Uralsaponin T

Details

• Internal ID: d1afba52-0e7f-4d5f-8304-2eec640a3959
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[(2R,3R,4S,5S,6S)-2-[[(3S,4aR,6aR,6bS,8aR,9R,12aS,14aR,14bS)-4,4,6a,6b,8a,11,11,14b-octamethyl-14-oxo-9-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1H-picen-3-yl]oxy]-6-carboxy-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CC(CC3C2(CCC4(C3=CC(=O)C5C4(CCC6C5(CCC(C6(C)C)OC7C(C(C(C(O7)C(=O)O)O)O)OC8C(C(C(C(O8)C(=O)O)O)O)O)C)C)C)C)(C)C)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2CC(C[C@@H]3[C@]2(CC[C@@]4(C3=CC(=O)[C@H]5[C@]4(CC[C@@H]6[C@@]5(CC[C@@H](C6(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)C(=O)O)O)O)O)C)C)C)C)(C)C)O)O)O
• InChI: InChI=1S/C48H74O19/c1-19-26(50)27(51)32(56)40(62-19)64-25-18-43(2,3)17-21-20-16-22(49)37-46(7)12-11-24(44(4,5)23(46)10-13-48(37,9)47(20,8)15-14-45(21,25)6)63-42-36(31(55)30(54)35(66-42)39(60)61)67-41-33(57)28(52)29(53)34(65-41)38(58)59/h16,19,21,23-37,40-42,50-57H,10-15,17-18H2,1-9H3,(H,58,59)(H,60,61)/t19-,21-,23-,24-,25+,26-,27+,28-,29-,30-,31-,32+,33+,34-,35-,36+,37+,40-,41-,42+,45+,46-,47+,48+/m0/s1
• InChI Key: PDSBBERBJSPJMP-JNPZOHSNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₄O₁₉
• Molecular Weight: 955.10 g/mol
• Exact Mass: 954.48243013 g/mol
• Topological Polar Surface Area (TPSA): 309.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 1.00
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

• ULU5RJ2785
• UNII-ULU5RJ2785
• 1616062-85-1
• 3beta-O-(beta-D-Glucuronopyranosyl-(1->2)-beta-D-glucuronopyranosyl)-22beta-O-(alpha-L-rhamnopyranosyl)-11-oxo-olean-12-ene
• beta-D-Glucopyranosiduronic acid, (3beta,22beta)-22-((6-deoxy-alpha-L-mannopyranosyl)oxy)-11-oxoolean-12-en-3-yl 2-o-beta-D-glucopyranuronosyl-
• (2S,3S,4S,5R,6R)-6-((2R,3R,4S,5S,6S)-2-(((3S,4AR,6AR,6BS,8AR,9R,12AS,14AR,14BS)-4,4,6A,6B,8A,11,11,14B-OCTAMETHYL-14-OXO-9-((2R,3R,4R,5R,6S)-3,4,5-TRIHYDROXY-6-METHYLOXAN-2-YL)OXY-2,3,4A,5,6,7,8,9,10,12,12A,14A-DODECAHYDRO-1H-PICEN-3-YL)OXY)-6-CARBOXY-4,5-DIHYDROXYOXAN-3-YL)OXY-3,4,5-TRIHYDROXYOXANE-2-CARBOXYLIC ACID
• CHEMBL3314500
• .BETA.-D-GLUCOPYRANOSIDURONIC ACID, (3.BETA.,22.BETA.)-22-((6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL)OXY)-11-OXOOLEAN-12-EN-3-YL 2-O-.BETA.-D-GLUCOPYRANURONOSYL-
• 3.BETA.-O-(.BETA.-D-GLUCURONOPYRANOSYL-(1->2)-.BETA.-D-GLUCURONOPYRANOSYL)-22.BETA.-O-(.ALPHA.-L-RHAMNOPYRANOSYL)-11-OXO-OLEAN-12-ENE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8958	89.58%
Caco-2	-	0.8805	88.05%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8141	81.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3275	32.75%
OATP1B3 inhibitior	+	0.8132	81.32%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.7134	71.34%
P-glycoprotein inhibitior	+	0.7538	75.38%
P-glycoprotein substrate	-	0.7229	72.29%
CYP3A4 substrate	+	0.7156	71.56%
CYP2C9 substrate	-	0.7908	79.08%
CYP2D6 substrate	-	0.8981	89.81%
CYP3A4 inhibition	-	0.7917	79.17%
CYP2C9 inhibition	-	0.9003	90.03%
CYP2C19 inhibition	-	0.9385	93.85%
CYP2D6 inhibition	-	0.9448	94.48%
CYP1A2 inhibition	-	0.8466	84.66%
CYP2C8 inhibition	+	0.6771	67.71%
CYP inhibitory promiscuity	-	0.9629	96.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5696	56.96%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9027	90.27%
Skin irritation	-	0.5342	53.42%
Skin corrosion	-	0.9204	92.04%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6631	66.31%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5836	58.36%
skin sensitisation	-	0.7846	78.46%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8746	87.46%
Acute Oral Toxicity (c)	IV	0.5438	54.38%
Estrogen receptor binding	+	0.7823	78.23%
Androgen receptor binding	+	0.7402	74.02%
Thyroid receptor binding	-	0.5631	56.31%
Glucocorticoid receptor binding	+	0.7735	77.35%
Aromatase binding	+	0.6383	63.83%
PPAR gamma	+	0.8152	81.52%
Honey bee toxicity	-	0.7123	71.23%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9852	98.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3714130	P46095	G-protein coupled receptor 6	97.57%	97.36%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.30%	91.11%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	96.76%	94.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.45%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	92.70%	90.17%
CHEMBL1951	P21397	Monoamine oxidase A	92.47%	91.49%
CHEMBL2581	P07339	Cathepsin D	91.99%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.07%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.31%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.74%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.64%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.24%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.93%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.48%	96.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.39%	99.23%
CHEMBL5255	O00206	Toll-like receptor 4	80.52%	92.50%

Plants that contains it

• Glycyrrhiza uralensis

Cross-Links

• PubChem: 118707637
• LOTUS: LTS0087463
• wikiData: Q105206716