[(2S,3R,4S,5S)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-4-acetyloxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: 24742112-29bf-4841-9e7f-3163a5c931c6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-4-acetyloxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• 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)COC9C(C(C(CO9)O)O)O)O)O)O)C)(C)C)O)O)O)O)OC1C(C(C(CO1)O)OC(=O)C)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)CO[C@H]9[C@@H]([C@H]([C@H](CO9)O)O)O)O)O)O)C)(C)C)O)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)OC(=O)C)O
• InChI: InChI=1S/C59H94O26/c1-24-45(83-49-44(73)46(80-25(2)60)30(63)22-76-49)40(69)43(72)50(79-24)84-47-37(66)29(62)21-77-52(47)85-53(74)59-17-16-54(3,4)18-27(59)26-10-11-33-56(7)14-13-35(55(5,6)32(56)12-15-57(33,8)58(26,9)19-34(59)64)82-51-42(71)39(68)38(67)31(81-51)23-78-48-41(70)36(65)28(61)20-75-48/h10,24,27-52,61-73H,11-23H2,1-9H3/t24-,27-,28-,29-,30+,31+,32-,33+,34+,35-,36-,37-,38+,39-,40-,41+,42+,43+,44+,45-,46-,47+,48-,49-,50-,51-,52-,56-,57+,58+,59+/m0/s1
• InChI Key: JQOBEPNUCZWJMI-SNDQWUICSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₉₄O₂₆
• Molecular Weight: 1219.40 g/mol
• Exact Mass: 1218.60333310 g/mol
• Topological Polar Surface Area (TPSA): 399.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.72
• H-Bond Acceptor: 26
• H-Bond Donor: 13
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7979	79.79%
Caco-2	-	0.8725	87.25%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8771	87.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.4801	48.01%
OATP1B3 inhibitior	-	0.3399	33.99%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5526	55.26%
BSEP inhibitior	+	0.9240	92.40%
P-glycoprotein inhibitior	+	0.7452	74.52%
P-glycoprotein substrate	+	0.5747	57.47%
CYP3A4 substrate	+	0.7492	74.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8780	87.80%
CYP3A4 inhibition	-	0.8893	88.93%
CYP2C9 inhibition	-	0.8700	87.00%
CYP2C19 inhibition	-	0.9168	91.68%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9103	91.03%
CYP2C8 inhibition	+	0.7552	75.52%
CYP inhibitory promiscuity	-	0.9729	97.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6031	60.31%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.8988	89.88%
Skin irritation	-	0.5756	57.56%
Skin corrosion	-	0.9428	94.28%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7530	75.30%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8881	88.81%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8879	88.79%
Acute Oral Toxicity (c)	III	0.7259	72.59%
Estrogen receptor binding	+	0.7534	75.34%
Androgen receptor binding	+	0.7395	73.95%
Thyroid receptor binding	+	0.5997	59.97%
Glucocorticoid receptor binding	+	0.7807	78.07%
Aromatase binding	+	0.6795	67.95%
PPAR gamma	+	0.8273	82.73%
Honey bee toxicity	-	0.6510	65.10%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5795	57.95%
Fish aquatic toxicity	+	0.9769	97.69%

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	98.51%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.79%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.29%	95.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.75%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.29%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.92%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.96%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	88.89%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.65%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.42%	97.36%
CHEMBL2581	P07339	Cathepsin D	87.79%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	87.01%	95.93%
CHEMBL5028	O14672	ADAM10	85.90%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.65%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.53%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.69%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.58%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	81.93%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.72%	95.89%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	80.55%	89.44%

Plants that contains it

• Stachys riederi

Cross-Links

• PubChem: 10102857
• LOTUS: LTS0114204
• wikiData: Q105133564