[(2R)-4-oxo-4-[(4E,6E,8E,11E)-trideca-4,6,8,11-tetraenoxy]butan-2-yl] (3R)-3-hydroxybutanoate

Details

• Internal ID: 60854031-5386-4aa6-8a7c-1cb3975a678b
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohol esters
• IUPAC Name: [(2R)-4-oxo-4-[(4E,6E,8E,11E)-trideca-4,6,8,11-tetraenoxy]butan-2-yl] (3R)-3-hydroxybutanoate
• SMILES (Canonical): CC=CCC=CC=CC=CCCCOC(=O)CC(C)OC(=O)CC(C)O
• SMILES (Isomeric): C/C=C/C/C=C/C=C/C=C/CCCOC(=O)C[C@@H](C)OC(=O)C[C@@H](C)O
• InChI: InChI=1S/C21H32O5/c1-4-5-6-7-8-9-10-11-12-13-14-15-25-20(23)17-19(3)26-21(24)16-18(2)22/h4-5,7-12,18-19,22H,6,13-17H2,1-3H3/b5-4+,8-7+,10-9+,12-11+/t18-,19-/m1/s1
• InChI Key: XKXAEQCZZGRRAV-BXQDGFAKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₅
• Molecular Weight: 364.50 g/mol
• Exact Mass: 364.22497412 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.04
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9660	96.60%
Caco-2	-	0.5459	54.59%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8326	83.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8157	81.57%
OATP1B3 inhibitior	+	0.9418	94.18%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9256	92.56%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.8042	80.42%
CYP3A4 substrate	+	0.5706	57.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8691	86.91%
CYP3A4 inhibition	-	0.7119	71.19%
CYP2C9 inhibition	-	0.8894	88.94%
CYP2C19 inhibition	-	0.9247	92.47%
CYP2D6 inhibition	-	0.9432	94.32%
CYP1A2 inhibition	-	0.8330	83.30%
CYP2C8 inhibition	-	0.7352	73.52%
CYP inhibitory promiscuity	-	0.9530	95.30%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6600	66.00%
Carcinogenicity (trinary)	Non-required	0.7434	74.34%
Eye corrosion	-	0.7660	76.60%
Eye irritation	-	0.9601	96.01%
Skin irritation	-	0.5577	55.77%
Skin corrosion	-	0.9830	98.30%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4065	40.65%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5788	57.88%
skin sensitisation	-	0.8311	83.11%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.9508	95.08%
Mitochondrial toxicity	-	0.9750	97.50%
Nephrotoxicity	+	0.7542	75.42%
Acute Oral Toxicity (c)	III	0.6457	64.57%
Estrogen receptor binding	+	0.7275	72.75%
Androgen receptor binding	-	0.5096	50.96%
Thyroid receptor binding	-	0.5286	52.86%
Glucocorticoid receptor binding	+	0.5867	58.67%
Aromatase binding	-	0.5864	58.64%
PPAR gamma	+	0.5322	53.22%
Honey bee toxicity	-	0.8681	86.81%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9413	94.13%

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	96.64%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.70%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	91.54%	97.21%
CHEMBL2581	P07339	Cathepsin D	90.26%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.68%	96.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.77%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.10%	96.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.04%	90.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.37%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.57%	82.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.29%	94.33%

Plants that contains it

• Curcuma longa

Cross-Links

• PubChem: 14258872
• NPASS: NPC47554
• LOTUS: LTS0120417
• wikiData: Q105329755