(2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S)-2-[(2S,3R,4S,5R)-4,5-dihydroxy-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-14-hydroxy-15-[(2R,5S)-5-hydroxy-2,6,6-trimethyloxan-2-yl]-7,7,12,16-tetramethyl-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxan-3-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 82a2a269-9e12-44bb-995f-3154737a1e9d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S)-2-[(2S,3R,4S,5R)-4,5-dihydroxy-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-14-hydroxy-15-[(2R,5S)-5-hydroxy-2,6,6-trimethyloxan-2-yl]-7,7,12,16-tetramethyl-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxan-3-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC3C(C(COC3OC4CCC56CC57CCC8(C(C(CC8(C7CC(C6C4(C)C)OC9C(C(C(C(O9)CO)O)O)O)C)O)C1(CCC(C(O1)(C)C)O)C)C)O)O)O)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]2O[C@@H]3[C@H]([C@@H](CO[C@H]3O[C@H]4CC[C@]56C[C@]57CC[C@@]8([C@H]([C@H](C[C@]8([C@@H]7C[C@@H]([C@H]6C4(C)C)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)C)O)[C@]1(CC[C@@H](C(O1)(C)C)O)C)C)O)O)O)O)O)O)O
• InChI: InChI=1S/C52H86O22/c1-21-30(58)34(62)36(64)42(68-21)72-39-32(60)24(56)19-67-45(39)73-38-31(59)23(55)18-66-44(38)71-29-10-12-52-20-51(52)14-13-48(6)40(50(8)11-9-28(57)47(4,5)74-50)22(54)16-49(48,7)27(51)15-25(41(52)46(29,2)3)69-43-37(65)35(63)33(61)26(17-53)70-43/h21-45,53-65H,9-20H2,1-8H3/t21-,22-,23+,24-,25-,26+,27-,28-,29-,30-,31-,32-,33+,34+,35-,36+,37+,38+,39+,40-,41-,42-,43+,44-,45-,48+,49-,50+,51-,52+/m0/s1
• InChI Key: VNTICNLJYQEOPW-DCFXROFYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₆O₂₂
• Molecular Weight: 1063.20 g/mol
• Exact Mass: 1062.56107437 g/mol
• Topological Polar Surface Area (TPSA): 346.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.96
• H-Bond Acceptor: 22
• H-Bond Donor: 13
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6100	61.00%
Caco-2	-	0.8844	88.44%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6546	65.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8298	82.98%
OATP1B3 inhibitior	+	0.9217	92.17%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6759	67.59%
P-glycoprotein inhibitior	+	0.7485	74.85%
P-glycoprotein substrate	+	0.5548	55.48%
CYP3A4 substrate	+	0.7283	72.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8237	82.37%
CYP3A4 inhibition	-	0.9168	91.68%
CYP2C9 inhibition	-	0.8035	80.35%
CYP2C19 inhibition	-	0.8441	84.41%
CYP2D6 inhibition	-	0.9477	94.77%
CYP1A2 inhibition	-	0.8963	89.63%
CYP2C8 inhibition	+	0.7126	71.26%
CYP inhibitory promiscuity	-	0.9520	95.20%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6862	68.62%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9021	90.21%
Skin irritation	-	0.7288	72.88%
Skin corrosion	-	0.9473	94.73%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7532	75.32%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7459	74.59%
skin sensitisation	-	0.9118	91.18%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.9485	94.85%
Acute Oral Toxicity (c)	I	0.6007	60.07%
Estrogen receptor binding	+	0.7759	77.59%
Androgen receptor binding	+	0.7444	74.44%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6899	68.99%
Aromatase binding	+	0.6429	64.29%
PPAR gamma	+	0.7826	78.26%
Honey bee toxicity	-	0.5983	59.83%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8394	83.94%

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	98.53%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	95.49%	95.93%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	95.10%	95.58%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.93%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.26%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.27%	97.25%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	92.04%	83.57%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.54%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.82%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.06%	92.94%
CHEMBL3589	P55263	Adenosine kinase	89.51%	98.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.79%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	86.11%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.35%	89.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.27%	91.24%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.65%	90.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.57%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.53%	96.95%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	81.81%	97.86%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.17%	95.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.86%	95.83%
CHEMBL220	P22303	Acetylcholinesterase	80.82%	94.45%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	80.62%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.47%	86.92%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.21%	96.21%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.01%	92.88%

Plants that contains it

• Astragalus aureus
• Astragalus icmadophilus

Cross-Links

• PubChem: 101514269
• LOTUS: LTS0042596
• wikiData: Q105289910