(2S,3R,4S,5S,6R)-2-[(1S,4S,5R)-4-[(3R)-3-hydroxybutyl]-3,3,5-trimethylcyclohexyl]oxy-6-[[(2S,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol

Details

• Internal ID: 5d0a06ee-9158-406f-89a2-c6d9907e3ae8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(1S,4S,5R)-4-[(3R)-3-hydroxybutyl]-3,3,5-trimethylcyclohexyl]oxy-6-[[(2S,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol
• SMILES (Canonical): CC1CC(CC(C1CCC(C)O)(C)C)OC2C(C(C(C(O2)COC3C(C(C(CO3)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](CO3)O)O)O)O)O)O
• InChI: InChI=1S/C24H44O11/c1-11-7-13(8-24(3,4)14(11)6-5-12(2)25)34-23-21(31)19(29)18(28)16(35-23)10-33-22-20(30)17(27)15(26)9-32-22/h11-23,25-31H,5-10H2,1-4H3/t11-,12-,13+,14+,15+,16-,17+,18-,19+,20+,21-,22+,23+/m1/s1
• InChI Key: NURSGIAVBMONQM-QZYVVOFBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₄₄O₁₁
• Molecular Weight: 508.60 g/mol
• Exact Mass: 508.28836222 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.13
• 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	-	0.7183	71.83%
Caco-2	-	0.8505	85.05%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8163	81.63%
OATP2B1 inhibitior	-	0.7242	72.42%
OATP1B1 inhibitior	+	0.9116	91.16%
OATP1B3 inhibitior	+	0.8484	84.84%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8531	85.31%
P-glycoprotein inhibitior	-	0.6462	64.62%
P-glycoprotein substrate	-	0.5542	55.42%
CYP3A4 substrate	+	0.6694	66.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8305	83.05%
CYP3A4 inhibition	-	0.9576	95.76%
CYP2C9 inhibition	-	0.8714	87.14%
CYP2C19 inhibition	-	0.9083	90.83%
CYP2D6 inhibition	-	0.9588	95.88%
CYP1A2 inhibition	-	0.9364	93.64%
CYP2C8 inhibition	-	0.7531	75.31%
CYP inhibitory promiscuity	-	0.9795	97.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6768	67.68%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9271	92.71%
Skin irritation	-	0.7863	78.63%
Skin corrosion	-	0.9624	96.24%
Ames mutagenesis	+	0.5222	52.22%
Human Ether-a-go-go-Related Gene inhibition	-	0.4584	45.84%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.7287	72.87%
skin sensitisation	-	0.8949	89.49%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.9318	93.18%
Acute Oral Toxicity (c)	III	0.5129	51.29%
Estrogen receptor binding	-	0.4814	48.14%
Androgen receptor binding	-	0.5924	59.24%
Thyroid receptor binding	+	0.5359	53.59%
Glucocorticoid receptor binding	+	0.5407	54.07%
Aromatase binding	+	0.6927	69.27%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7295	72.95%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.8276	82.76%

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	99.35%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.38%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.23%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.47%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.37%	85.14%
CHEMBL2179	P04062	Beta-glucocerebrosidase	94.10%	85.31%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	92.04%	96.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.42%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	90.99%	95.93%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.26%	92.86%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	89.68%	80.33%
CHEMBL2581	P07339	Cathepsin D	88.64%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.30%	96.77%
CHEMBL2996	Q05655	Protein kinase C delta	87.12%	97.79%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.82%	96.61%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.18%	96.95%
CHEMBL206	P03372	Estrogen receptor alpha	84.07%	97.64%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	83.94%	99.00%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	82.34%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.34%	95.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.63%	82.50%
CHEMBL1951	P21397	Monoamine oxidase A	80.30%	91.49%

Plants that contains it

• Salacia chinensis

Cross-Links

• PubChem: 162922238
• LOTUS: LTS0016180
• wikiData: Q105185997