5-Oxo-11-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyundec-8-enoic acid

Details

• Internal ID: ac896173-0cb7-4c7c-9c89-682d52ae4ff0
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: 5-oxo-11-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyundec-8-enoic acid
• SMILES (Canonical): C(CC(=O)CCC=CCCOC1C(C(C(C(O1)CO)O)O)O)CC(=O)O
• SMILES (Isomeric): C(CC(=O)CCC=CCCOC1C(C(C(C(O1)CO)O)O)O)CC(=O)O
• InChI: InChI=1S/C17H28O9/c18-10-12-14(22)15(23)16(24)17(26-12)25-9-4-2-1-3-6-11(19)7-5-8-13(20)21/h1-2,12,14-18,22-24H,3-10H2,(H,20,21)
• InChI Key: ZGGQUYBSAMXOCK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₈O₉
• Molecular Weight: 376.40 g/mol
• Exact Mass: 376.17333247 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -0.65
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8918	89.18%
Caco-2	-	0.7821	78.21%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8512	85.12%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.8309	83.09%
OATP1B3 inhibitior	+	0.9470	94.70%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8621	86.21%
P-glycoprotein inhibitior	-	0.8117	81.17%
P-glycoprotein substrate	-	0.9485	94.85%
CYP3A4 substrate	+	0.5403	54.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8717	87.17%
CYP3A4 inhibition	-	0.9214	92.14%
CYP2C9 inhibition	-	0.9389	93.89%
CYP2C19 inhibition	-	0.8800	88.00%
CYP2D6 inhibition	-	0.9340	93.40%
CYP1A2 inhibition	-	0.9386	93.86%
CYP2C8 inhibition	-	0.7630	76.30%
CYP inhibitory promiscuity	-	0.9876	98.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7819	78.19%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.9260	92.60%
Skin irritation	-	0.8468	84.68%
Skin corrosion	-	0.9665	96.65%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6571	65.71%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.9199	91.99%
skin sensitisation	-	0.9175	91.75%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6434	64.34%
Acute Oral Toxicity (c)	III	0.5165	51.65%
Estrogen receptor binding	-	0.6320	63.20%
Androgen receptor binding	-	0.7342	73.42%
Thyroid receptor binding	-	0.6492	64.92%
Glucocorticoid receptor binding	-	0.5686	56.86%
Aromatase binding	-	0.5505	55.05%
PPAR gamma	+	0.5598	55.98%
Honey bee toxicity	-	0.8506	85.06%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.5361	53.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	96.43%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.09%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.83%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.30%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.85%	94.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.19%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	81.93%	94.73%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.62%	92.32%
CHEMBL5255	O00206	Toll-like receptor 4	81.05%	92.50%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	80.55%	97.86%

Plants that contains it

• Youngia japonica

Cross-Links

• PubChem: 74941849
• LOTUS: LTS0056830
• wikiData: Q105375168