Astragaloside VII

Details

• Internal ID: 3361f05d-e2ab-4810-9001-d0389670a7ac
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-14-hydroxy-7,7,12,16-tetramethyl-15-[(2R,5S)-2-methyl-5-[2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]oxolan-2-yl]-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-9-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]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)OC8C(C(C(C(O8)CO)O)O)O)OC9C(C(C(CO9)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@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)(C)C)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O
• InChI: InChI=1S/C47H78O19/c1-41(2)26(64-38-33(57)28(52)21(51)18-60-38)9-11-47-19-46(47)13-12-43(5)36(45(7)10-8-27(65-45)42(3,4)66-40-35(59)32(56)30(54)24(17-49)63-40)20(50)15-44(43,6)25(46)14-22(37(41)47)61-39-34(58)31(55)29(53)23(16-48)62-39/h20-40,48-59H,8-19H2,1-7H3/t20-,21+,22-,23+,24+,25-,26-,27-,28-,29+,30+,31-,32-,33+,34+,35+,36-,37-,38-,39+,40-,43+,44-,45+,46-,47+/m0/s1
• InChI Key: YDELUYNKSQLCJK-WJFBLDTJSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₈O₁₉
• Molecular Weight: 947.10 g/mol
• Exact Mass: 946.51373025 g/mol
• Topological Polar Surface Area (TPSA): 307.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.45
• H-Bond Acceptor: 19
• H-Bond Donor: 12
• Rotatable Bonds: 10

Synonyms

• C17802
• (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-14-hydroxy-7,7,12,16-tetramethyl-15-[(2R,5S)-2-methyl-5-[2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]oxolan-2-yl]-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-9-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxane-3,4,5-triol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6581	65.81%
Caco-2	-	0.8827	88.27%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6782	67.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8395	83.95%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.5964	59.64%
P-glycoprotein inhibitior	+	0.7508	75.08%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7288	72.88%
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	+	0.6966	69.66%
CYP inhibitory promiscuity	-	0.9329	93.29%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6399	63.99%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9029	90.29%
Skin irritation	-	0.7237	72.37%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.6170	61.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7563	75.63%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5425	54.25%
skin sensitisation	-	0.9098	90.98%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.9517	95.17%
Acute Oral Toxicity (c)	I	0.6658	66.58%
Estrogen receptor binding	+	0.7072	70.72%
Androgen receptor binding	+	0.7577	75.77%
Thyroid receptor binding	-	0.5537	55.37%
Glucocorticoid receptor binding	+	0.6273	62.73%
Aromatase binding	+	0.6313	63.13%
PPAR gamma	+	0.7436	74.36%
Honey bee toxicity	-	0.6259	62.59%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
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	98.74%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.69%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.12%	96.61%
CHEMBL240	Q12809	HERG	95.17%	89.76%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.82%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	94.52%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.92%	96.09%
CHEMBL259	P32245	Melanocortin receptor 4	91.79%	95.38%
CHEMBL220	P22303	Acetylcholinesterase	89.54%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.10%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.74%	96.21%
CHEMBL3589	P55263	Adenosine kinase	86.90%	98.05%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	86.70%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	86.27%	97.79%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.01%	97.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.56%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.10%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.93%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.68%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.43%	94.45%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.08%	92.88%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.05%	90.24%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.01%	83.57%
CHEMBL1977	P11473	Vitamin D receptor	81.83%	99.43%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.43%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.32%	92.94%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.14%	96.77%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.96%	98.75%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.91%	91.24%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.66%	91.03%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.54%	91.07%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	80.51%	99.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.38%	100.00%

Plants that contains it

• Astragalus condensatus
• Astragalus dissectus
• Astragalus flavescens
• Astragalus flexus
• Astragalus mongholicus
• Astragalus trimestris

Cross-Links

• PubChem: 14241100
• NPASS: NPC8674
• LOTUS: LTS0203427
• wikiData: Q104395242