2-[[3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-(3,7-dimethylocta-1,6-dien-3-yloxy)oxane-3,4,5-triol

Details

• Internal ID: 745d1673-4fd0-4ea9-b558-e6b52c9989e6
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: 2-[[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-(3,7-dimethylocta-1,6-dien-3-yloxy)oxane-3,4,5-triol
• SMILES (Canonical): CC(=CCCC(C)(C=C)OC1C(C(C(C(O1)COC2C(C(C(O2)CO)O)O)O)O)O)C
• SMILES (Isomeric): CC(=CCCC(C)(C=C)OC1C(C(C(C(O1)COC2C(C(C(O2)CO)O)O)O)O)O)C
• InChI: InChI=1S/C21H36O10/c1-5-21(4,8-6-7-11(2)3)31-20-18(27)16(25)15(24)13(30-20)10-28-19-17(26)14(23)12(9-22)29-19/h5,7,12-20,22-27H,1,6,8-10H2,2-4H3
• InChI Key: NOLFJMLEEXBWCV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₆O₁₀
• Molecular Weight: 448.50 g/mol
• Exact Mass: 448.23084734 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.04
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6403	64.03%
Caco-2	-	0.8136	81.36%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7751	77.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8883	88.83%
OATP1B3 inhibitior	+	0.8867	88.67%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.6116	61.16%
P-glycoprotein inhibitior	-	0.7231	72.31%
P-glycoprotein substrate	-	0.9029	90.29%
CYP3A4 substrate	+	0.5758	57.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8353	83.53%
CYP3A4 inhibition	-	0.8859	88.59%
CYP2C9 inhibition	-	0.7808	78.08%
CYP2C19 inhibition	-	0.8383	83.83%
CYP2D6 inhibition	-	0.9209	92.09%
CYP1A2 inhibition	-	0.8274	82.74%
CYP2C8 inhibition	-	0.7103	71.03%
CYP inhibitory promiscuity	-	0.8238	82.38%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6133	61.33%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.9629	96.29%
Skin irritation	-	0.7010	70.10%
Skin corrosion	-	0.9321	93.21%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4802	48.02%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5183	51.83%
skin sensitisation	-	0.8324	83.24%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.6893	68.93%
Acute Oral Toxicity (c)	III	0.6464	64.64%
Estrogen receptor binding	+	0.5440	54.40%
Androgen receptor binding	-	0.6188	61.88%
Thyroid receptor binding	+	0.5391	53.91%
Glucocorticoid receptor binding	-	0.4925	49.25%
Aromatase binding	+	0.7022	70.22%
PPAR gamma	+	0.6614	66.14%
Honey bee toxicity	-	0.6548	65.48%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.7990	79.90%

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	95.33%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.00%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	91.30%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	90.69%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.89%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.18%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.68%	99.17%
CHEMBL1977	P11473	Vitamin D receptor	82.61%	99.43%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.60%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.95%	97.36%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.84%	96.90%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.46%	89.34%

Plants that contains it

• Vitis vinifera

Cross-Links

• PubChem: 15624184
• LOTUS: LTS0143957
• wikiData: Q105182626