Asparanin A

Details

• Internal ID: 6b6b2338-2fb5-4d18-bad7-e6ef48f7e893
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[(1R,2S,4S,5'S,6R,7S,8R,9S,12S,13S,16S,18R)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)C)C)OC1
• SMILES (Isomeric): C[C@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC[C@H]6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C39H64O13/c1-18-7-12-39(47-17-18)19(2)28-25(52-39)14-24-22-6-5-20-13-21(8-10-37(20,3)23(22)9-11-38(24,28)4)48-36-34(32(45)30(43)27(16-41)50-36)51-35-33(46)31(44)29(42)26(15-40)49-35/h18-36,40-46H,5-17H2,1-4H3/t18-,19-,20+,21-,22+,23-,24-,25-,26+,27+,28-,29+,30+,31-,32-,33+,34+,35-,36+,37-,38-,39+/m0/s1
• InChI Key: MMTWXUQMLQGAPC-XIBAMJMMSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₄O₁₃
• Molecular Weight: 740.90 g/mol
• Exact Mass: 740.43469209 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 1.44
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

• 84633-33-0
• beta-D-Glucopyranoside, (3beta,5beta,25S)-spirostan-3-yl 2-O-beta-D-glucopyranosyl-
• 25(S) schidigera-saponin D5
• CHEMBL508990
• DTXSID401318113
• HY-N12044
• CS-0891108
• (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-2-[(1R,2S,4S,5'S,6R,7S,8R,9S,12S,13S,16S,18R)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5917	59.17%
Caco-2	-	0.8835	88.35%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6898	68.98%
OATP2B1 inhibitior	-	0.8645	86.45%
OATP1B1 inhibitior	+	0.9274	92.74%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.7732	77.32%
P-glycoprotein inhibitior	+	0.6976	69.76%
P-glycoprotein substrate	-	0.7465	74.65%
CYP3A4 substrate	+	0.7418	74.18%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8164	81.64%
CYP3A4 inhibition	-	0.9611	96.11%
CYP2C9 inhibition	-	0.9091	90.91%
CYP2C19 inhibition	-	0.8819	88.19%
CYP2D6 inhibition	-	0.9566	95.66%
CYP1A2 inhibition	-	0.9089	90.89%
CYP2C8 inhibition	+	0.5819	58.19%
CYP inhibitory promiscuity	-	0.9291	92.91%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6271	62.71%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9153	91.53%
Skin irritation	-	0.7119	71.19%
Skin corrosion	-	0.9532	95.32%
Ames mutagenesis	-	0.7954	79.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7074	70.74%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.9466	94.66%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7175	71.75%
Acute Oral Toxicity (c)	I	0.7761	77.61%
Estrogen receptor binding	+	0.7656	76.56%
Androgen receptor binding	+	0.6625	66.25%
Thyroid receptor binding	-	0.6183	61.83%
Glucocorticoid receptor binding	-	0.5542	55.42%
Aromatase binding	+	0.6458	64.58%
PPAR gamma	+	0.6442	64.42%
Honey bee toxicity	-	0.5304	53.04%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8210	82.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.00%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.03%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.45%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	94.87%	98.10%
CHEMBL233	P35372	Mu opioid receptor	93.92%	97.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.69%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.15%	96.21%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	90.93%	89.05%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.87%	97.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.63%	95.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.51%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.71%	94.45%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.64%	92.86%
CHEMBL5255	O00206	Toll-like receptor 4	88.83%	92.50%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.93%	95.58%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	87.35%	97.86%
CHEMBL226	P30542	Adenosine A1 receptor	85.90%	95.93%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.87%	92.94%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	85.77%	97.31%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.86%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.24%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.63%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.49%	96.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.11%	96.77%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.91%	95.89%
CHEMBL206	P03372	Estrogen receptor alpha	82.84%	97.64%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.67%	93.10%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.39%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.96%	89.00%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	80.66%	96.67%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	80.35%	95.36%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.01%	98.05%

Plants that contains it

• Asparagus adscendens
• Asparagus officinalis
• Asparagus racemosus
• Yucca schidigera

Cross-Links

• PubChem: 21575007
• LOTUS: LTS0181415
• wikiData: Q105168071