(2S,3R,4R,5R,6R)-2-methyl-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(1S,4S,5R)-4-[(3R)-3-hydroxybutyl]-3,3,5-trimethylcyclohexyl]oxyoxan-2-yl]methoxy]oxane-3,4,5-triol

Details

• Internal ID: e207958f-fc5a-47f1-a019-216a768399d9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2S,3R,4R,5R,6R)-2-methyl-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(1S,4S,5R)-4-[(3R)-3-hydroxybutyl]-3,3,5-trimethylcyclohexyl]oxyoxan-2-yl]methoxy]oxane-3,4,5-triol
• SMILES (Canonical): CC1CC(CC(C1CCC(C)O)(C)C)OC2C(C(C(C(O2)COC3C(C(C(C(O3)C)O)O)O)O)O)O
• SMILES (Isomeric): C[C@@H]1C[C@@H](CC([C@H]1CC[C@@H](C)O)(C)C)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O)O)O)O)O)O
• InChI: InChI=1S/C25H46O11/c1-11-8-14(9-25(4,5)15(11)7-6-12(2)26)35-24-22(32)20(30)18(28)16(36-24)10-33-23-21(31)19(29)17(27)13(3)34-23/h11-24,26-32H,6-10H2,1-5H3/t11-,12-,13+,14+,15+,16-,17+,18-,19-,20+,21-,22-,23-,24+/m1/s1
• InChI Key: UHEPYXDXNSSNJB-PIIDWRMPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₆O₁₁
• Molecular Weight: 522.60 g/mol
• Exact Mass: 522.30401228 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.74
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6336	63.36%
Caco-2	-	0.8456	84.56%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8302	83.02%
OATP2B1 inhibitior	-	0.7249	72.49%
OATP1B1 inhibitior	+	0.9199	91.99%
OATP1B3 inhibitior	+	0.8332	83.32%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9188	91.88%
P-glycoprotein inhibitior	-	0.6137	61.37%
P-glycoprotein substrate	-	0.6000	60.00%
CYP3A4 substrate	+	0.6471	64.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8305	83.05%
CYP3A4 inhibition	-	0.9330	93.30%
CYP2C9 inhibition	-	0.8511	85.11%
CYP2C19 inhibition	-	0.9142	91.42%
CYP2D6 inhibition	-	0.9582	95.82%
CYP1A2 inhibition	-	0.9186	91.86%
CYP2C8 inhibition	-	0.7565	75.65%
CYP inhibitory promiscuity	-	0.9714	97.14%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7102	71.02%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9359	93.59%
Skin irritation	-	0.7590	75.90%
Skin corrosion	-	0.9605	96.05%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4780	47.80%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6968	69.68%
skin sensitisation	-	0.8860	88.60%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8834	88.34%
Acute Oral Toxicity (c)	III	0.5343	53.43%
Estrogen receptor binding	-	0.4755	47.55%
Androgen receptor binding	-	0.6126	61.26%
Thyroid receptor binding	+	0.5324	53.24%
Glucocorticoid receptor binding	+	0.5615	56.15%
Aromatase binding	+	0.7012	70.12%
PPAR gamma	-	0.5157	51.57%
Honey bee toxicity	-	0.7338	73.38%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.8615	86.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.75%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.34%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.13%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.88%	97.09%
CHEMBL2179	P04062	Beta-glucocerebrosidase	91.13%	85.31%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.38%	96.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.89%	94.45%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.80%	92.86%
CHEMBL226	P30542	Adenosine A1 receptor	87.75%	95.93%
CHEMBL1951	P21397	Monoamine oxidase A	87.40%	91.49%
CHEMBL2581	P07339	Cathepsin D	87.30%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.19%	85.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.42%	96.61%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	84.25%	80.33%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	83.11%	99.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.80%	89.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.37%	89.05%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	82.37%	92.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.08%	97.36%
CHEMBL4073	P09237	Matrix metalloproteinase 7	81.97%	97.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.81%	96.95%
CHEMBL2996	Q05655	Protein kinase C delta	81.62%	97.79%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.38%	93.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.89%	95.50%

Plants that contains it

• Sedum sarmentosum

Cross-Links

• PubChem: 162842046
• LOTUS: LTS0228024
• wikiData: Q105272828