(2R,3R,4S,5S,6R)-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-14-hydroxy-15-[(2R,4S)-4-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-9-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: e776e615-863e-48c8-86ca-fd7307afd5ee
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-14-hydroxy-15-[(2R,4S)-4-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-9-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(C(CCC23C1C(CC4C2(C3)CCC5(C4(CC(C5C6(CC(CO6)C(C)(C)O)C)O)C)C)OC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(CO8)O)O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@]34C[C@@]35CC[C@@H](C([C@@H]5[C@H](C[C@H]4[C@@]1(C[C@@H]([C@@H]2[C@]6(C[C@@H](CO6)C(C)(C)O)C)O)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)(C)C)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O
• InChI: InChI=1S/C41H68O14/c1-35(2)25(55-33-29(48)26(45)21(44)17-51-33)8-9-41-18-40(41)11-10-37(5)31(39(7)13-19(16-52-39)36(3,4)50)20(43)14-38(37,6)24(40)12-22(32(35)41)53-34-30(49)28(47)27(46)23(15-42)54-34/h19-34,42-50H,8-18H2,1-7H3/t19-,20-,21+,22-,23+,24-,25-,26-,27+,28-,29+,30+,31-,32-,33-,34+,37+,38-,39+,40-,41+/m0/s1
• InChI Key: PFKIBRPYVNVMRU-LSFHWFCDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₈O₁₄
• Molecular Weight: 785.00 g/mol
• Exact Mass: 784.46090684 g/mol
• Topological Polar Surface Area (TPSA): 228.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.58
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6581	65.81%
Caco-2	-	0.8672	86.72%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6782	67.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8299	82.99%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.7762	77.62%
P-glycoprotein inhibitior	+	0.7481	74.81%
P-glycoprotein substrate	-	0.5094	50.94%
CYP3A4 substrate	+	0.7175	71.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8361	83.61%
CYP3A4 inhibition	-	0.8783	87.83%
CYP2C9 inhibition	-	0.8009	80.09%
CYP2C19 inhibition	-	0.8368	83.68%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.8971	89.71%
CYP2C8 inhibition	+	0.7358	73.58%
CYP inhibitory promiscuity	-	0.9329	93.29%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6399	63.99%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9080	90.80%
Skin irritation	-	0.7237	72.37%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.5970	59.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7431	74.31%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6499	64.99%
skin sensitisation	-	0.9098	90.98%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.9290	92.90%
Acute Oral Toxicity (c)	I	0.6658	66.58%
Estrogen receptor binding	+	0.6078	60.78%
Androgen receptor binding	+	0.7499	74.99%
Thyroid receptor binding	-	0.5726	57.26%
Glucocorticoid receptor binding	+	0.6010	60.10%
Aromatase binding	+	0.6553	65.53%
PPAR gamma	+	0.6946	69.46%
Honey bee toxicity	-	0.6108	61.08%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8633	86.33%

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	98.80%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.63%	97.25%
CHEMBL220	P22303	Acetylcholinesterase	98.05%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.07%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.51%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	90.05%	95.93%
CHEMBL2996	Q05655	Protein kinase C delta	89.88%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.18%	86.33%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.61%	83.57%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.40%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.91%	95.89%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	86.79%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.39%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.89%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.80%	97.14%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.57%	94.62%
CHEMBL2581	P07339	Cathepsin D	85.28%	98.95%
CHEMBL259	P32245	Melanocortin receptor 4	84.94%	95.38%
CHEMBL3589	P55263	Adenosine kinase	84.64%	98.05%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.85%	89.62%
CHEMBL1977	P11473	Vitamin D receptor	83.70%	99.43%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.49%	85.14%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.48%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.98%	91.24%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.59%	92.94%
CHEMBL1937	Q92769	Histone deacetylase 2	82.49%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.16%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.75%	92.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.39%	95.50%

Plants that contains it

• Astragalus dissectus

Cross-Links

• PubChem: 163185654
• LOTUS: LTS0023275
• wikiData: Q105207802