[(3S,8S,9R,10R,12R,13S,14R,17S)-17-acetyl-8,14,17-trihydroxy-3-[(2R,4S,5S,6R)-4-hydroxy-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,3R,4R,5R,6R)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-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: 36f5f8d3-9b64-4754-856e-52f9e762616f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3S,8S,9R,10R,12R,13S,14R,17S)-17-acetyl-8,14,17-trihydroxy-3-[(2R,4S,5S,6R)-4-hydroxy-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,3R,4R,5R,6R)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-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)OC8C(C(C(C(O8)C)OC9C(C(C(C(O9)CO)O)O)O)OC)O)OC)OC
• 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]8[C@@H]([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)OC)OC
• InChI: InChI=1S/C56H90O25/c1-24-45(32(60)19-38(71-24)76-31-13-14-52(7)30(18-31)12-15-55(66)36(52)22-37(75-29(6)59)53(8)54(65,28(5)58)16-17-56(53,55)67)78-39-20-33(68-9)46(25(2)72-39)79-40-21-34(69-10)47(26(3)73-40)80-51-44(64)49(70-11)48(27(4)74-51)81-50-43(63)42(62)41(61)35(23-57)77-50/h12,24-27,31-51,57,60-67H,13-23H2,1-11H3/t24-,25-,26-,27-,31+,32+,33+,34-,35-,36-,37-,38+,39+,40+,41-,42+,43-,44-,45-,46-,47-,48-,49-,50+,51+,52+,53-,54-,55+,56-/m1/s1
• InChI Key: NYWHUHXPEHCMFY-PSPBGEBQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₉₀O₂₅
• Molecular Weight: 1163.30 g/mol
• Exact Mass: 1162.57711835 g/mol
• Topological Polar Surface Area (TPSA): 345.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -0.32
• H-Bond Acceptor: 25
• H-Bond Donor: 9
• Rotatable Bonds: 16

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	-	0.8651	86.51%
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	+	0.8332	83.32%
OATP1B3 inhibitior	+	0.8977	89.77%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6553	65.53%
BSEP inhibitior	+	0.9499	94.99%
P-glycoprotein inhibitior	+	0.7453	74.53%
P-glycoprotein substrate	+	0.7147	71.47%
CYP3A4 substrate	+	0.7471	74.71%
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	+	0.7014	70.14%
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	-	0.8990	89.90%
Skin irritation	+	0.5519	55.19%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.5970	59.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7849	78.49%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.7598	75.98%
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	-	0.8904	89.04%
Acute Oral Toxicity (c)	I	0.4167	41.67%
Estrogen receptor binding	+	0.7852	78.52%
Androgen receptor binding	+	0.7639	76.39%
Thyroid receptor binding	+	0.6475	64.75%
Glucocorticoid receptor binding	+	0.7963	79.63%
Aromatase binding	+	0.7290	72.90%
PPAR gamma	+	0.8349	83.49%
Honey bee toxicity	-	0.5974	59.74%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
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	99.10%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.95%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.11%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.59%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.50%	100.00%
CHEMBL2581	P07339	Cathepsin D	91.18%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.84%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.23%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.51%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.30%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.46%	92.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.46%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	86.50%	95.93%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.28%	96.00%
CHEMBL220	P22303	Acetylcholinesterase	84.44%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.33%	92.62%
CHEMBL5255	O00206	Toll-like receptor 4	82.72%	92.50%
CHEMBL5028	O14672	ADAM10	81.97%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.96%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.08%	95.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.66%	97.33%
CHEMBL2243	O00519	Anandamide amidohydrolase	80.48%	97.53%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.33%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.23%	91.07%

Plants that contains it

• Asclepias incarnata

Cross-Links

• PubChem: 10558228
• LOTUS: LTS0014258
• wikiData: Q105187743