thalicoside A2

Details

• Internal ID: 226529e0-eee6-4387-a604-e1bed96a1fc6
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(1S,3R,6S,7R,8R,11S,12S,14S,15R,16R)-14-hydroxy-15-[(2S,3S)-3-hydroxy-6-methylhept-5-en-2-yl]-7,12,16-trimethyl-6-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-7-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(C1C(CC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)COC6C(C(C(C(O6)CO)O)O)O)OC7C(C(C(CO7)O)O)O)C)C)O)C(CC=C(C)C)O
• SMILES (Isomeric): C[C@@H]([C@H]1[C@H](C[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H]([C@@]5(C)CO[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O[C@H]7[C@@H]([C@H]([C@H](CO7)O)O)O)C)C)O)[C@H](CC=C(C)C)O
• InChI: InChI=1S/C41H68O13/c1-20(2)7-8-22(43)21(3)29-23(44)15-39(6)27-10-9-26-37(4,19-52-36-34(50)32(48)31(47)25(16-42)53-36)28(54-35-33(49)30(46)24(45)17-51-35)11-12-40(26)18-41(27,40)14-13-38(29,39)5/h7,21-36,42-50H,8-19H2,1-6H3/t21-,22+,23+,24+,25-,26+,27+,28+,29+,30+,31-,32+,33-,34-,35+,36-,37+,38-,39+,40-,41+/m1/s1
• InChI Key: DQRIDXWUXLELEC-DLHBQLSASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₈O₁₃
• Molecular Weight: 769.00 g/mol
• Exact Mass: 768.46599222 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 1.37
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 10

Synonyms

• CHEMBL446322

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7085	70.85%
Caco-2	-	0.8641	86.41%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6679	66.79%
OATP2B1 inhibitior	-	0.8643	86.43%
OATP1B1 inhibitior	+	0.8454	84.54%
OATP1B3 inhibitior	+	0.8745	87.45%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.5213	52.13%
P-glycoprotein inhibitior	+	0.7714	77.14%
P-glycoprotein substrate	-	0.5143	51.43%
CYP3A4 substrate	+	0.7036	70.36%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9467	94.67%
CYP2C9 inhibition	-	0.7323	73.23%
CYP2C19 inhibition	-	0.8607	86.07%
CYP2D6 inhibition	-	0.9323	93.23%
CYP1A2 inhibition	-	0.8744	87.44%
CYP2C8 inhibition	+	0.6547	65.47%
CYP inhibitory promiscuity	-	0.9324	93.24%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6658	66.58%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9106	91.06%
Skin irritation	-	0.6323	63.23%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7823	78.23%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.8084	80.84%
skin sensitisation	-	0.8775	87.75%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8842	88.42%
Acute Oral Toxicity (c)	I	0.5875	58.75%
Estrogen receptor binding	+	0.6911	69.11%
Androgen receptor binding	+	0.7411	74.11%
Thyroid receptor binding	-	0.5607	56.07%
Glucocorticoid receptor binding	+	0.5997	59.97%
Aromatase binding	+	0.6421	64.21%
PPAR gamma	+	0.6904	69.04%
Honey bee toxicity	-	0.7087	70.87%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9269	92.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.81%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.04%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.95%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.44%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.57%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	92.21%	95.93%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.65%	91.24%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.62%	85.14%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.68%	95.58%
CHEMBL2581	P07339	Cathepsin D	90.42%	98.95%
CHEMBL2094128	P24941	Cyclin-dependent kinase 2/cyclin A	90.09%	97.25%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	89.94%	92.88%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.55%	96.61%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.97%	98.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.65%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.22%	95.89%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.19%	92.86%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.27%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	86.03%	94.75%
CHEMBL284	P27487	Dipeptidyl peptidase IV	85.96%	95.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.57%	89.00%
CHEMBL237	P41145	Kappa opioid receptor	84.49%	98.10%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.25%	82.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.72%	92.62%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.61%	95.83%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.83%	100.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.53%	83.57%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.25%	97.14%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.24%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.34%	95.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.90%	100.00%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	80.09%	99.00%

Plants that contains it

• Thalictrum minus

Cross-Links

• PubChem: 21606556
• LOTUS: LTS0027588
• wikiData: Q104987095