[(1S,2S,4S,5R,8R,9R,10S,13S,14R,17S,18R)-10-[(2R,3R,4S,5S,6R)-4-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-2-yl] acetate

Details

• Internal ID: f35de6bf-6f09-490f-b7fc-914a300d8236
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(1S,2S,4S,5R,8R,9R,10S,13S,14R,17S,18R)-10-[(2R,3R,4S,5S,6R)-4-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-2-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3C(C(OC(C3OC4C(C(C(C(O4)CO)O)O)O)OC5CCC6(C(C5(C)CO)CCC7(C6C=CC89C7(CC(C1(C8CC(CC1)(C)C)CO9)OC(=O)C)C)C)C)C)O)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)O[C@H]3[C@H]([C@H](O[C@H]([C@@H]3O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O[C@H]5CC[C@]6([C@H]([C@]5(C)CO)CC[C@@]7([C@@H]6C=C[C@@]89[C@]7(C[C@@H]([C@@]1([C@H]8CC(CC1)(C)C)CO9)OC(=O)C)C)C)C)C)O)CO)O)O)O
• InChI: InChI=1S/C56H90O23/c1-24-34(61)37(64)40(67)46(71-24)77-43-28(21-58)75-48(42(69)39(43)66)78-44-35(62)25(2)72-49(45(44)79-47-41(68)38(65)36(63)27(20-57)74-47)76-32-12-13-51(6)29(52(32,7)22-59)10-14-53(8)30(51)11-15-56-31-18-50(4,5)16-17-55(31,23-70-56)33(73-26(3)60)19-54(53,56)9/h11,15,24-25,27-49,57-59,61-69H,10,12-14,16-23H2,1-9H3/t24-,25+,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-,55+,56-/m0/s1
• InChI Key: WAIYSDVLHDYDGE-AWPGFGAASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₉₀O₂₃
• Molecular Weight: 1131.30 g/mol
• Exact Mass: 1130.58728911 g/mol
• Topological Polar Surface Area (TPSA): 352.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.98
• H-Bond Acceptor: 23
• H-Bond Donor: 12
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6673	66.73%
Caco-2	-	0.8772	87.72%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7947	79.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8205	82.05%
OATP1B3 inhibitior	+	0.8750	87.50%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9276	92.76%
P-glycoprotein inhibitior	+	0.7478	74.78%
P-glycoprotein substrate	+	0.5453	54.53%
CYP3A4 substrate	+	0.7379	73.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8785	87.85%
CYP3A4 inhibition	-	0.9480	94.80%
CYP2C9 inhibition	-	0.8506	85.06%
CYP2C19 inhibition	-	0.8515	85.15%
CYP2D6 inhibition	-	0.9474	94.74%
CYP1A2 inhibition	-	0.8997	89.97%
CYP2C8 inhibition	+	0.7197	71.97%
CYP inhibitory promiscuity	-	0.9275	92.75%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6390	63.90%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9005	90.05%
Skin irritation	-	0.6777	67.77%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7808	78.08%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7137	71.37%
skin sensitisation	-	0.9152	91.52%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7214	72.14%
Acute Oral Toxicity (c)	I	0.5045	50.45%
Estrogen receptor binding	+	0.8004	80.04%
Androgen receptor binding	+	0.7608	76.08%
Thyroid receptor binding	+	0.5829	58.29%
Glucocorticoid receptor binding	+	0.7459	74.59%
Aromatase binding	+	0.6439	64.39%
PPAR gamma	+	0.8088	80.88%
Honey bee toxicity	-	0.6376	63.76%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9598	95.98%

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	97.12%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.79%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.28%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.33%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.91%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.83%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.22%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.61%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.64%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.57%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.43%	91.24%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	85.56%	97.47%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.74%	91.07%
CHEMBL2581	P07339	Cathepsin D	84.69%	98.95%
CHEMBL237	P41145	Kappa opioid receptor	84.15%	98.10%
CHEMBL226	P30542	Adenosine A1 receptor	83.68%	95.93%
CHEMBL5255	O00206	Toll-like receptor 4	83.31%	92.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.66%	94.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.87%	94.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.19%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.18%	93.04%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	80.84%	85.83%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.52%	89.05%

Plants that contains it

• Verbascum sinaiticum

Cross-Links

• PubChem: 101933148
• LOTUS: LTS0173380
• wikiData: Q105300252