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

Details

• Internal ID: bceb17e4-a51b-4e88-a848-9a4fa6a06658
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: 5-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-(3,7-dimethylocta-1,6-dien-3-yloxy)-2-(hydroxymethyl)oxane-3,4-diol
• SMILES (Canonical): CC(=CCCC(C)(C=C)OC1C(C(C(C(O1)CO)O)O)OC2C(C(CO2)(CO)O)O)C
• SMILES (Isomeric): CC(=CCCC(C)(C=C)OC1C(C(C(C(O1)CO)O)O)OC2C(C(CO2)(CO)O)O)C
• InChI: InChI=1S/C21H36O10/c1-5-20(4,8-6-7-12(2)3)31-18-16(15(25)14(24)13(9-22)29-18)30-19-17(26)21(27,10-23)11-28-19/h5,7,13-19,22-27H,1,6,8-11H2,2-4H3
• InChI Key: CQYBMVFHNCRAIJ-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: -0.10
• 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	-	0.5860	58.60%
Caco-2	-	0.8034	80.34%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7243	72.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8898	88.98%
OATP1B3 inhibitior	+	0.9073	90.73%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.5899	58.99%
P-glycoprotein inhibitior	-	0.6957	69.57%
P-glycoprotein substrate	-	0.7651	76.51%
CYP3A4 substrate	+	0.6476	64.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8469	84.69%
CYP3A4 inhibition	-	0.8725	87.25%
CYP2C9 inhibition	-	0.8024	80.24%
CYP2C19 inhibition	-	0.8575	85.75%
CYP2D6 inhibition	-	0.9230	92.30%
CYP1A2 inhibition	-	0.8536	85.36%
CYP2C8 inhibition	-	0.6710	67.10%
CYP inhibitory promiscuity	-	0.8936	89.36%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6214	62.14%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9584	95.84%
Skin irritation	-	0.6668	66.68%
Skin corrosion	-	0.9304	93.04%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4042	40.42%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5414	54.14%
skin sensitisation	-	0.8269	82.69%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.6470	64.70%
Acute Oral Toxicity (c)	III	0.6167	61.67%
Estrogen receptor binding	+	0.6229	62.29%
Androgen receptor binding	-	0.5105	51.05%
Thyroid receptor binding	+	0.5967	59.67%
Glucocorticoid receptor binding	-	0.4662	46.62%
Aromatase binding	+	0.6869	68.69%
PPAR gamma	+	0.6733	67.33%
Honey bee toxicity	-	0.6501	65.01%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.7284	72.84%

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	98.35%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	98.06%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.49%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.32%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.91%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	87.85%	94.73%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.27%	91.24%
CHEMBL2581	P07339	Cathepsin D	86.37%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.94%	95.89%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.80%	98.75%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.55%	95.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.44%	97.36%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.16%	91.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.89%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.15%	92.94%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.84%	96.90%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.71%	92.88%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.50%	95.56%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.22%	97.47%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.73%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.49%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.32%	91.07%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.22%	94.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.92%	86.92%

Plants that contains it

• Pluchea indica

Cross-Links

• PubChem: 162998907
• LOTUS: LTS0148250
• wikiData: Q104968354