Agroastragaloside IV

Details

• Internal ID: b6755c8e-3715-4ade-9424-762c79046dca
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: [(2S,3R,4S,5R)-4,5-dihydroxy-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-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(C(COC1OC2CCC34CC35CCC6(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)O
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@H]([C@@H](CO[C@H]1O[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)O
• InChI: InChI=1S/C49H80O20/c1-21(52)63-37-30(55)23(54)19-62-42(37)67-28-10-12-49-20-48(49)14-13-45(6)38(47(8)11-9-29(68-47)44(4,5)69-41-36(61)34(59)32(57)26(18-51)66-41)22(53)16-46(45,7)27(48)15-24(39(49)43(28,2)3)64-40-35(60)33(58)31(56)25(17-50)65-40/h22-42,50-51,53-61H,9-20H2,1-8H3/t22-,23+,24-,25+,26+,27-,28-,29-,30-,31+,32+,33-,34-,35+,36+,37+,38-,39-,40+,41-,42-,45+,46-,47+,48-,49+/m0/s1
• InChI Key: FAAGMERMCVQDJE-ISGBEJLTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₈₀O₂₀
• Molecular Weight: 989.10 g/mol
• Exact Mass: 988.52429494 g/mol
• Topological Polar Surface Area (TPSA): 313.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -0.88
• H-Bond Acceptor: 20
• H-Bond Donor: 11
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7317	73.17%
Caco-2	-	0.8833	88.33%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7562	75.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8161	81.61%
OATP1B3 inhibitior	+	0.9373	93.73%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7037	70.37%
BSEP inhibitior	+	0.6950	69.50%
P-glycoprotein inhibitior	+	0.7529	75.29%
P-glycoprotein substrate	+	0.5687	56.87%
CYP3A4 substrate	+	0.7426	74.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8780	87.80%
CYP3A4 inhibition	-	0.8287	82.87%
CYP2C9 inhibition	-	0.7944	79.44%
CYP2C19 inhibition	-	0.8434	84.34%
CYP2D6 inhibition	-	0.9423	94.23%
CYP1A2 inhibition	-	0.9013	90.13%
CYP2C8 inhibition	+	0.7096	70.96%
CYP inhibitory promiscuity	-	0.9446	94.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6529	65.29%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9027	90.27%
Skin irritation	-	0.7042	70.42%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	-	0.5770	57.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7828	78.28%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5709	57.09%
skin sensitisation	-	0.9104	91.04%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.9418	94.18%
Acute Oral Toxicity (c)	I	0.6348	63.48%
Estrogen receptor binding	+	0.7535	75.35%
Androgen receptor binding	+	0.7545	75.45%
Thyroid receptor binding	-	0.5314	53.14%
Glucocorticoid receptor binding	+	0.7226	72.26%
Aromatase binding	+	0.6402	64.02%
PPAR gamma	+	0.7888	78.88%
Honey bee toxicity	-	0.6083	60.83%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9017	90.17%

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	98.83%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.35%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.00%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.26%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.10%	96.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.80%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.46%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.71%	96.77%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.76%	91.24%
CHEMBL259	P32245	Melanocortin receptor 4	89.64%	95.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.99%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	87.80%	95.93%
CHEMBL340	P08684	Cytochrome P450 3A4	87.18%	91.19%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.94%	98.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.14%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	85.68%	82.50%
CHEMBL5255	O00206	Toll-like receptor 4	85.59%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.57%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.53%	96.21%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.07%	97.14%
CHEMBL2581	P07339	Cathepsin D	84.03%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.00%	91.07%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.63%	95.50%
CHEMBL2996	Q05655	Protein kinase C delta	82.10%	97.79%
CHEMBL220	P22303	Acetylcholinesterase	81.71%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.52%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.50%	97.28%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.10%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.86%	92.62%
CHEMBL1914	P06276	Butyrylcholinesterase	80.63%	95.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.60%	100.00%

Plants that contains it

• Astragalus mongholicus
• Astragalus trimestris

Cross-Links

• PubChem: 101919089
• NPASS: NPC242950
• LOTUS: LTS0155079
• wikiData: Q104992138