soyasaponin Ab

Details

• Internal ID: 3abbafd4-81d7-4cd5-9661-fc16d9538d92
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9S,10R,12aS,14aR,14bR)-9-[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2C(COC(C2O)OC3C(C(CC4C3(CCC5(C4=CCC6C5(CCC7C6(CCC(C7(C)CO)OC8C(C(C(C(O8)C(=O)O)O)O)OC9C(C(C(C(O9)CO)O)O)OC1C(C(C(C(O1)CO)O)O)O)C)C)C)C)(C)C)O)O)OC(=O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2[C@H](CO[C@H]([C@@H]2O)O[C@@H]3[C@@H](C(C[C@@H]4[C@]3(CC[C@@]5(C4=CC[C@H]6[C@]5(CC[C@@H]7[C@@]6(CC[C@@H]([C@]7(C)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)C(=O)O)O)O)O[C@H]9[C@@H]([C@H]([C@H]([C@H](O9)CO)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)C)C)C)C)(C)C)O)O)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C67H104O33/c1-26(71)87-24-35-48(89-27(2)72)52(90-28(3)73)53(91-29(4)74)61(94-35)96-47-32(75)23-88-57(46(47)83)100-55-54(84)62(5,6)20-31-30-12-13-37-64(8)16-15-38(65(9,25-70)36(64)14-17-67(37,11)66(30,10)19-18-63(31,55)7)95-60-51(44(81)43(80)49(97-60)56(85)86)99-59-50(42(79)40(77)34(22-69)93-59)98-58-45(82)41(78)39(76)33(21-68)92-58/h12,31-55,57-61,68-70,75-84H,13-25H2,1-11H3,(H,85,86)/t31-,32-,33+,34+,35+,36+,37+,38-,39+,40-,41-,42-,43-,44-,45+,46+,47-,48+,49-,50+,51+,52-,53+,54-,55+,57-,58-,59-,60+,61-,63+,64-,65+,66+,67+/m0/s1
• InChI Key: YZNCIXVBVQRGQN-YUTHWCJWSA-N
• Popularity: 9 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₇H₁₀₄O₃₃
• Molecular Weight: 1437.50 g/mol
• Exact Mass: 1436.6459858 g/mol
• Topological Polar Surface Area (TPSA): 498.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -2.78
• H-Bond Acceptor: 32
• H-Bond Donor: 14
• Rotatable Bonds: 19

Synonyms

• 118194-13-1
• soyosaponin Ab
• DTXSID301317312
• HY-N3026
• AKOS030530172
• SOYASAPONIN ABACETYLSOYASAPONIN A1
• MS-32169
• CS-0023029

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8603	86.03%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7865	78.65%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9558	95.58%
P-glycoprotein inhibitior	+	0.7434	74.34%
P-glycoprotein substrate	+	0.5666	56.66%
CYP3A4 substrate	+	0.7472	74.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8862	88.62%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.9216	92.16%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.8244	82.44%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8963	89.63%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7401	74.01%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6817	68.17%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.6101	61.01%
Androgen receptor binding	+	0.7556	75.56%
Thyroid receptor binding	+	0.7000	70.00%
Glucocorticoid receptor binding	+	0.8133	81.33%
Aromatase binding	+	0.7291	72.91%
PPAR gamma	+	0.8196	81.96%
Honey bee toxicity	-	0.6543	65.43%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9585	95.85%

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	95.91%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.85%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.86%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.64%	97.36%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.23%	97.25%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.48%	93.00%
CHEMBL5255	O00206	Toll-like receptor 4	89.18%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.92%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.82%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.77%	98.95%
CHEMBL5028	O14672	ADAM10	86.30%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.94%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	85.74%	94.75%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.22%	94.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.74%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.38%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.09%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.87%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.81%	91.07%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.55%	94.62%
CHEMBL226	P30542	Adenosine A1 receptor	81.79%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.61%	99.17%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.22%	95.00%

Plants that contains it

• Glycine max

Cross-Links

• PubChem: 102004833
• LOTUS: LTS0225651
• wikiData: Q104391406