Uralsaponin Y

Details

• Internal ID: c57ff459-cc3f-4068-9599-89df9932abec
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-5-[(2R,3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-6-[[(1R,2R,5S,6R,9R,11S,14S,15R,19S,21R)-2,5,6,10,10,14,21-heptamethyl-16,22-dioxo-23-oxahexacyclo[19.2.1.02,19.05,18.06,15.09,14]tetracos-17-en-11-yl]oxy]-3,4-dihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(C(OC3OC4CCC5(C(C4(C)C)CCC6(C5C(=O)C=C7C6(CCC8(C7CC9(CC8OC9=O)C)C)C)C)C)C(=O)O)O)O)C(=O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3O[C@H]4CC[C@]5([C@H](C4(C)C)CC[C@@]6([C@@H]5C(=O)C=C7[C@]6(CC[C@@]8([C@H]7C[C@@]9(C[C@H]8OC9=O)C)C)C)C)C)C(=O)O)O)O)C(=O)O)O)O)O)O)O
• InChI: InChI=1S/C48H70O20/c1-18-25(50)26(51)31(56)39(62-18)67-35-30(55)28(53)33(38(59)60)66-41(35)68-34-29(54)27(52)32(37(57)58)65-40(34)63-23-10-11-46(6)22(43(23,2)3)9-12-48(8)36(46)21(49)15-19-20-16-44(4)17-24(64-42(44)61)45(20,5)13-14-47(19,48)7/h15,18,20,22-36,39-41,50-56H,9-14,16-17H2,1-8H3,(H,57,58)(H,59,60)/t18-,20-,22-,23-,24+,25-,26+,27-,28-,29-,30-,31+,32-,33-,34+,35+,36+,39-,40+,41-,44+,45+,46-,47+,48+/m0/s1
• InChI Key: SSBMWWLCFVHYNK-XAAGFIOPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₀O₂₀
• Molecular Weight: 967.10 g/mol
• Exact Mass: 966.44604462 g/mol
• Topological Polar Surface Area (TPSA): 315.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 0.55
• H-Bond Acceptor: 18
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

• UNII-2BU15C47BB
• 2BU15C47BB
• 1616062-90-8
• 3beta-O-(alpha-Lrhamnopyranosyl-(1->2)-beta-D-glucuronopyranosyl-(1->2)-beta-dglucuronopyranosyl)glabrolide
• beta-D-Glucopyranosiduronic acid, (3beta,20beta,22beta)-22,29-epoxy-11,29-dioxoolean-12-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1->2)-o-beta-D-glucopyranuronosyl-(1->2)-
• Q27254534
• .BETA.-D-GLUCOPYRANOSIDURONIC ACID, (3.BETA.,20.BETA.,22.BETA.)-22,29-EPOXY-11,29-DIOXOOLEAN-12-EN-3-YL O-6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL-(1->2)-O-.BETA.-D-GLUCOPYRANURONOSYL-(1->2)-
• 3.BETA.-O-(.ALPHA.-LRHAMNOPYRANOSYL-(1->2)-.BETA.-D-GLUCURONOPYRANOSYL-(1->2)-.BETA.-DGLUCURONOPYRANOSYL)GLABROLIDE
• 3beta-O-(alpha-Lrhamnopyranosyl-(1-2)-beta-D-glucuronopyranosyl-(1-2)-beta-dglucuronopyranosyl)glabrolide
• beta-D-Glucopyranosiduronic acid, (3beta,20beta,22beta)-22,29-epoxy-11,29-dioxoolean-12-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1-2)-o-beta-D-glucopyranuronosyl-(1-2)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9301	93.01%
Caco-2	-	0.8832	88.32%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8037	80.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.6890	68.90%
OATP1B3 inhibitior	+	0.8927	89.27%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.8096	80.96%
P-glycoprotein inhibitior	+	0.7512	75.12%
P-glycoprotein substrate	-	0.5813	58.13%
CYP3A4 substrate	+	0.7327	73.27%
CYP2C9 substrate	-	0.7984	79.84%
CYP2D6 substrate	-	0.8976	89.76%
CYP3A4 inhibition	-	0.7849	78.49%
CYP2C9 inhibition	-	0.7993	79.93%
CYP2C19 inhibition	-	0.8926	89.26%
CYP2D6 inhibition	-	0.9369	93.69%
CYP1A2 inhibition	-	0.7678	76.78%
CYP2C8 inhibition	+	0.7109	71.09%
CYP inhibitory promiscuity	-	0.9357	93.57%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4756	47.56%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9031	90.31%
Skin irritation	-	0.5361	53.61%
Skin corrosion	-	0.8984	89.84%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6861	68.61%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5658	56.58%
skin sensitisation	-	0.8164	81.64%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8038	80.38%
Acute Oral Toxicity (c)	III	0.3808	38.08%
Estrogen receptor binding	+	0.7930	79.30%
Androgen receptor binding	+	0.7450	74.50%
Thyroid receptor binding	-	0.5797	57.97%
Glucocorticoid receptor binding	+	0.7565	75.65%
Aromatase binding	+	0.6332	63.32%
PPAR gamma	+	0.8158	81.58%
Honey bee toxicity	-	0.7093	70.93%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9903	99.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	96.98%	94.78%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.12%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.30%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.71%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	91.02%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.47%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	90.19%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.40%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.31%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.78%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.33%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.53%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.70%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.46%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.49%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.49%	92.50%

Plants that contains it

• Glycyrrhiza glabra
• Glycyrrhiza inflata
• Glycyrrhiza uralensis

Cross-Links

• PubChem: 86278367
• NPASS: NPC132767