[(2R,4R)-2,4-dihydroxyheptadec-16-enyl] acetate

Details

• Internal ID: 3f0fcbb9-6f03-4a67-b71e-242a45a33c33
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Long-chain fatty alcohols
• IUPAC Name: [(2R,4R)-2,4-dihydroxyheptadec-16-enyl] acetate
• SMILES (Canonical): CC(=O)OCC(CC(CCCCCCCCCCCC=C)O)O
• SMILES (Isomeric): CC(=O)OC[C@@H](C[C@@H](CCCCCCCCCCCC=C)O)O
• InChI: InChI=1S/C19H36O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-18(21)15-19(22)16-23-17(2)20/h3,18-19,21-22H,1,4-16H2,2H3/t18-,19-/m1/s1
• InChI Key: NLBYRERHXBTBBR-RTBURBONSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₆O₄
• Molecular Weight: 328.50 g/mol
• Exact Mass: 328.26135963 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.14
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7911	79.11%
Caco-2	-	0.6016	60.16%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8465	84.65%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.9414	94.14%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8588	85.88%
BSEP inhibitior	+	0.5758	57.58%
P-glycoprotein inhibitior	-	0.8173	81.73%
P-glycoprotein substrate	-	0.8385	83.85%
CYP3A4 substrate	+	0.5217	52.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8520	85.20%
CYP3A4 inhibition	-	0.8710	87.10%
CYP2C9 inhibition	-	0.8325	83.25%
CYP2C19 inhibition	-	0.8723	87.23%
CYP2D6 inhibition	-	0.9162	91.62%
CYP1A2 inhibition	-	0.7663	76.63%
CYP2C8 inhibition	-	0.9384	93.84%
CYP inhibitory promiscuity	-	0.9114	91.14%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.7790	77.90%
Eye corrosion	-	0.8807	88.07%
Eye irritation	-	0.7767	77.67%
Skin irritation	-	0.7323	73.23%
Skin corrosion	-	0.9345	93.45%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7516	75.16%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.7457	74.57%
Respiratory toxicity	-	0.8111	81.11%
Reproductive toxicity	-	0.9426	94.26%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.7086	70.86%
Acute Oral Toxicity (c)	III	0.5032	50.32%
Estrogen receptor binding	+	0.5582	55.82%
Androgen receptor binding	-	0.8601	86.01%
Thyroid receptor binding	+	0.6094	60.94%
Glucocorticoid receptor binding	+	0.5370	53.70%
Aromatase binding	-	0.7353	73.53%
PPAR gamma	+	0.6431	64.31%
Honey bee toxicity	-	0.8437	84.37%
Biodegradation	+	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6638	66.38%
Fish aquatic toxicity	+	0.8811	88.11%

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	96.52%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.24%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.49%	99.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	90.76%	97.29%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.66%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.78%	89.34%
CHEMBL340	P08684	Cytochrome P450 3A4	85.22%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.08%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.51%	95.17%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.66%	89.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.71%	94.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.38%	96.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.31%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.01%	96.95%

Plants that contains it

• Persea americana

Cross-Links

• PubChem: 40469824
• LOTUS: LTS0129971
• wikiData: Q105181259