Trilloside A

Details

• Internal ID: 573c0459-5d64-47cd-9c79-47defe88ab28
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: 2-[4-hydroxy-6-(hydroxymethyl)-2-(5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl)oxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C)OC1
• SMILES (Isomeric): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C45H72O17/c1-19-8-13-45(55-18-19)20(2)30-27(62-45)15-26-24-7-6-22-14-23(9-11-43(22,4)25(24)10-12-44(26,30)5)57-42-39(61-40-35(52)33(50)31(48)21(3)56-40)37(54)38(29(17-47)59-42)60-41-36(53)34(51)32(49)28(16-46)58-41/h6,19-21,23-42,46-54H,7-18H2,1-5H3
• InChI Key: OLAMGHNQGZIWHZ-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₂O₁₇
• Molecular Weight: 885.00 g/mol
• Exact Mass: 884.47695082 g/mol
• Topological Polar Surface Area (TPSA): 256.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.21
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

• AKOS037515088
• FT-0775737

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7196	71.96%
Caco-2	-	0.8895	88.95%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7739	77.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8936	89.36%
OATP1B3 inhibitior	+	0.8663	86.63%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8901	89.01%
P-glycoprotein inhibitior	+	0.7200	72.00%
P-glycoprotein substrate	-	0.5428	54.28%
CYP3A4 substrate	+	0.7451	74.51%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9460	94.60%
CYP2C9 inhibition	-	0.9118	91.18%
CYP2C19 inhibition	-	0.9113	91.13%
CYP2D6 inhibition	-	0.9360	93.60%
CYP1A2 inhibition	-	0.8848	88.48%
CYP2C8 inhibition	+	0.7519	75.19%
CYP inhibitory promiscuity	-	0.8774	87.74%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5291	52.91%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9140	91.40%
Skin irritation	-	0.5662	56.62%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	1.0000	100.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7960	79.60%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	1.0000	100.00%
skin sensitisation	-	0.9240	92.40%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8355	83.55%
Acute Oral Toxicity (c)	III	0.4459	44.59%
Estrogen receptor binding	+	0.8529	85.29%
Androgen receptor binding	+	0.7215	72.15%
Thyroid receptor binding	-	0.5757	57.57%
Glucocorticoid receptor binding	-	0.4636	46.36%
Aromatase binding	+	0.6741	67.41%
PPAR gamma	+	0.7332	73.32%
Honey bee toxicity	-	0.5623	56.23%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9442	94.42%

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	98.72%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.28%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.07%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.65%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.56%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.14%	89.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	90.89%	89.05%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.25%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.62%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.79%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.46%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.73%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.24%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	85.99%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.84%	95.50%
CHEMBL237	P41145	Kappa opioid receptor	85.01%	98.10%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.56%	100.00%
CHEMBL1914	P06276	Butyrylcholinesterase	83.46%	95.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.00%	93.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.50%	94.00%
CHEMBL2581	P07339	Cathepsin D	81.83%	98.95%
CHEMBL332	P03956	Matrix metalloproteinase-1	81.82%	94.50%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.44%	97.50%
CHEMBL3401	O75469	Pregnane X receptor	80.01%	94.73%

Plants that contains it

• Allium nutans
• Allium vineale
• Balanites aegyptiaca
• Dioscorea villosa
• Ophiopogon planiscapus
• Paris polyphylla
• Rhapis humilis

Cross-Links

• PubChem: 4483040
• LOTUS: LTS0002626
• wikiData: Q105193869