(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-17-[(2S)-2-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methylhept-5-en-2-yl]-3,12-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 03c11a33-3b6b-456f-a452-4bd081ae9599
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-17-[(2S)-2-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methylhept-5-en-2-yl]-3,12-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CC4(C(CC(C5C4(CCC5C(C)(CCC=C(C)C)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)O)O)O)O)C)O)C8(C3C(C(CC8)O)(C)C)C)C)CO)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]([C@H](O[C@H]2O[C@H]3C[C@@]4([C@H](C[C@H]([C@H]5[C@]4(CC[C@@H]5[C@](C)(CCC=C(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)C)O)[C@@]8([C@@H]3C([C@H](CC8)O)(C)C)C)C)CO)O)O)O)O)O
• InChI: InChI=1S/C54H92O23/c1-22(2)11-10-14-54(9,77-48-42(69)39(66)43(29(21-57)74-48)75-47-41(68)37(64)34(61)27(19-55)72-47)24-12-16-52(7)32(24)25(58)17-30-51(6)15-13-31(59)50(4,5)45(51)26(18-53(30,52)8)71-49-44(38(65)35(62)28(20-56)73-49)76-46-40(67)36(63)33(60)23(3)70-46/h11,23-49,55-69H,10,12-21H2,1-9H3/t23-,24-,25+,26-,27+,28+,29+,30+,31-,32-,33-,34+,35+,36+,37-,38-,39+,40+,41+,42+,43+,44+,45-,46-,47-,48-,49+,51+,52+,53+,54-/m0/s1
• InChI Key: HEPSDXHDKDLLOY-ADVPKDPBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₉₂O₂₃
• Molecular Weight: 1109.30 g/mol
• Exact Mass: 1108.60293918 g/mol
• Topological Polar Surface Area (TPSA): 377.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -2.20
• H-Bond Acceptor: 23
• H-Bond Donor: 15
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6877	68.77%
Caco-2	-	0.8986	89.86%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7251	72.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8306	83.06%
OATP1B3 inhibitior	+	0.8189	81.89%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7391	73.91%
P-glycoprotein inhibitior	+	0.7526	75.26%
P-glycoprotein substrate	-	0.5337	53.37%
CYP3A4 substrate	+	0.7332	73.32%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9502	95.02%
CYP2C9 inhibition	-	0.8671	86.71%
CYP2C19 inhibition	-	0.9036	90.36%
CYP2D6 inhibition	-	0.9380	93.80%
CYP1A2 inhibition	-	0.9057	90.57%
CYP2C8 inhibition	+	0.6962	69.62%
CYP inhibitory promiscuity	-	0.9413	94.13%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6474	64.74%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9024	90.24%
Skin irritation	-	0.5956	59.56%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.7554	75.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8144	81.44%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8991	89.91%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8657	86.57%
Acute Oral Toxicity (c)	I	0.5677	56.77%
Estrogen receptor binding	+	0.8032	80.32%
Androgen receptor binding	+	0.7437	74.37%
Thyroid receptor binding	+	0.5409	54.09%
Glucocorticoid receptor binding	+	0.7472	74.72%
Aromatase binding	+	0.6432	64.32%
PPAR gamma	+	0.8133	81.33%
Honey bee toxicity	-	0.5261	52.61%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9172	91.72%

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	95.94%	97.25%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.46%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.51%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	94.15%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.67%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.31%	96.61%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.49%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.98%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.86%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.53%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.62%	96.09%
CHEMBL1914	P06276	Butyrylcholinesterase	87.13%	95.00%
CHEMBL1977	P11473	Vitamin D receptor	86.85%	99.43%
CHEMBL1937	Q92769	Histone deacetylase 2	85.18%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.92%	89.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	84.14%	95.58%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.44%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	83.25%	95.38%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.94%	96.90%
CHEMBL2581	P07339	Cathepsin D	82.69%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	82.67%	91.49%
CHEMBL4105786	P41182	B-cell lymphoma 6 protein	82.39%	92.86%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.90%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.42%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.41%	95.83%

Plants that contains it

• Panax quinquefolius

Cross-Links

• PubChem: 71473392
• NPASS: NPC187872