Wilfoside F

Details

• Internal ID: 544639f6-981a-4724-88d0-23a51a6458a0
• 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] (E)-3,4-dimethylpent-2-enoate
• 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)C=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]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)/C=C(\C)/C(C)C)C)C)C)C)C)OC)O
• InChI: InChI=1S/C62H100O22/c1-30(2)31(3)22-47(65)80-46-29-45-58(10)18-17-39(23-38(58)16-19-61(45,68)62(69)21-20-60(67,37(9)63)59(46,62)11)79-48-24-40(64)54(33(5)75-48)81-50-26-42(71-13)56(34(6)76-50)83-52-28-44(73-15)57(36(8)78-52)84-51-27-43(72-14)55(35(7)77-51)82-49-25-41(70-12)53(66)32(4)74-49/h16,22,30,32-36,39-46,48-57,64,66-69H,17-21,23-29H2,1-15H3/b31-22+/t32-,33+,34+,35+,36-,39-,40-,41+,42+,43-,44+,45+,46+,48-,49-,50-,51-,52-,53-,54+,55+,56+,57-,58-,59+,60+,61-,62+/m0/s1
• InChI Key: IIBLKIXLYUOCQN-KRZKCPRISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₂H₁₀₀O₂₂
• Molecular Weight: 1197.40 g/mol
• Exact Mass: 1196.67062481 g/mol
• Topological Polar Surface Area (TPSA): 274.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 5.01
• H-Bond Acceptor: 22
• H-Bond Donor: 5
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9146	91.46%
Caco-2	-	0.8630	86.30%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7749	77.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8467	84.67%
OATP1B3 inhibitior	+	0.8893	88.93%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6603	66.03%
BSEP inhibitior	+	0.9830	98.30%
P-glycoprotein inhibitior	+	0.7467	74.67%
P-glycoprotein substrate	+	0.7798	77.98%
CYP3A4 substrate	+	0.7415	74.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9028	90.28%
CYP3A4 inhibition	-	0.7993	79.93%
CYP2C9 inhibition	-	0.8444	84.44%
CYP2C19 inhibition	-	0.9028	90.28%
CYP2D6 inhibition	-	0.9394	93.94%
CYP1A2 inhibition	-	0.8847	88.47%
CYP2C8 inhibition	+	0.6508	65.08%
CYP inhibitory promiscuity	-	0.9638	96.38%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5558	55.58%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.8991	89.91%
Skin irritation	+	0.4944	49.44%
Skin corrosion	-	0.9205	92.05%
Ames mutagenesis	-	0.5824	58.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7552	75.52%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8443	84.43%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.9047	90.47%
Acute Oral Toxicity (c)	I	0.2970	29.70%
Estrogen receptor binding	+	0.7836	78.36%
Androgen receptor binding	+	0.7683	76.83%
Thyroid receptor binding	+	0.6608	66.08%
Glucocorticoid receptor binding	+	0.7990	79.90%
Aromatase binding	+	0.7091	70.91%
PPAR gamma	+	0.8320	83.20%
Honey bee toxicity	-	0.5673	56.73%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9711	97.11%

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	98.58%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.49%	91.11%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	94.08%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.61%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.94%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.68%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.51%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.87%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.02%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.82%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.27%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.10%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.79%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.76%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.66%	96.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.43%	89.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.28%	96.47%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.89%	97.14%
CHEMBL255	P29275	Adenosine A2b receptor	85.57%	98.59%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.98%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.75%	95.50%
CHEMBL226	P30542	Adenosine A1 receptor	84.64%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.42%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.84%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.89%	96.77%
CHEMBL5028	O14672	ADAM10	80.63%	97.50%

Plants that contains it

• Cynanchum wilfordii
• Flemingia prostrata
• Mesembryanthemum tortuosum

Cross-Links

• PubChem: 102165353
• NPASS: NPC110634
• LOTUS: LTS0104872
• wikiData: Q105113367