(R)-10,16-Dihydroxyhexadecanoic acid

Details

• Internal ID: 56a2c0ca-c108-44d3-b720-98d8cf8c8329
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: (10R)-10,16-dihydroxyhexadecanoic acid
• SMILES (Canonical): C(CCCCC(=O)O)CCCC(CCCCCCO)O
• SMILES (Isomeric): C(CCCCC(=O)O)CCC[C@H](CCCCCCO)O
• InChI: InChI=1S/C16H32O4/c17-14-10-6-5-8-12-15(18)11-7-3-1-2-4-9-13-16(19)20/h15,17-18H,1-14H2,(H,19,20)/t15-/m1/s1
• InChI Key: VJZBXAQGWLMYMS-OAHLLOKOSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₃₂O₄
• Molecular Weight: 288.42 g/mol
• Exact Mass: 288.23005950 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.50
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 15

Synonyms

• (10R)-10,16-dihydroxyhexadecanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8707	87.07%
Caco-2	-	0.6784	67.84%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8975	89.75%
OATP2B1 inhibitior	-	0.8510	85.10%
OATP1B1 inhibitior	+	0.9532	95.32%
OATP1B3 inhibitior	+	0.9472	94.72%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7849	78.49%
P-glycoprotein inhibitior	-	0.9036	90.36%
P-glycoprotein substrate	-	0.9504	95.04%
CYP3A4 substrate	-	0.6636	66.36%
CYP2C9 substrate	-	0.5980	59.80%
CYP2D6 substrate	-	0.8438	84.38%
CYP3A4 inhibition	-	0.9528	95.28%
CYP2C9 inhibition	-	0.9159	91.59%
CYP2C19 inhibition	-	0.9529	95.29%
CYP2D6 inhibition	-	0.9607	96.07%
CYP1A2 inhibition	-	0.9191	91.91%
CYP2C8 inhibition	-	0.9815	98.15%
CYP inhibitory promiscuity	-	0.9670	96.70%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.7829	78.29%
Eye corrosion	-	0.6665	66.65%
Eye irritation	+	0.9294	92.94%
Skin irritation	-	0.8673	86.73%
Skin corrosion	-	0.9596	95.96%
Ames mutagenesis	-	0.9400	94.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4764	47.64%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.6885	68.85%
skin sensitisation	-	0.9544	95.44%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	-	0.9444	94.44%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.6042	60.42%
Acute Oral Toxicity (c)	III	0.5937	59.37%
Estrogen receptor binding	-	0.7646	76.46%
Androgen receptor binding	-	0.8559	85.59%
Thyroid receptor binding	+	0.6485	64.85%
Glucocorticoid receptor binding	-	0.6715	67.15%
Aromatase binding	-	0.7079	70.79%
PPAR gamma	+	0.7528	75.28%
Honey bee toxicity	-	0.9655	96.55%
Biodegradation	+	0.7750	77.50%
Crustacea aquatic toxicity	-	0.8469	84.69%
Fish aquatic toxicity	-	0.7096	70.96%

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	95.71%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	94.61%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.46%	99.17%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	92.25%	92.26%
CHEMBL2581	P07339	Cathepsin D	91.36%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.69%	97.29%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.61%	91.11%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.57%	100.00%
CHEMBL1781	P11387	DNA topoisomerase I	81.42%	97.00%

Plants that contains it

• Agave americana
• Rosmarinus officinalis

Cross-Links

• PubChem: 11781204
• LOTUS: LTS0063395
• wikiData: Q105287611