Isoastragaloside IV

Details

• Internal ID: 1d39a8e1-6c8c-423a-8961-ab30e8037d8b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[2-[(2S,5R)-5-[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-9,14-dihydroxy-7,7,12,16-tetramethyl-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-5-methyloxolan-2-yl]propan-2-yloxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(C(CCC23C1C(CC4C2(C3)CCC5(C4(CC(C5C6(CCC(O6)C(C)(C)OC7C(C(C(C(O7)CO)O)O)O)C)O)C)C)O)OC8C(C(C(CO8)O)O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@]34C[C@@]35CC[C@@H](C([C@@H]5[C@H](C[C@H]4[C@@]1(C[C@@H]([C@@H]2[C@]6(CC[C@H](O6)C(C)(C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)O)C)O)(C)C)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O
• InChI: InChI=1S/C41H68O14/c1-35(2)24(53-33-29(49)26(46)21(45)17-51-33)9-11-41-18-40(41)13-12-37(5)32(20(44)15-38(37,6)23(40)14-19(43)31(35)41)39(7)10-8-25(54-39)36(3,4)55-34-30(50)28(48)27(47)22(16-42)52-34/h19-34,42-50H,8-18H2,1-7H3/t19-,20-,21+,22+,23-,24-,25-,26-,27+,28-,29+,30+,31-,32-,33-,34-,37+,38-,39+,40-,41+/m0/s1
• InChI Key: MSSYPWFHLFBMMP-BQAOMNQWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₈O₁₄
• Molecular Weight: 785.00 g/mol
• Exact Mass: 784.46090684 g/mol
• Topological Polar Surface Area (TPSA): 228.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.72
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

• 136033-55-1
• (2S,3R,4S,5S,6R)-2-[2-[(2S,5R)-5-[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-9,14-dihydroxy-7,7,12,16-tetramethyl-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-5-methyloxolan-2-yl]propan-2-yloxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• HY-N4214
• MS-31434
• CS-0032449
• D84925

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6581	65.81%
Caco-2	-	0.8778	87.78%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6782	67.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8286	82.86%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.7567	75.67%
P-glycoprotein inhibitior	+	0.7502	75.02%
P-glycoprotein substrate	-	0.5350	53.50%
CYP3A4 substrate	+	0.7254	72.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8237	82.37%
CYP3A4 inhibition	-	0.8783	87.83%
CYP2C9 inhibition	-	0.8009	80.09%
CYP2C19 inhibition	-	0.8368	83.68%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.8971	89.71%
CYP2C8 inhibition	+	0.6650	66.50%
CYP inhibitory promiscuity	-	0.9329	93.29%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6399	63.99%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9058	90.58%
Skin irritation	-	0.7237	72.37%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.5870	58.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7722	77.22%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5499	54.99%
skin sensitisation	-	0.9098	90.98%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.9271	92.71%
Acute Oral Toxicity (c)	I	0.6658	66.58%
Estrogen receptor binding	+	0.6570	65.70%
Androgen receptor binding	+	0.7610	76.10%
Thyroid receptor binding	-	0.5733	57.33%
Glucocorticoid receptor binding	+	0.6079	60.79%
Aromatase binding	+	0.6643	66.43%
PPAR gamma	+	0.7124	71.24%
Honey bee toxicity	-	0.6560	65.60%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8633	86.33%

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	99.14%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.81%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	97.39%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.32%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.04%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	94.06%	95.93%
CHEMBL240	Q12809	HERG	93.75%	89.76%
CHEMBL259	P32245	Melanocortin receptor 4	88.72%	95.38%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	87.71%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.31%	96.21%
CHEMBL1914	P06276	Butyrylcholinesterase	86.99%	95.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.65%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.15%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.83%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	85.69%	97.79%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.67%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.39%	89.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.67%	91.03%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.59%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.28%	95.89%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	83.15%	90.24%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.03%	89.62%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.29%	92.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.28%	96.95%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.95%	98.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.77%	92.94%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	80.76%	97.31%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.53%	92.86%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.51%	94.45%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.38%	100.00%

Plants that contains it

• Astragalus mongholicus
• Astragalus trimestris

Cross-Links

• PubChem: 102393334
• NPASS: NPC123146
• LOTUS: LTS0023888
• wikiData: Q105171396