(2R)-2-[(1S)-1-[(1S,3R,6S,8S,11S,12S,15R,16R)-6-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]ethyl]-5-methyl-2,3-dihydropyran-6-one

Details

• Internal ID: 5ee9340f-6608-40ed-83e1-c5396e8f32bc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R)-2-[(1S)-1-[(1S,3R,6S,8S,11S,12S,15R,16R)-6-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]ethyl]-5-methyl-2,3-dihydropyran-6-one
• SMILES (Canonical): CC1=CCC(OC1=O)C(C)C2CCC3(C2(CCC45C3CCC6C4(C5)CCC(C6(C)C)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)C
• SMILES (Isomeric): CC1=CC[C@@H](OC1=O)[C@@H](C)[C@H]2CC[C@@]3([C@@]2(CC[C@]45[C@H]3CC[C@H]6[C@]4(C5)CC[C@@H](C6(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)C)C
• InChI: InChI=1S/C48H76O18/c1-21-7-8-24(60-40(21)59)22(2)23-11-13-46(6)29-10-9-28-44(3,4)30(12-14-47(28)20-48(29,47)16-15-45(23,46)5)64-42-38(35(56)32(53)26(18-50)62-42)66-43-39(36(57)33(54)27(19-51)63-43)65-41-37(58)34(55)31(52)25(17-49)61-41/h7,22-39,41-43,49-58H,8-20H2,1-6H3/t22-,23+,24+,25+,26+,27+,28+,29-,30-,31+,32+,33+,34-,35-,36-,37+,38+,39+,41-,42-,43-,45+,46-,47+,48-/m0/s1
• InChI Key: JOYKRSYBWJIRDO-DDCBEONSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₆O₁₈
• Molecular Weight: 941.10 g/mol
• Exact Mass: 940.50316557 g/mol
• Topological Polar Surface Area (TPSA): 284.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 0.16
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7433	74.33%
Caco-2	-	0.8859	88.59%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8041	80.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8115	81.15%
OATP1B3 inhibitior	+	0.8110	81.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	+	0.9051	90.51%
P-glycoprotein inhibitior	+	0.7501	75.01%
P-glycoprotein substrate	-	0.6303	63.03%
CYP3A4 substrate	+	0.7075	70.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8799	87.99%
CYP3A4 inhibition	-	0.9657	96.57%
CYP2C9 inhibition	-	0.7286	72.86%
CYP2C19 inhibition	-	0.8573	85.73%
CYP2D6 inhibition	-	0.9338	93.38%
CYP1A2 inhibition	-	0.8475	84.75%
CYP2C8 inhibition	+	0.5648	56.48%
CYP inhibitory promiscuity	-	0.9057	90.57%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6787	67.87%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9065	90.65%
Skin irritation	-	0.6410	64.10%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8026	80.26%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.7656	76.56%
skin sensitisation	-	0.8811	88.11%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6956	69.56%
Acute Oral Toxicity (c)	I	0.4306	43.06%
Estrogen receptor binding	+	0.7959	79.59%
Androgen receptor binding	+	0.7573	75.73%
Thyroid receptor binding	-	0.5874	58.74%
Glucocorticoid receptor binding	+	0.6851	68.51%
Aromatase binding	+	0.6486	64.86%
PPAR gamma	+	0.7717	77.17%
Honey bee toxicity	-	0.6807	68.07%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9650	96.50%

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	97.89%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.74%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.29%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.48%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	93.08%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.10%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.03%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.97%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.94%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.80%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.49%	86.33%
CHEMBL4208	P20618	Proteasome component C5	85.40%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.93%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.86%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.41%	93.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.64%	94.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.50%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.09%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.06%	96.61%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.51%	96.47%
CHEMBL3401	O75469	Pregnane X receptor	81.22%	94.73%

Plants that contains it

• Juncus effusus

Cross-Links

• PubChem: 162978288
• LOTUS: LTS0014666
• wikiData: Q105132587