(2S,3S,4R,4aS,6aR,6bS,8S,8aR,12aS,14aS,14bS)-8a-[(2R,3S,4R,5S)-3-[(2R,3S,4S,5S,6S)-5-acetyloxy-4-[(2R,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-3-[(2S,3S,4S,5R,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,8-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid

Details

• Internal ID: d26821a4-2dd0-4f1b-9ff9-7c1fdbcac686
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4R,4aS,6aR,6bS,8S,8aR,12aS,14aS,14bS)-8a-[(2R,3S,4R,5S)-3-[(2R,3S,4S,5S,6S)-5-acetyloxy-4-[(2R,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-3-[(2S,3S,4S,5R,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,8-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4O)C)(CCC7C6(CC(C(C7(C)C(=O)O)OC8C(C(C(C(O8)CO)OC9C(C(C(C(O9)CO)O)O)O)O)O)O)C)C)(C)C)O)O)O)OC1C(C(CO1)(CO)O)O)OC(=O)C
• 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@]([C@@]5(C[C@@H]4O)C)(CC[C@H]7[C@]6(C[C@@H]([C@H]([C@]7(C)C(=O)O)O[C@@H]8[C@H]([C@@H]([C@H]([C@@H](O8)CO)O[C@@H]9[C@H]([C@@H]([C@H]([C@@H](O9)CO)O)O)O)O)O)O)C)C)(C)C)O)O)O)O[C@@H]1[C@H]([C@@](CO1)(CO)O)O)OC(=O)C
• InChI: InChI=1S/C60H94O30/c1-23-41(83-24(2)64)43(87-51-45(75)59(79,21-63)22-81-51)40(74)49(82-23)88-44-34(68)28(66)20-80-50(44)90-53(78)60-14-13-54(3,4)15-26(60)25-9-10-31-55(5)16-27(65)46(58(8,52(76)77)32(55)11-12-56(31,6)57(25,7)17-33(60)67)89-48-39(73)37(71)42(30(19-62)85-48)86-47-38(72)36(70)35(69)29(18-61)84-47/h9,23,26-51,61-63,65-75,79H,10-22H2,1-8H3,(H,76,77)/t23-,26-,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+,55-,56+,57+,58+,59-,60+/m0/s1
• InChI Key: SNLRXOXNOOMLEI-FWHVYZTGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₉₄O₃₀
• Molecular Weight: 1295.40 g/mol
• Exact Mass: 1294.58299158 g/mol
• Topological Polar Surface Area (TPSA): 476.00 Ų
• XlogP: -2.60
• Atomic LogP (AlogP): -4.33
• H-Bond Acceptor: 29
• H-Bond Donor: 16
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8427	84.27%
Caco-2	-	0.8654	86.54%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8733	87.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7233	72.33%
OATP1B3 inhibitior	+	0.8381	83.81%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.9327	93.27%
P-glycoprotein inhibitior	+	0.7440	74.40%
P-glycoprotein substrate	+	0.7063	70.63%
CYP3A4 substrate	+	0.7454	74.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8839	88.39%
CYP3A4 inhibition	-	0.8187	81.87%
CYP2C9 inhibition	-	0.8372	83.72%
CYP2C19 inhibition	-	0.9259	92.59%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	-	0.9133	91.33%
CYP2C8 inhibition	+	0.7890	78.90%
CYP inhibitory promiscuity	-	0.9476	94.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4689	46.89%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8973	89.73%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.6170	61.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7780	77.80%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.9098	90.98%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6474	64.74%
Acute Oral Toxicity (c)	III	0.6742	67.42%
Estrogen receptor binding	+	0.6730	67.30%
Androgen receptor binding	+	0.7582	75.82%
Thyroid receptor binding	+	0.6892	68.92%
Glucocorticoid receptor binding	+	0.8065	80.65%
Aromatase binding	+	0.6651	66.51%
PPAR gamma	+	0.8182	81.82%
Honey bee toxicity	-	0.6459	64.59%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5450	54.50%
Fish aquatic toxicity	+	0.9692	96.92%

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	99.16%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.33%	95.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.19%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.00%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.95%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.27%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.84%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.52%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.04%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.99%	94.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	88.88%	87.67%
CHEMBL340	P08684	Cytochrome P450 3A4	87.87%	91.19%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.04%	86.92%
CHEMBL226	P30542	Adenosine A1 receptor	86.62%	95.93%
CHEMBL1937	Q92769	Histone deacetylase 2	86.27%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.50%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.40%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.33%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.32%	99.23%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.04%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.59%	97.25%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.30%	93.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.26%	91.07%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.23%	94.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.15%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.78%	95.89%
CHEMBL2581	P07339	Cathepsin D	81.98%	98.95%
CHEMBL5028	O14672	ADAM10	80.70%	97.50%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.18%	81.11%

Plants that contains it

• Aster ageratoides

Cross-Links

• PubChem: 162961028
• LOTUS: LTS0068997
• wikiData: Q105256544