Wilfoside K1N

Details

• Internal ID: f3d01a0a-465e-4500-bd76-3edf2c8a65d8
• 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,5R,6R)-5-[(2S,4S,5R,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-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] (E)-3-phenylprop-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)O)C)OC(=O)C=CC9=CC=CC=C9)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@@](CC[C@@]8([C@@]7(CC=C6C5)O)O)(C(=O)C)O)C)OC(=O)/C=C/C9=CC=CC=C9)C)C)C)C)OC)O
• InChI: InChI=1S/C58H86O19/c1-31-50(61)39(65-8)26-47(69-31)75-52-33(3)71-49(28-41(52)67-10)77-53-34(4)72-48(29-42(53)68-11)76-51-32(2)70-46(27-40(51)66-9)73-38-20-21-54(6)37(25-38)19-22-57(63)43(54)30-44(74-45(60)18-17-36-15-13-12-14-16-36)55(7)56(62,35(5)59)23-24-58(55,57)64/h12-19,31-34,38-44,46-53,61-64H,20-30H2,1-11H3/b18-17+/t31-,32+,33+,34-,38-,39+,40-,41-,42-,43+,44+,46-,47-,48-,49-,50-,51+,52+,53+,54-,55+,56+,57-,58+/m0/s1
• InChI Key: WXYGKQHQSYONAN-SEVDRDMJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₈₆O₁₉
• Molecular Weight: 1087.30 g/mol
• Exact Mass: 1086.57633051 g/mol
• Topological Polar Surface Area (TPSA): 235.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 5.24
• H-Bond Acceptor: 19
• H-Bond Donor: 4
• Rotatable Bonds: 16

Synonyms

• SCHEMBL15491847
• DTXSID201317464

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9136	91.36%
Caco-2	-	0.8624	86.24%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7085	70.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8488	84.88%
OATP1B3 inhibitior	+	0.9122	91.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7874	78.74%
BSEP inhibitior	+	0.9878	98.78%
P-glycoprotein inhibitior	+	0.7472	74.72%
P-glycoprotein substrate	+	0.7318	73.18%
CYP3A4 substrate	+	0.7393	73.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8927	89.27%
CYP3A4 inhibition	-	0.7482	74.82%
CYP2C9 inhibition	-	0.8927	89.27%
CYP2C19 inhibition	-	0.9044	90.44%
CYP2D6 inhibition	-	0.9288	92.88%
CYP1A2 inhibition	-	0.8304	83.04%
CYP2C8 inhibition	+	0.7754	77.54%
CYP inhibitory promiscuity	-	0.9574	95.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5356	53.56%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.8999	89.99%
Skin irritation	-	0.5164	51.64%
Skin corrosion	-	0.9256	92.56%
Ames mutagenesis	-	0.7470	74.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7683	76.83%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.5666	56.66%
skin sensitisation	-	0.8713	87.13%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.9210	92.10%
Acute Oral Toxicity (c)	II	0.4595	45.95%
Estrogen receptor binding	+	0.7580	75.80%
Androgen receptor binding	+	0.7734	77.34%
Thyroid receptor binding	+	0.6702	67.02%
Glucocorticoid receptor binding	+	0.7987	79.87%
Aromatase binding	+	0.6444	64.44%
PPAR gamma	+	0.8250	82.50%
Honey bee toxicity	-	0.6446	64.46%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9830	98.30%

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	98.12%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.64%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.60%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.34%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.09%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.45%	96.00%
CHEMBL4040	P28482	MAP kinase ERK2	93.18%	83.82%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	91.41%	94.08%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.87%	91.07%
CHEMBL2581	P07339	Cathepsin D	89.66%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.57%	94.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.43%	95.50%
CHEMBL5028	O14672	ADAM10	89.18%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.59%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.85%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.68%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.07%	99.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.60%	100.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.48%	97.33%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.04%	83.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.87%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.68%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	81.85%	95.93%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.26%	93.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.03%	95.89%

Plants that contains it

• Cynanchum wilfordii
• Flemingia prostrata
• Mesembryanthemum tortuosum

Cross-Links

• PubChem: 21633053
• NPASS: NPC151775
• LOTUS: LTS0048632
• wikiData: Q105321965