(2S,3S,4S,5R,6R)-6-[[(3S,4aS,6aR,6bR,8S,8aR,12aS,14aS,14bR)-8a-[(2S,3R,4S,5S)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-8-hydroxy-4,4,6a,6b,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

Details

• Internal ID: ec0b6d7e-815a-4669-8562-237e6c136473
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4aS,6aR,6bR,8S,8aR,12aS,14aS,14bR)-8a-[(2S,3R,4S,5S)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-8-hydroxy-4,4,6a,6b,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): CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC(CC3C5=CCC6C7(CCC(C(C7CCC6(C5(CC4O)C)C)(C)C)OC8C(C(C(C(O8)C(=O)O)O)O)O)C)(C)C)O)O)O)O)OC9C(C(C(CO9)O)OC1C(C(C(CO1)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](CO[C@H]2OC(=O)[C@]34CCC(C[C@H]3C5=CC[C@H]6[C@]7(CC[C@@H](C([C@H]7CC[C@]6([C@]5(C[C@@H]4O)C)C)(C)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)C(=O)O)O)O)O)C)(C)C)O)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O
• InChI: InChI=1S/C57H90O26/c1-22-41(79-47-40(70)42(27(60)21-75-47)80-46-37(67)32(62)25(58)19-74-46)36(66)39(69)48(77-22)82-44-33(63)26(59)20-76-50(44)83-51(73)57-16-15-52(2,3)17-24(57)23-9-10-29-54(6)13-12-31(78-49-38(68)34(64)35(65)43(81-49)45(71)72)53(4,5)28(54)11-14-55(29,7)56(23,8)18-30(57)61/h9,22,24-44,46-50,58-70H,10-21H2,1-8H3,(H,71,72)/t22-,24-,25+,26-,27+,28+,29-,30-,31-,32-,33-,34-,35-,36-,37+,38+,39+,40+,41-,42-,43-,44+,46-,47-,48-,49+,50-,54-,55+,56-,57+/m0/s1
• InChI Key: BYBNLTUPSXGVAV-QFBUBASASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₉₀O₂₆
• Molecular Weight: 1191.30 g/mol
• Exact Mass: 1190.57203297 g/mol
• Topological Polar Surface Area (TPSA): 410.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -2.20
• H-Bond Acceptor: 25
• H-Bond Donor: 14
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8225	82.25%
Caco-2	-	0.8745	87.45%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8714	87.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.5071	50.71%
OATP1B3 inhibitior	-	0.2615	26.15%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5276	52.76%
BSEP inhibitior	+	0.9499	94.99%
P-glycoprotein inhibitior	+	0.7452	74.52%
P-glycoprotein substrate	-	0.5050	50.50%
CYP3A4 substrate	+	0.7376	73.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8786	87.86%
CYP3A4 inhibition	-	0.9163	91.63%
CYP2C9 inhibition	-	0.8819	88.19%
CYP2C19 inhibition	-	0.9253	92.53%
CYP2D6 inhibition	-	0.9443	94.43%
CYP1A2 inhibition	-	0.9012	90.12%
CYP2C8 inhibition	+	0.7656	76.56%
CYP inhibitory promiscuity	-	0.9829	98.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5774	57.74%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8989	89.89%
Skin irritation	-	0.5887	58.87%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7728	77.28%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.8069	80.69%
skin sensitisation	-	0.8686	86.86%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.9402	94.02%
Acute Oral Toxicity (c)	III	0.6362	63.62%
Estrogen receptor binding	+	0.7758	77.58%
Androgen receptor binding	+	0.7366	73.66%
Thyroid receptor binding	+	0.6175	61.75%
Glucocorticoid receptor binding	+	0.8040	80.40%
Aromatase binding	+	0.6550	65.50%
PPAR gamma	+	0.8374	83.74%
Honey bee toxicity	-	0.6698	66.98%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5145	51.45%
Fish aquatic toxicity	+	0.9756	97.56%

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	96.57%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.58%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.53%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.43%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.29%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.47%	89.00%
CHEMBL5028	O14672	ADAM10	86.79%	97.50%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	86.55%	89.44%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.97%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.60%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.21%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.71%	91.19%
CHEMBL1937	Q92769	Histone deacetylase 2	81.51%	94.75%
CHEMBL2581	P07339	Cathepsin D	81.28%	98.95%

Plants that contains it

• Aster tataricus

Cross-Links

• PubChem: 162890792
• LOTUS: LTS0248792
• wikiData: Q104949122