(6R,7S)-6,7,16-trihydroxyhexadecanoic acid

Details

• Internal ID: cf6fd715-c06d-4ab5-bd9a-fefcede5015e
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: (6R,7S)-6,7,16-trihydroxyhexadecanoic acid
• SMILES (Canonical): C(CCCCC(C(CCCCC(=O)O)O)O)CCCCO
• SMILES (Isomeric): C(CCCC[C@@H]([C@@H](CCCCC(=O)O)O)O)CCCCO
• InChI: InChI=1S/C16H32O5/c17-13-9-5-3-1-2-4-6-10-14(18)15(19)11-7-8-12-16(20)21/h14-15,17-19H,1-13H2,(H,20,21)/t14-,15+/m0/s1
• InChI Key: LPWGTPCEMCUULF-LSDHHAIUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₃₂O₅
• Molecular Weight: 304.42 g/mol
• Exact Mass: 304.22497412 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7258	72.58%
Caco-2	-	0.7987	79.87%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8865	88.65%
OATP2B1 inhibitior	-	0.8510	85.10%
OATP1B1 inhibitior	+	0.9541	95.41%
OATP1B3 inhibitior	+	0.9402	94.02%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7535	75.35%
P-glycoprotein inhibitior	-	0.8737	87.37%
P-glycoprotein substrate	-	0.9596	95.96%
CYP3A4 substrate	-	0.6556	65.56%
CYP2C9 substrate	-	0.5981	59.81%
CYP2D6 substrate	-	0.8475	84.75%
CYP3A4 inhibition	-	0.9599	95.99%
CYP2C9 inhibition	-	0.8956	89.56%
CYP2C19 inhibition	-	0.9401	94.01%
CYP2D6 inhibition	-	0.9606	96.06%
CYP1A2 inhibition	-	0.8900	89.00%
CYP2C8 inhibition	-	0.9849	98.49%
CYP inhibitory promiscuity	-	0.9832	98.32%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.7964	79.64%
Eye corrosion	-	0.8623	86.23%
Eye irritation	+	0.7190	71.90%
Skin irritation	-	0.8559	85.59%
Skin corrosion	-	0.9532	95.32%
Ames mutagenesis	-	0.9300	93.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4430	44.30%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.7365	73.65%
skin sensitisation	-	0.8969	89.69%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.9222	92.22%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6569	65.69%
Acute Oral Toxicity (c)	IV	0.5160	51.60%
Estrogen receptor binding	-	0.6027	60.27%
Androgen receptor binding	-	0.7493	74.93%
Thyroid receptor binding	+	0.6483	64.83%
Glucocorticoid receptor binding	-	0.6227	62.27%
Aromatase binding	-	0.6787	67.87%
PPAR gamma	+	0.7783	77.83%
Honey bee toxicity	-	0.9634	96.34%
Biodegradation	+	0.7250	72.50%
Crustacea aquatic toxicity	-	0.8169	81.69%
Fish aquatic toxicity	-	0.7337	73.37%

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	95.42%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.34%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	91.89%	83.82%
CHEMBL2581	P07339	Cathepsin D	91.36%	98.95%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	90.79%	92.26%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.12%	97.29%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.49%	91.11%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.82%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.89%	100.00%
CHEMBL1781	P11387	DNA topoisomerase I	81.58%	97.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.58%	95.50%

Plants that contains it

• Rosmarinus officinalis

Cross-Links

• PubChem: 162873327
• LOTUS: LTS0247737
• wikiData: Q105155373