Aspafilioside A

Details

• Internal ID: 3b86b1da-f066-4ebc-b602-3145ec27feb0
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4S,5R)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'S,6R,7S,8R,9S,12S,13S,16S,18R)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(CO8)O)O)O)O)O)C)C)C)OC1
• SMILES (Isomeric): C[C@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC[C@H]6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C38H62O12/c1-18-7-12-38(46-16-18)19(2)28-26(50-38)14-24-22-6-5-20-13-21(8-10-36(20,3)23(22)9-11-37(24,28)4)47-35-32(44)30(42)33(27(15-39)48-35)49-34-31(43)29(41)25(40)17-45-34/h18-35,39-44H,5-17H2,1-4H3/t18-,19-,20+,21-,22+,23-,24-,25+,26-,27+,28-,29-,30+,31+,32+,33+,34-,35+,36-,37-,38+/m0/s1
• InChI Key: SQWCZHHKSPFEOI-BEUBIVDWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₂O₁₂
• Molecular Weight: 710.90 g/mol
• Exact Mass: 710.42412741 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.08
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

• 72947-73-0
• C38H62O12
• C38-H62-O12
• CHEMBL400899
• AKOS040750601

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5246	52.46%
Caco-2	-	0.8784	87.84%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6174	61.74%
OATP2B1 inhibitior	-	0.7300	73.00%
OATP1B1 inhibitior	+	0.9291	92.91%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.7499	74.99%
P-glycoprotein inhibitior	+	0.6962	69.62%
P-glycoprotein substrate	-	0.6288	62.88%
CYP3A4 substrate	+	0.7484	74.84%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8164	81.64%
CYP3A4 inhibition	-	0.9473	94.73%
CYP2C9 inhibition	-	0.9215	92.15%
CYP2C19 inhibition	-	0.8997	89.97%
CYP2D6 inhibition	-	0.9561	95.61%
CYP1A2 inhibition	-	0.9215	92.15%
CYP2C8 inhibition	+	0.6032	60.32%
CYP inhibitory promiscuity	-	0.9616	96.16%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6223	62.23%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9167	91.67%
Skin irritation	-	0.6555	65.55%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.7224	72.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.6809	68.09%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.9375	93.75%
skin sensitisation	-	0.9420	94.20%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8404	84.04%
Acute Oral Toxicity (c)	I	0.8185	81.85%
Estrogen receptor binding	+	0.7324	73.24%
Androgen receptor binding	+	0.6402	64.02%
Thyroid receptor binding	-	0.6377	63.77%
Glucocorticoid receptor binding	-	0.5324	53.24%
Aromatase binding	+	0.6402	64.02%
PPAR gamma	+	0.6352	63.52%
Honey bee toxicity	-	0.5215	52.15%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.7523	75.23%

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	98.12%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.95%	91.11%
CHEMBL233	P35372	Mu opioid receptor	95.81%	97.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.65%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.19%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.16%	97.25%
CHEMBL237	P41145	Kappa opioid receptor	92.63%	98.10%
CHEMBL226	P30542	Adenosine A1 receptor	91.05%	95.93%
CHEMBL204	P00734	Thrombin	91.04%	96.01%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.02%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.92%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.98%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.43%	96.77%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.81%	89.05%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	88.07%	92.86%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.36%	95.58%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.97%	92.94%
CHEMBL5255	O00206	Toll-like receptor 4	86.64%	92.50%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	86.09%	97.86%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.08%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.37%	95.89%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.37%	97.29%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.98%	97.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.22%	96.21%
CHEMBL206	P03372	Estrogen receptor alpha	82.51%	97.64%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	81.96%	97.31%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	81.90%	98.99%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.48%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.44%	89.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.09%	100.00%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.02%	95.36%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.90%	95.89%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.04%	80.33%

Plants that contains it

• Asparagus filicinus
• Asparagus officinalis

Cross-Links

• PubChem: 44445743
• NPASS: NPC250393
• LOTUS: LTS0044259
• wikiData: Q104399700