Malonylastragaloside I

Details

• Internal ID: 8a0ef057-4fee-4dc9-b0ea-6e9ad120f2f3
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: 3-[(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]oxy-3-oxopropanoic acid
• 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)O)C)C)OC(=O)CC(=O)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)C)OC(=O)CC(=O)O
• InChI: InChI=1S/C48H74O19/c1-22(50)61-36-27(63-32(55)17-31(53)54)20-60-41(37(36)62-23(2)51)66-29-11-13-48-21-47(48)15-14-44(7)38(46(9)12-10-30(67-46)43(5,6)59)24(52)18-45(44,8)28(47)16-25(39(48)42(29,3)4)64-40-35(58)34(57)33(56)26(19-49)65-40/h24-30,33-41,49,52,56-59H,10-21H2,1-9H3,(H,53,54)/t24-,25-,26+,27+,28-,29-,30-,33+,34-,35+,36-,37+,38-,39-,40+,41-,44+,45-,46+,47-,48+/m0/s1
• InChI Key: BNTPSXOHFWUAIB-UCTCECGMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₄O₁₉
• Molecular Weight: 955.10 g/mol
• Exact Mass: 954.48243013 g/mol
• Topological Polar Surface Area (TPSA): 284.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.89
• H-Bond Acceptor: 18
• H-Bond Donor: 7
• 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	-	0.8710	87.10%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7771	77.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8013	80.13%
OATP1B3 inhibitior	+	0.9416	94.16%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7287	72.87%
BSEP inhibitior	+	0.8562	85.62%
P-glycoprotein inhibitior	+	0.7613	76.13%
P-glycoprotein substrate	+	0.6340	63.40%
CYP3A4 substrate	+	0.7471	74.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8857	88.57%
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	+	0.7496	74.96%
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	-	0.9022	90.22%
Skin irritation	-	0.7028	70.28%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.6307	63.07%
Human Ether-a-go-go-Related Gene inhibition	-	0.3727	37.27%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.6800	68.00%
skin sensitisation	-	0.9164	91.64%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9105	91.05%
Acute Oral Toxicity (c)	I	0.6455	64.55%
Estrogen receptor binding	+	0.7715	77.15%
Androgen receptor binding	+	0.7495	74.95%
Thyroid receptor binding	-	0.5243	52.43%
Glucocorticoid receptor binding	+	0.7664	76.64%
Aromatase binding	+	0.6394	63.94%
PPAR gamma	+	0.8163	81.63%
Honey bee toxicity	-	0.6105	61.05%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
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	99.01%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.55%	85.14%
CHEMBL220	P22303	Acetylcholinesterase	94.05%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.45%	96.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.83%	96.09%
CHEMBL204	P00734	Thrombin	91.42%	96.01%
CHEMBL340	P08684	Cytochrome P450 3A4	90.96%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.37%	94.45%
CHEMBL2581	P07339	Cathepsin D	89.08%	98.95%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	88.55%	82.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.49%	86.33%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.40%	83.57%
CHEMBL5255	O00206	Toll-like receptor 4	87.26%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.21%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.04%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.02%	96.21%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.49%	97.25%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.28%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.19%	89.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.95%	91.24%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.86%	96.61%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.70%	93.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.13%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.77%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.56%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.47%	91.07%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.46%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	83.33%	95.38%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.06%	89.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.99%	96.90%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	82.93%	95.58%
CHEMBL5028	O14672	ADAM10	82.85%	97.50%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	82.81%	97.86%
CHEMBL1075317	P61964	WD repeat-containing protein 5	82.77%	96.33%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.28%	94.00%
CHEMBL237	P41145	Kappa opioid receptor	81.32%	98.10%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.26%	94.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.63%	97.14%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.46%	98.75%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.04%	94.62%

Plants that contains it

• Astragalus mongholicus

Cross-Links

• PubChem: 50917280
• NPASS: NPC130599