[(3R,8R,9R,10R,12R,13S,14S,17S)-17-acetyl-8,14,17-trihydroxy-3-[(2R,4R,5S,6R)-4-hydroxy-5-[(2S,4R,5S,6R)-4-hydroxy-5-[(2S,4R,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-4-methoxy-6-methyl-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] acetate

Details

• Internal ID: f7f8257b-c4aa-4c63-a2c9-2ded4224041f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3R,8R,9R,10R,12R,13S,14S,17S)-17-acetyl-8,14,17-trihydroxy-3-[(2R,4R,5S,6R)-4-hydroxy-5-[(2S,4R,5S,6R)-4-hydroxy-5-[(2S,4R,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-4-methoxy-6-methyl-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] acetate
• SMILES (Canonical): CC1C(C(CC(O1)OC2CCC3(C4CC(C5(C(CCC5(C4(CC=C3C2)O)O)(C(=O)C)O)C)OC(=O)C)C)O)OC6CC(C(C(O6)C)OC7CC(C(C(O7)C)OC8CC(C(C(O8)C)OC9C(C(C(C(O9)CO)O)O)O)OC)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H](C[C@@H](O1)O[C@@H]2CC[C@@]3([C@H]4C[C@H]([C@@]5([C@@](CC[C@]5([C@]4(CC=C3C2)O)O)(C(=O)C)O)C)OC(=O)C)C)O)O[C@H]6C[C@H]([C@@H]([C@H](O6)C)O[C@H]7C[C@H]([C@@H]([C@H](O7)C)O[C@H]8C[C@H]([C@@H]([C@H](O8)C)O[C@@H]9[C@H]([C@@H]([C@H]([C@@H](O9)CO)O)O)O)OC)O)O
• InChI: InChI=1S/C54H86O24/c1-23-45(31(58)17-38(68-23)73-30-11-12-50(7)29(16-30)10-13-53(65)36(50)21-37(72-28(6)57)51(8)52(64,27(5)56)14-15-54(51,53)66)75-39-18-32(59)46(24(2)69-39)76-40-19-33(60)47(25(3)70-40)77-41-20-34(67-9)48(26(4)71-41)78-49-44(63)43(62)42(61)35(22-55)74-49/h10,23-26,30-49,55,58-66H,11-22H2,1-9H3/t23-,24-,25-,26-,30-,31-,32-,33-,34-,35+,36-,37-,38+,39+,40+,41+,42+,43-,44+,45-,46-,47-,48-,49-,50+,51-,52-,53-,54+/m1/s1
• InChI Key: BXJSGQKOWHLZGA-WMSIZOBXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₆O₂₄
• Molecular Weight: 1119.20 g/mol
• Exact Mass: 1118.55090361 g/mol
• Topological Polar Surface Area (TPSA): 347.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -0.60
• H-Bond Acceptor: 24
• H-Bond Donor: 10
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8203	82.03%
Caco-2	-	0.8685	86.85%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8142	81.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8373	83.73%
OATP1B3 inhibitior	+	0.8977	89.77%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6553	65.53%
BSEP inhibitior	+	0.9443	94.43%
P-glycoprotein inhibitior	+	0.7464	74.64%
P-glycoprotein substrate	+	0.6859	68.59%
CYP3A4 substrate	+	0.7433	74.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8921	89.21%
CYP3A4 inhibition	-	0.8616	86.16%
CYP2C9 inhibition	-	0.9127	91.27%
CYP2C19 inhibition	-	0.9401	94.01%
CYP2D6 inhibition	-	0.9540	95.40%
CYP1A2 inhibition	-	0.9162	91.62%
CYP2C8 inhibition	+	0.6486	64.86%
CYP inhibitory promiscuity	-	0.9614	96.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5884	58.84%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9005	90.05%
Skin irritation	+	0.5519	55.19%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.5870	58.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7868	78.68%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.7348	73.48%
skin sensitisation	-	0.9309	93.09%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8656	86.56%
Acute Oral Toxicity (c)	I	0.4167	41.67%
Estrogen receptor binding	+	0.8050	80.50%
Androgen receptor binding	+	0.7650	76.50%
Thyroid receptor binding	+	0.6453	64.53%
Glucocorticoid receptor binding	+	0.7870	78.70%
Aromatase binding	+	0.7099	70.99%
PPAR gamma	+	0.8382	83.82%
Honey bee toxicity	-	0.6041	60.41%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9263	92.63%

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	98.98%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.35%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.66%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.57%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.51%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.33%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.58%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.04%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.13%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.87%	92.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.39%	97.25%
CHEMBL220	P22303	Acetylcholinesterase	86.55%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.29%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	85.79%	92.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.73%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.60%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	83.92%	95.93%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.37%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.29%	91.07%
CHEMBL5028	O14672	ADAM10	81.97%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.79%	94.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.62%	95.56%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.66%	97.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.45%	95.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.22%	95.50%

Plants that contains it

• Asclepias incarnata

Cross-Links

• PubChem: 162901348
• LOTUS: LTS0047615
• wikiData: Q104948035