(2R,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-[[(1S,2S,4S,5R,8R,9R,10S,13S,14R,17S,18S)-2-hydroxy-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-10-yl]oxy]-6-methyloxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: d0ff958e-07c6-466f-a151-82ccbba896b7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-[[(1S,2S,4S,5R,8R,9R,10S,13S,14R,17S,18S)-2-hydroxy-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-10-yl]oxy]-6-methyloxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC3(C(C2(C)CO)CCC4(C3C=CC56C4(CC(C7(C5CC(CC7)(C)C)CO6)O)C)C)C)OC8C(C(C(C(O8)CO)O)O)O)OC9C(C(C(C(O9)CO)OC1C(C(C(CO1)O)O)O)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]4([C@@H]3C=C[C@@]56[C@]4(C[C@@H]([C@@]7([C@@H]5CC(CC7)(C)C)CO6)O)C)C)C)O[C@@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O[C@@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O)O)O
• InChI: InChI=1S/C53H86O22/c1-23-32(59)41(74-45-39(66)36(63)40(26(19-55)71-45)73-43-37(64)33(60)24(57)20-67-43)42(75-44-38(65)35(62)34(61)25(18-54)70-44)46(69-23)72-31-10-11-48(4)27(49(31,5)21-56)8-12-50(6)28(48)9-13-53-29-16-47(2,3)14-15-52(29,22-68-53)30(58)17-51(50,53)7/h9,13,23-46,54-66H,8,10-12,14-22H2,1-7H3/t23-,24-,25-,26-,27-,28-,29+,30+,31+,32+,33+,34-,35+,36-,37-,38-,39-,40-,41+,42-,43-,44-,45+,46+,48+,49+,50-,51+,52-,53+/m1/s1
• InChI Key: WOKRKTBQOHGPRW-XGNHCZHXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₆O₂₂
• Molecular Weight: 1075.20 g/mol
• Exact Mass: 1074.56107437 g/mol
• Topological Polar Surface Area (TPSA): 346.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.94
• H-Bond Acceptor: 22
• H-Bond Donor: 13
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6441	64.41%
Caco-2	-	0.8827	88.27%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6663	66.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8305	83.05%
OATP1B3 inhibitior	+	0.9158	91.58%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.8611	86.11%
P-glycoprotein inhibitior	+	0.7469	74.69%
P-glycoprotein substrate	+	0.6272	62.72%
CYP3A4 substrate	+	0.7408	74.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8287	82.87%
CYP3A4 inhibition	-	0.9390	93.90%
CYP2C9 inhibition	-	0.8634	86.34%
CYP2C19 inhibition	-	0.8659	86.59%
CYP2D6 inhibition	-	0.9457	94.57%
CYP1A2 inhibition	-	0.9115	91.15%
CYP2C8 inhibition	+	0.7472	74.72%
CYP inhibitory promiscuity	-	0.9473	94.73%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6210	62.10%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9022	90.22%
Skin irritation	-	0.6612	66.12%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7460	74.60%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6439	64.39%
skin sensitisation	-	0.9108	91.08%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.9070	90.70%
Acute Oral Toxicity (c)	I	0.7129	71.29%
Estrogen receptor binding	+	0.8004	80.04%
Androgen receptor binding	+	0.7559	75.59%
Thyroid receptor binding	+	0.5235	52.35%
Glucocorticoid receptor binding	+	0.6875	68.75%
Aromatase binding	+	0.6347	63.47%
PPAR gamma	+	0.7925	79.25%
Honey bee toxicity	-	0.6187	61.87%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9152	91.52%

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	97.79%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.80%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.21%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.81%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.86%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.57%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.36%	95.50%
CHEMBL1914	P06276	Butyrylcholinesterase	90.24%	95.00%
CHEMBL325	Q13547	Histone deacetylase 1	89.51%	95.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.31%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.50%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.44%	100.00%
CHEMBL2581	P07339	Cathepsin D	86.06%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.68%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.46%	92.94%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.03%	91.24%
CHEMBL2243	O00519	Anandamide amidohydrolase	84.89%	97.53%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	84.44%	97.86%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	84.28%	92.78%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.87%	92.88%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.39%	94.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	83.26%	97.47%
CHEMBL1937	Q92769	Histone deacetylase 2	83.20%	94.75%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	83.01%	85.83%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.48%	91.07%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	81.01%	98.99%
CHEMBL4302	P08183	P-glycoprotein 1	80.97%	92.98%

Plants that contains it

• Buddleja japonica

Cross-Links

• PubChem: 163033961
• LOTUS: LTS0212787
• wikiData: Q105309563