Agroastragaloside III

Details

• Internal ID: 82dc367e-84d3-4af1-bca3-f721fe08f24f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: [(2S,3R,4S,5R)-3-acetyloxy-5-hydroxy-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-14-hydroxy-7,7,12,16-tetramethyl-15-[(2R,5S)-2-methyl-5-[2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]oxolan-2-yl]-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxan-4-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(COC(C1OC(=O)C)OC2CCC34CC35CCC6(C(C(CC6(C5CC(C4C2(C)C)OC7C(C(C(C(O7)CO)O)O)O)C)O)C8(CCC(O8)C(C)(C)OC9C(C(C(C(O9)CO)O)O)O)C)C)O
• SMILES (Isomeric): CC(=O)O[C@H]1[C@@H](CO[C@H]([C@@H]1OC(=O)C)O[C@H]2CC[C@]34C[C@]35CC[C@@]6([C@H]([C@H](C[C@]6([C@@H]5C[C@@H]([C@H]4C2(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)O)[C@]8(CC[C@H](O8)C(C)(C)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)C)C)O
• InChI: InChI=1S/C51H82O21/c1-22(54)65-38-25(57)20-64-44(39(38)66-23(2)55)70-30-11-13-51-21-50(51)15-14-47(7)40(49(9)12-10-31(71-49)46(5,6)72-43-37(63)35(61)33(59)28(19-53)69-43)24(56)17-48(47,8)29(50)16-26(41(51)45(30,3)4)67-42-36(62)34(60)32(58)27(18-52)68-42/h24-44,52-53,56-63H,10-21H2,1-9H3/t24-,25+,26-,27+,28+,29-,30-,31-,32+,33+,34-,35-,36+,37+,38-,39+,40-,41-,42+,43-,44-,47+,48-,49+,50-,51+/m0/s1
• InChI Key: HOCJNIQHRKBJPF-ZJAHRDLLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₂O₂₁
• Molecular Weight: 1031.20 g/mol
• Exact Mass: 1030.53485962 g/mol
• Topological Polar Surface Area (TPSA): 320.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): -0.31
• H-Bond Acceptor: 21
• H-Bond Donor: 10
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6958	69.58%
Caco-2	-	0.8775	87.75%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7771	77.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8112	81.12%
OATP1B3 inhibitior	+	0.9416	94.16%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7287	72.87%
BSEP inhibitior	+	0.8162	81.62%
P-glycoprotein inhibitior	+	0.7544	75.44%
P-glycoprotein substrate	+	0.5484	54.84%
CYP3A4 substrate	+	0.7442	74.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8780	87.80%
CYP3A4 inhibition	-	0.7216	72.16%
CYP2C9 inhibition	-	0.7822	78.22%
CYP2C19 inhibition	-	0.8524	85.24%
CYP2D6 inhibition	-	0.9466	94.66%
CYP1A2 inhibition	-	0.9082	90.82%
CYP2C8 inhibition	+	0.7110	71.10%
CYP inhibitory promiscuity	-	0.9558	95.58%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6430	64.30%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9014	90.14%
Skin irritation	-	0.7028	70.28%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.5970	59.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7755	77.55%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5834	58.34%
skin sensitisation	-	0.9164	91.64%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8819	88.19%
Acute Oral Toxicity (c)	I	0.6455	64.55%
Estrogen receptor binding	+	0.7719	77.19%
Androgen receptor binding	+	0.7554	75.54%
Thyroid receptor binding	+	0.5180	51.80%
Glucocorticoid receptor binding	+	0.7640	76.40%
Aromatase binding	+	0.6521	65.21%
PPAR gamma	+	0.8042	80.42%
Honey bee toxicity	-	0.6007	60.07%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9297	92.97%

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	98.68%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.32%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.12%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.36%	96.61%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.95%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.77%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.27%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.09%	91.24%
CHEMBL259	P32245	Melanocortin receptor 4	90.88%	95.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.59%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	88.48%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.73%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.23%	91.19%
CHEMBL5255	O00206	Toll-like receptor 4	86.15%	92.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.00%	97.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.79%	96.77%
CHEMBL2581	P07339	Cathepsin D	85.76%	98.95%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	85.68%	82.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.26%	95.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.08%	98.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.79%	91.07%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.67%	96.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.65%	100.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.67%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.14%	100.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.76%	94.62%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.36%	97.28%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.29%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.99%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.89%	91.03%
CHEMBL237	P41145	Kappa opioid receptor	80.77%	98.10%

Plants that contains it

• Astragalus mongholicus
• Astragalus trimestris

Cross-Links

• PubChem: 101919088
• NPASS: NPC111376
• LOTUS: LTS0104235
• wikiData: Q105031181