(R)-1-O-[b-D-Glucopyranosyl-(1->6)-b-D-glucopyranoside]-1,3-octanediol

Details

• Internal ID: 0e8451f3-9694-481e-a4dc-1bb987a10715
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: 2-(hydroxymethyl)-6-[[3,4,5-trihydroxy-6-(3-hydroxyoctoxy)oxan-2-yl]methoxy]oxane-3,4,5-triol
• SMILES (Canonical): CCCCCC(CCOC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)O)O)O)O)O
• SMILES (Isomeric): CCCCCC(CCOC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C20H38O12/c1-2-3-4-5-10(22)6-7-29-19-17(27)16(26)14(24)12(32-19)9-30-20-18(28)15(25)13(23)11(8-21)31-20/h10-28H,2-9H2,1H3
• InChI Key: ODOJEOFQPWTDSS-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₈O₁₂
• Molecular Weight: 470.50 g/mol
• Exact Mass: 470.23632664 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -3.04
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 12

Synonyms

• CHEBI:167932
• 2-(hydroxymethyl)-6-[[3,4,5-trihydroxy-6-(3-hydroxyoctoxy)oxan-2-yl]methoxy]oxane-3,4,5-triol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7834	78.34%
Caco-2	-	0.8646	86.46%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7126	71.26%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.8979	89.79%
OATP1B3 inhibitior	+	0.8965	89.65%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8817	88.17%
P-glycoprotein inhibitior	-	0.7582	75.82%
P-glycoprotein substrate	-	0.8402	84.02%
CYP3A4 substrate	+	0.5564	55.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8329	83.29%
CYP3A4 inhibition	-	0.8434	84.34%
CYP2C9 inhibition	-	0.9079	90.79%
CYP2C19 inhibition	-	0.8276	82.76%
CYP2D6 inhibition	-	0.9230	92.30%
CYP1A2 inhibition	-	0.8943	89.43%
CYP2C8 inhibition	-	0.8232	82.32%
CYP inhibitory promiscuity	-	0.9534	95.34%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7125	71.25%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.8688	86.88%
Skin irritation	-	0.7631	76.31%
Skin corrosion	-	0.9619	96.19%
Ames mutagenesis	-	0.8654	86.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7734	77.34%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.7272	72.72%
skin sensitisation	-	0.9274	92.74%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.7333	73.33%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.4805	48.05%
Acute Oral Toxicity (c)	III	0.5467	54.67%
Estrogen receptor binding	-	0.5522	55.22%
Androgen receptor binding	-	0.6824	68.24%
Thyroid receptor binding	+	0.5391	53.91%
Glucocorticoid receptor binding	-	0.6707	67.07%
Aromatase binding	+	0.7340	73.40%
PPAR gamma	-	0.5818	58.18%
Honey bee toxicity	-	0.9291	92.91%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7103	71.03%
Fish aquatic toxicity	+	0.7215	72.15%

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	96.54%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.91%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.65%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.09%	99.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	92.54%	97.29%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.03%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.65%	96.61%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.04%	92.86%
CHEMBL3401	O75469	Pregnane X receptor	86.74%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.67%	93.56%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	84.90%	90.24%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.69%	96.47%
CHEMBL2885	P07451	Carbonic anhydrase III	84.13%	87.45%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	83.73%	92.08%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	83.18%	96.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.13%	100.00%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	83.11%	80.33%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	83.02%	91.81%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.55%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	82.10%	97.79%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	81.16%	85.94%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.52%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.39%	89.05%
CHEMBL1907	P15144	Aminopeptidase N	80.28%	93.31%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.11%	95.50%

Plants that contains it

• Crescentia cujete
• Nymania capensis
• Trichilia rubra

Cross-Links

• PubChem: 131751313
• LOTUS: LTS0231310
• wikiData: Q105245871