[(2S,3R,4S,5S,6R)-6-ethyl-3,4,5-trihydroxyoxan-2-yl] (E)-2-methylbut-2-enoate

Details

• Internal ID: f5d38ead-f44a-433d-9bb5-154d2addf723
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [(2S,3R,4S,5S,6R)-6-ethyl-3,4,5-trihydroxyoxan-2-yl] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CCC1C(C(C(C(O1)OC(=O)C(=CC)C)O)O)O
• SMILES (Isomeric): CC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC(=O)/C(=C/C)/C)O)O)O
• InChI: InChI=1S/C12H20O6/c1-4-6(3)11(16)18-12-10(15)9(14)8(13)7(5-2)17-12/h4,7-10,12-15H,5H2,1-3H3/b6-4+/t7-,8-,9+,10-,12+/m1/s1
• InChI Key: FUVXBDBFUZFFSH-TUOYTUCBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₀O₆
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.12598835 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -0.29
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4754	47.54%
Caco-2	-	0.6363	63.63%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7379	73.79%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.9043	90.43%
OATP1B3 inhibitior	+	0.9522	95.22%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8984	89.84%
P-glycoprotein inhibitior	-	0.9176	91.76%
P-glycoprotein substrate	-	0.9733	97.33%
CYP3A4 substrate	-	0.5296	52.96%
CYP2C9 substrate	+	0.6000	60.00%
CYP2D6 substrate	-	0.8697	86.97%
CYP3A4 inhibition	-	0.8588	85.88%
CYP2C9 inhibition	-	0.8577	85.77%
CYP2C19 inhibition	-	0.6930	69.30%
CYP2D6 inhibition	-	0.8934	89.34%
CYP1A2 inhibition	-	0.9364	93.64%
CYP2C8 inhibition	-	0.9272	92.72%
CYP inhibitory promiscuity	-	0.7402	74.02%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6153	61.53%
Eye corrosion	-	0.9799	97.99%
Eye irritation	-	0.9477	94.77%
Skin irritation	-	0.7093	70.93%
Skin corrosion	-	0.9451	94.51%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6981	69.81%
Micronuclear	+	0.5159	51.59%
Hepatotoxicity	-	0.6784	67.84%
skin sensitisation	-	0.8013	80.13%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6617	66.17%
Acute Oral Toxicity (c)	III	0.5391	53.91%
Estrogen receptor binding	-	0.6078	60.78%
Androgen receptor binding	-	0.8296	82.96%
Thyroid receptor binding	-	0.5372	53.72%
Glucocorticoid receptor binding	-	0.6452	64.52%
Aromatase binding	-	0.7996	79.96%
PPAR gamma	-	0.5925	59.25%
Honey bee toxicity	-	0.7836	78.36%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.8255	82.55%
Fish aquatic toxicity	+	0.7005	70.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.97%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.38%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.22%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.42%	97.21%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.13%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.48%	99.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.09%	97.36%
CHEMBL2581	P07339	Cathepsin D	83.24%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.00%	89.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.46%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	80.14%	92.50%

Plants that contains it

• Cydonia oblonga

Cross-Links

• PubChem: 163185084
• LOTUS: LTS0267330
• wikiData: Q105002086