[(3S,8S,9R,10R,12R,13S,14R,17R)-17-acetyl-8,14-dihydroxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,4S,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-12-yl] (E)-3,4-dimethylpent-2-enoate

Details

• Internal ID: ae985f86-2ed7-4f69-831d-f5843253de63
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3S,8S,9R,10R,12R,13S,14R,17R)-17-acetyl-8,14-dihydroxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,4S,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-12-yl] (E)-3,4-dimethylpent-2-enoate
• SMILES (Canonical): CC1C(C(CC(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4C(OC(CC4OC)OC5CCC6(C7CC(C8(C(CCC8(C7(CC=C6C5)O)O)C(=O)C)C)OC(=O)C=C(C)C(C)C)C)C)C)C)OC)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@H]2OC)O[C@@H]3[C@H](O[C@H](C[C@@H]3OC)O[C@@H]4[C@H](O[C@H](C[C@@H]4OC)O[C@H]5CC[C@@]6([C@H]7C[C@H]([C@@]8([C@@H](CC[C@@]8([C@@]7(CC=C6C5)O)O)C(=O)C)C)OC(=O)/C=C(\C)/C(C)C)C)C)C)C)OC)O
• InChI: InChI=1S/C56H90O18/c1-28(2)29(3)21-44(58)71-43-27-42-53(9)18-16-36(22-35(53)15-19-55(42,60)56(61)20-17-37(30(4)57)54(43,56)10)70-45-24-39(63-12)50(32(6)67-45)73-47-26-41(65-14)52(34(8)69-47)74-48-25-40(64-13)51(33(7)68-48)72-46-23-38(62-11)49(59)31(5)66-46/h15,21,28,31-34,36-43,45-52,59-61H,16-20,22-27H2,1-14H3/b29-21+/t31-,32-,33-,34-,36+,37+,38+,39+,40-,41+,42-,43-,45+,46+,47+,48+,49-,50-,51-,52-,53+,54+,55+,56-/m1/s1
• InChI Key: FKENLMKIJFNLBM-QWVWEAHXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₉₀O₁₈
• Molecular Weight: 1051.30 g/mol
• Exact Mass: 1050.61271602 g/mol
• Topological Polar Surface Area (TPSA): 215.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 6.01
• H-Bond Acceptor: 18
• H-Bond Donor: 3
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9551	95.51%
Caco-2	-	0.8651	86.51%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8181	81.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8480	84.80%
OATP1B3 inhibitior	+	0.8829	88.29%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6603	66.03%
BSEP inhibitior	+	0.9881	98.81%
P-glycoprotein inhibitior	+	0.7511	75.11%
P-glycoprotein substrate	+	0.7680	76.80%
CYP3A4 substrate	+	0.7297	72.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9028	90.28%
CYP3A4 inhibition	-	0.7771	77.71%
CYP2C9 inhibition	-	0.8330	83.30%
CYP2C19 inhibition	-	0.8915	89.15%
CYP2D6 inhibition	-	0.9471	94.71%
CYP1A2 inhibition	-	0.8269	82.69%
CYP2C8 inhibition	+	0.6466	64.66%
CYP inhibitory promiscuity	-	0.9710	97.10%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5256	52.56%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9016	90.16%
Skin irritation	+	0.5209	52.09%
Skin corrosion	-	0.9217	92.17%
Ames mutagenesis	-	0.7324	73.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7685	76.85%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5926	59.26%
skin sensitisation	-	0.8374	83.74%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8428	84.28%
Acute Oral Toxicity (c)	I	0.3960	39.60%
Estrogen receptor binding	+	0.8389	83.89%
Androgen receptor binding	+	0.7555	75.55%
Thyroid receptor binding	+	0.6247	62.47%
Glucocorticoid receptor binding	+	0.8181	81.81%
Aromatase binding	+	0.6990	69.90%
PPAR gamma	+	0.8370	83.70%
Honey bee toxicity	-	0.5959	59.59%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6145	61.45%
Fish aquatic toxicity	+	0.9763	97.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.75%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.29%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.16%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.00%	100.00%
CHEMBL2581	P07339	Cathepsin D	93.61%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.91%	91.07%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.65%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.32%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.38%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.40%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.00%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.79%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	87.10%	95.93%
CHEMBL255	P29275	Adenosine A2b receptor	86.30%	98.59%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.62%	97.09%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.53%	89.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.45%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.24%	86.33%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.76%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.58%	97.14%
CHEMBL5028	O14672	ADAM10	83.71%	97.50%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.25%	95.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.85%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.12%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	81.55%	91.19%
CHEMBL4208	P20618	Proteasome component C5	80.07%	90.00%

Plants that contains it

• Orthosia guilleminiana

Cross-Links

• PubChem: 10373867
• LOTUS: LTS0160738
• wikiData: Q104996562