9C(C(C(C(O9)O)O)O)O)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[C@@H]5OC(=O)[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)OC[C@@H]9[C@H]([C@@H]([C@H]([C@@H](O9)O)O)O)O)O)O)O
• InChI: InChI=1S/C48H74O21/c1-19(50)64-31-13-21(12-20-6-7-22-24-8-9-25(46(24,3)11-10-26(22)47(20,31)4)23-14-45(2)15-27(23)69-44(60)48(45,5)61)65-42-39(58)36(55)34(53)30(68-42)18-63-43-40(37(56)32(51)28(16-49)67-43)62-17-29-33(52)35(54)38(57)41(59)66-29/h6,21-43,49,51-59,61H,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: AQPSOLHFSWFJEV-BUNYEOOYSA-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: -0.80
• 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	+	0.7819	78.19%
Caco-2	-	0.8801	88.01%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8511	85.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8381	83.81%
OATP1B3 inhibitior	+	0.8505	85.05%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7526	75.26%
BSEP inhibitior	+	0.9519	95.19%
P-glycoprotein inhibitior	+	0.7454	74.54%
P-glycoprotein substrate	+	0.6056	60.56%
CYP3A4 substrate	+	0.7632	76.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8885	88.85%
CYP3A4 inhibition	-	0.9286	92.86%
CYP2C9 inhibition	-	0.8709	87.09%
CYP2C19 inhibition	-	0.9074	90.74%
CYP2D6 inhibition	-	0.9525	95.25%
CYP1A2 inhibition	-	0.8817	88.17%
CYP2C8 inhibition	+	0.7241	72.41%
CYP inhibitory promiscuity	-	0.9287	92.87%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6328	63.28%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9060	90.60%
Skin irritation	-	0.5792	57.92%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.6970	69.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8453	84.53%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.9256	92.56%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5268	52.68%
Acute Oral Toxicity (c)	I	0.5714	57.14%
Estrogen receptor binding	+	0.8505	85.05%
Androgen receptor binding	+	0.7449	74.49%
Thyroid receptor binding	+	0.5378	53.78%
Glucocorticoid receptor binding	+	0.7363	73.63%
Aromatase binding	+	0.6161	61.61%
PPAR gamma	+	0.8161	81.61%
Honey bee toxicity	-	0.6451	64.51%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9762	97.62%

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	98.05%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.76%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.60%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	95.49%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	95.42%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.90%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.90%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.36%	85.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	90.84%	93.04%
CHEMBL5255	O00206	Toll-like receptor 4	90.60%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.85%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.90%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.33%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	84.95%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.57%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.94%	97.25%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.21%	94.33%
CHEMBL5028	O14672	ADAM10	82.92%	97.50%
CHEMBL1871	P10275	Androgen Receptor	81.98%	96.43%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.42%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.32%	96.95%
CHEMBL2581	P07339	Cathepsin D	81.24%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.31%	92.62%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.15%	90.08%

Plants that contains it

• Tubocapsicum anomalum

Cross-Links

• PubChem: 162896789
• LOTUS: LTS0244222
• wikiData: Q104916990