Wilfoside B

Details

• Internal ID: f52f1aa3-1ab7-4f35-9a97-f6a589199be9
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(1S)-1-[(3S,8S,9R,10R,12R,13R,14R,17S)-8,14,17-trihydroxy-3-[(2R,4S,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-12-[(E)-3-phenylprop-2-enoyl]oxy-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-17-yl]ethyl] 3-methylbutanoate
• SMILES (Canonical): CC1C(C(CC(O1)OC2C(OC(CC2O)OC3CCC4(C5CC(C6(C(CCC6(C5(CC=C4C3)O)O)(C(C)OC(=O)CC(C)C)O)C)OC(=O)C=CC7=CC=CC=C7)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]2O)O[C@H]3CC[C@@]4([C@H]5C[C@H]([C@@]6([C@@](CC[C@@]6([C@@]5(CC=C4C3)O)O)([C@H](C)OC(=O)CC(C)C)O)C)OC(=O)/C=C/C7=CC=CC=C7)C)C)OC)O
• InChI: InChI=1S/C48H70O14/c1-27(2)22-39(51)59-30(5)46(53)20-21-48(55)45(46,7)37(61-38(50)15-14-31-12-10-9-11-13-31)26-36-44(6)18-17-33(23-32(44)16-19-47(36,48)54)60-40-24-34(49)43(29(4)58-40)62-41-25-35(56-8)42(52)28(3)57-41/h9-16,27-30,33-37,40-43,49,52-55H,17-26H2,1-8H3/b15-14+/t28-,29-,30+,33+,34+,35-,36-,37-,40+,41+,42-,43-,44+,45-,46-,47+,48-/m1/s1
• InChI Key: ADMBNTBVGLWGFH-UCTQXOLKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₀O₁₄
• Molecular Weight: 871.10 g/mol
• Exact Mass: 870.47655690 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.90
• H-Bond Acceptor: 14
• H-Bond Donor: 5
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9221	92.21%
Caco-2	-	0.8670	86.70%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7510	75.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8175	81.75%
OATP1B3 inhibitior	+	0.8272	82.72%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7782	77.82%
BSEP inhibitior	+	0.9890	98.90%
P-glycoprotein inhibitior	+	0.7584	75.84%
P-glycoprotein substrate	+	0.7913	79.13%
CYP3A4 substrate	+	0.7391	73.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8910	89.10%
CYP3A4 inhibition	-	0.5439	54.39%
CYP2C9 inhibition	-	0.7971	79.71%
CYP2C19 inhibition	-	0.8546	85.46%
CYP2D6 inhibition	-	0.9205	92.05%
CYP1A2 inhibition	-	0.8628	86.28%
CYP2C8 inhibition	+	0.7661	76.61%
CYP inhibitory promiscuity	-	0.9123	91.23%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5842	58.42%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9069	90.69%
Skin irritation	-	0.5507	55.07%
Skin corrosion	-	0.9325	93.25%
Ames mutagenesis	-	0.6370	63.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7760	77.60%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8656	86.56%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.9492	94.92%
Acute Oral Toxicity (c)	I	0.4203	42.03%
Estrogen receptor binding	+	0.8036	80.36%
Androgen receptor binding	+	0.7656	76.56%
Thyroid receptor binding	+	0.5901	59.01%
Glucocorticoid receptor binding	+	0.7578	75.78%
Aromatase binding	+	0.5451	54.51%
PPAR gamma	+	0.7780	77.80%
Honey bee toxicity	-	0.6464	64.64%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6645	66.45%
Fish aquatic toxicity	+	0.9886	98.86%

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	98.87%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.57%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.43%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.28%	96.00%
CHEMBL226	P30542	Adenosine A1 receptor	96.16%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.75%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.86%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.47%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.77%	85.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	93.08%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.58%	97.09%
CHEMBL5028	O14672	ADAM10	91.38%	97.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.99%	96.47%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.81%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	90.42%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.03%	100.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.16%	94.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.33%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.75%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.15%	92.62%
CHEMBL4040	P28482	MAP kinase ERK2	84.14%	83.82%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.54%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.46%	95.89%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	82.79%	95.00%
CHEMBL4302	P08183	P-glycoprotein 1	82.05%	92.98%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.75%	93.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.66%	97.33%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.63%	94.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.62%	93.56%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.60%	89.67%

Plants that contains it

• Cynanchum wilfordii
• Flemingia prostrata
• Mesembryanthemum tortuosum

Cross-Links

• PubChem: 102165349
• NPASS: NPC140805
• LOTUS: LTS0158188
• wikiData: Q104909673