Wilfoside E

Details

• Internal ID: f4b7e059-323b-4978-9345-100dc8477ae6
• 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,4R,5R,6R)-5-[(2S,4R,5S,6S)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5S,6S)-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-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] 4-hydroxybenzoate
• SMILES (Canonical): CC1C(C(CC(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4C(OC(CC4OC)OC5C(OC(CC5O)OC6CCC7(C8CC(C9(C(CCC9(C8(CC=C7C6)O)O)(C(=O)C)O)C)OC(=O)C1=CC=C(C=C1)O)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]5[C@H](O[C@H](C[C@@H]5O)O[C@H]6CC[C@@]7([C@H]8C[C@H]([C@@]9([C@@](CC[C@@]9([C@@]8(CC=C7C6)O)O)(C(=O)C)O)C)OC(=O)C1=CC=C(C=C1)O)C)C)C)C)C)OC)O
• InChI: InChI=1S/C62H94O23/c1-30-52(66)41(71-9)25-48(75-30)83-54-33(4)78-50(27-43(54)73-11)85-56-34(5)79-51(28-44(56)74-12)84-55-32(3)77-49(26-42(55)72-10)82-53-31(2)76-47(24-40(53)65)80-39-18-19-58(7)37(23-39)17-20-61(69)45(58)29-46(81-57(67)36-13-15-38(64)16-14-36)59(8)60(68,35(6)63)21-22-62(59,61)70/h13-17,30-34,39-56,64-66,68-70H,18-29H2,1-12H3/t30-,31+,32+,33+,34-,39-,40-,41+,42+,43-,44+,45+,46+,47-,48-,49-,50-,51-,52-,53+,54+,55+,56-,58-,59+,60+,61-,62+/m0/s1
• InChI Key: QZMHUGKKOAAXEQ-WOVJBFNJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₂H₉₄O₂₃
• Molecular Weight: 1207.40 g/mol
• Exact Mass: 1206.61858924 g/mol
• Topological Polar Surface Area (TPSA): 294.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 4.42
• H-Bond Acceptor: 23
• H-Bond Donor: 6
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9330	93.30%
Caco-2	-	0.8610	86.10%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6944	69.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8281	82.81%
OATP1B3 inhibitior	+	0.8935	89.35%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8342	83.42%
BSEP inhibitior	+	0.9874	98.74%
P-glycoprotein inhibitior	+	0.7452	74.52%
P-glycoprotein substrate	+	0.7992	79.92%
CYP3A4 substrate	+	0.7515	75.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8836	88.36%
CYP3A4 inhibition	-	0.7997	79.97%
CYP2C9 inhibition	-	0.8795	87.95%
CYP2C19 inhibition	-	0.8729	87.29%
CYP2D6 inhibition	-	0.9198	91.98%
CYP1A2 inhibition	-	0.7997	79.97%
CYP2C8 inhibition	+	0.7672	76.72%
CYP inhibitory promiscuity	-	0.9464	94.64%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5126	51.26%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.8983	89.83%
Skin irritation	-	0.5626	56.26%
Skin corrosion	-	0.9240	92.40%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7551	75.51%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.6039	60.39%
skin sensitisation	-	0.8655	86.55%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.8224	82.24%
Acute Oral Toxicity (c)	II	0.6137	61.37%
Estrogen receptor binding	+	0.7508	75.08%
Androgen receptor binding	+	0.7732	77.32%
Thyroid receptor binding	+	0.6620	66.20%
Glucocorticoid receptor binding	+	0.7943	79.43%
Aromatase binding	+	0.6937	69.37%
PPAR gamma	+	0.8234	82.34%
Honey bee toxicity	-	0.6444	64.44%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9883	98.83%

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	97.61%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.51%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.33%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.83%	100.00%
CHEMBL2581	P07339	Cathepsin D	92.98%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.89%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	92.52%	91.07%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.47%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.64%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.41%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.07%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.65%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	85.36%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.25%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.10%	97.14%
CHEMBL226	P30542	Adenosine A1 receptor	85.07%	95.93%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	84.67%	85.00%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	84.52%	97.31%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.38%	97.33%
CHEMBL340	P08684	Cytochrome P450 3A4	83.94%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.82%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	83.33%	91.49%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.39%	100.00%
CHEMBL4208	P20618	Proteasome component C5	81.39%	90.00%
CHEMBL206	P03372	Estrogen receptor alpha	80.86%	97.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.00%	95.56%

Plants that contains it

• Cynanchum wilfordii
• Flemingia prostrata
• Mesembryanthemum tortuosum

Cross-Links

• PubChem: 102165352
• NPASS: NPC148295
• LOTUS: LTS0095213
• wikiData: Q105232170