Acetylastragaloside

Details

• Internal ID: 64fa386e-0e62-4426-8fc9-b7abb6a0e967
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: [(3R,4S,5R,6S)-4,5-diacetyloxy-6-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-14-hydroxy-15-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-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-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1COC(C(C1OC(=O)C)OC(=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)O)C)C
• SMILES (Isomeric): CC(=O)O[C@@H]1CO[C@H]([C@@H]([C@H]1OC(=O)C)OC(=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)C
• InChI: InChI=1S/C47H74O17/c1-22(49)58-28-20-57-40(36(60-24(3)51)35(28)59-23(2)50)63-30-12-14-47-21-46(47)16-15-43(8)37(45(10)13-11-31(64-45)42(6,7)56)25(52)18-44(43,9)29(46)17-26(38(47)41(30,4)5)61-39-34(55)33(54)32(53)27(19-48)62-39/h25-40,48,52-56H,11-21H2,1-10H3/t25-,26-,27+,28+,29-,30-,31-,32+,33-,34+,35-,36+,37-,38-,39+,40-,43+,44-,45+,46-,47+/m0/s1
• InChI Key: KWZSMZJAHIHRRT-OXLQADOBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₄O₁₇
• Molecular Weight: 911.10 g/mol
• Exact Mass: 910.49260089 g/mol
• Topological Polar Surface Area (TPSA): 246.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.44
• H-Bond Acceptor: 17
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

• 84687-47-8

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6958	69.58%
Caco-2	-	0.8729	87.29%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7771	77.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8089	80.89%
OATP1B3 inhibitior	+	0.9416	94.16%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7287	72.87%
BSEP inhibitior	+	0.9015	90.15%
P-glycoprotein inhibitior	+	0.7736	77.36%
P-glycoprotein substrate	+	0.5439	54.39%
CYP3A4 substrate	+	0.7459	74.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8835	88.35%
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	+	0.7112	71.12%
CYP inhibitory promiscuity	-	0.9558	95.58%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6430	64.30%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9037	90.37%
Skin irritation	-	0.7028	70.28%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6884	68.84%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.6675	66.75%
skin sensitisation	-	0.9164	91.64%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9162	91.62%
Acute Oral Toxicity (c)	I	0.6455	64.55%
Estrogen receptor binding	+	0.7650	76.50%
Androgen receptor binding	+	0.7459	74.59%
Thyroid receptor binding	-	0.5427	54.27%
Glucocorticoid receptor binding	+	0.7722	77.22%
Aromatase binding	+	0.6657	66.57%
PPAR gamma	+	0.8106	81.06%
Honey bee toxicity	-	0.5937	59.37%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.71%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.60%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.02%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	94.28%	96.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	93.91%	83.57%
CHEMBL220	P22303	Acetylcholinesterase	93.64%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.64%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.98%	96.21%
CHEMBL204	P00734	Thrombin	91.07%	96.01%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.90%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.44%	89.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.35%	91.24%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.95%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.70%	86.33%
CHEMBL259	P32245	Melanocortin receptor 4	87.33%	95.38%
CHEMBL2581	P07339	Cathepsin D	86.84%	98.95%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.69%	82.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.53%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.30%	91.19%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.05%	96.77%
CHEMBL5255	O00206	Toll-like receptor 4	85.39%	92.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	84.98%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.53%	85.14%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.93%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.86%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.15%	92.62%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.34%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	81.25%	95.93%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.05%	97.14%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.91%	95.71%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.71%	98.75%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.36%	97.28%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.32%	95.89%
CHEMBL237	P41145	Kappa opioid receptor	80.30%	98.10%

Plants that contains it

• Astragalus mongholicus
• Astragalus trimestris

Cross-Links

• PubChem: 101665834
• NPASS: NPC267535
• LOTUS: LTS0125118
• wikiData: Q105147235