soyasapogenol B 3-O-beta-glucuronide

Details

• Internal ID: 97a4811d-298c-4382-a1b4-0eaa16052895
• 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,9R,12aS,14aR,14bR)-9-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]-3,4,5-trihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CCC2(C(C1)O)C)C)C)(C)CO)OC6C(C(C(C(O6)C(=O)O)O)O)O)C)C
• SMILES (Isomeric): C[C@]12CC[C@@H]([C@]([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(C[C@H]5O)(C)C)C)C)C)(C)CO)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O
• InChI: InChI=1S/C36H58O9/c1-31(2)16-20-19-8-9-22-33(4)12-11-24(44-30-27(41)25(39)26(40)28(45-30)29(42)43)34(5,18-37)21(33)10-13-36(22,7)35(19,6)15-14-32(20,3)23(38)17-31/h8,20-28,30,37-41H,9-18H2,1-7H3,(H,42,43)/t20-,21+,22+,23+,24-,25-,26-,27+,28-,30+,32+,33-,34+,35+,36+/m0/s1
• InChI Key: NARQRJFIZNOSJV-JIHAXZPOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₈O₉
• Molecular Weight: 634.80 g/mol
• Exact Mass: 634.40808342 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.03
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

• soyasapogenol B monoglucuronide
• soyasapogenol B-3-O-glucuronide
• soyasapogenol B-3-O-beta-glucuronide
• Melilotoside A2
• CHEBI:62439
• DTXSID401317060
• Soyasapogenol B 3-O-D-glucuronide
• Soyasapogenol B 3-O-beta-D-glucuronide
• C19763
• Q27131897
• (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9R,12aS,14aR,14bR)-9-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]-3,4,5-trihydroxyoxane-2-carboxylic acid
• 99541-89-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8801	88.01%
Caco-2	-	0.8424	84.24%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8621	86.21%
OATP2B1 inhibitior	-	0.7228	72.28%
OATP1B1 inhibitior	+	0.8661	86.61%
OATP1B3 inhibitior	-	0.4639	46.39%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6318	63.18%
BSEP inhibitior	-	0.6951	69.51%
P-glycoprotein inhibitior	+	0.7235	72.35%
P-glycoprotein substrate	-	0.8159	81.59%
CYP3A4 substrate	+	0.6934	69.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.8273	82.73%
CYP2C9 inhibition	-	0.8223	82.23%
CYP2C19 inhibition	-	0.8762	87.62%
CYP2D6 inhibition	-	0.9344	93.44%
CYP1A2 inhibition	-	0.7790	77.90%
CYP2C8 inhibition	+	0.7013	70.13%
CYP inhibitory promiscuity	-	0.9350	93.50%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7101	71.01%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9224	92.24%
Skin irritation	-	0.5623	56.23%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	-	0.9070	90.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7106	71.06%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.8891	88.91%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6318	63.18%
Acute Oral Toxicity (c)	III	0.7938	79.38%
Estrogen receptor binding	+	0.5691	56.91%
Androgen receptor binding	+	0.7178	71.78%
Thyroid receptor binding	-	0.5751	57.51%
Glucocorticoid receptor binding	+	0.6168	61.68%
Aromatase binding	+	0.6780	67.80%
PPAR gamma	+	0.6336	63.36%
Honey bee toxicity	-	0.8379	83.79%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9604	96.04%

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	92.74%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.98%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.20%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.45%	93.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.59%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.16%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.70%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.68%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.01%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.45%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.42%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.00%	99.17%
CHEMBL5028	O14672	ADAM10	82.41%	97.50%
CHEMBL221	P23219	Cyclooxygenase-1	82.39%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.03%	97.25%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.66%	94.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.69%	92.62%
CHEMBL2581	P07339	Cathepsin D	80.30%	98.95%

Plants that contains it

• Glycine max
• Impatiens siculifera
• Lathyrus palustris
• Lupinus oreophilus
• Pogostemon cablin
• Toxicodendron vernicifluum

Cross-Links

• PubChem: 13632905
• NPASS: NPC313082
• LOTUS: LTS0204130
• wikiData: Q27131897