(R)-2-hydroxypalmitic acid

Details

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Internal ID 019b453a-c43a-4918-92e4-04c8933c9f01
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
IUPAC Name (2R)-2-hydroxyhexadecanoic acid
SMILES (Canonical) CCCCCCCCCCCCCCC(C(=O)O)O
SMILES (Isomeric) CCCCCCCCCCCCCC[C@H](C(=O)O)O
InChI InChI=1S/C16H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15(17)16(18)19/h15,17H,2-14H2,1H3,(H,18,19)/t15-/m1/s1
InChI Key JGHSBPIZNUXPLA-OAHLLOKOSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C16H32O3
Molecular Weight 272.42 g/mol
Exact Mass 272.23514488 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 6.40
Atomic LogP (AlogP) 4.52
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 14

Synonyms

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(R)-2OH PA
2R-hydroxypalmitic acid
2R-hydroxyhexadecanoic acid
16452-51-0
(R)-2-hydroxyhexadecanoic acid
(2r)-2-hydroxypalmitic acid
SCHEMBL6241060
CHEBI:75972
(2R)-2-hydroxyhexadecanoic acid
DTXSID90453980
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of (R)-2-hydroxypalmitic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9637 96.37%
Caco-2 - 0.6490 64.90%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7672 76.72%
OATP2B1 inhibitior - 0.8463 84.63%
OATP1B1 inhibitior + 0.9400 94.00%
OATP1B3 inhibitior + 0.9129 91.29%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.6474 64.74%
P-glycoprotein inhibitior - 0.9338 93.38%
P-glycoprotein substrate - 0.9447 94.47%
CYP3A4 substrate - 0.6687 66.87%
CYP2C9 substrate - 0.5816 58.16%
CYP2D6 substrate - 0.8576 85.76%
CYP3A4 inhibition - 0.9417 94.17%
CYP2C9 inhibition - 0.8781 87.81%
CYP2C19 inhibition - 0.9056 90.56%
CYP2D6 inhibition - 0.9385 93.85%
CYP1A2 inhibition + 0.5436 54.36%
CYP2C8 inhibition - 0.9805 98.05%
CYP inhibitory promiscuity - 0.9656 96.56%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.7920 79.20%
Carcinogenicity (trinary) Non-required 0.7285 72.85%
Eye corrosion + 0.4529 45.29%
Eye irritation + 0.8966 89.66%
Skin irritation - 0.5824 58.24%
Skin corrosion - 0.6681 66.81%
Ames mutagenesis - 0.9800 98.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3862 38.62%
Micronuclear - 0.9900 99.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation + 0.4855 48.55%
Respiratory toxicity - 0.8556 85.56%
Reproductive toxicity - 0.7872 78.72%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity + 0.4509 45.09%
Acute Oral Toxicity (c) IV 0.5875 58.75%
Estrogen receptor binding - 0.7996 79.96%
Androgen receptor binding - 0.6359 63.59%
Thyroid receptor binding + 0.8239 82.39%
Glucocorticoid receptor binding - 0.5447 54.47%
Aromatase binding - 0.8217 82.17%
PPAR gamma + 0.8448 84.48%
Honey bee toxicity - 0.9945 99.45%
Biodegradation + 0.8000 80.00%
Crustacea aquatic toxicity + 0.5081 50.81%
Fish aquatic toxicity + 0.8842 88.42%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL3714079 Q9NQS5 G-protein coupled receptor 84 318 nM
Ki
via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL2581 P07339 Cathepsin D 96.14% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.21% 96.09%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 93.60% 97.29%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.51% 99.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.66% 93.56%
CHEMBL221 P23219 Cyclooxygenase-1 89.36% 90.17%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 89.09% 92.86%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 88.65% 92.08%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 87.82% 85.94%
CHEMBL1907 P15144 Aminopeptidase N 84.13% 93.31%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.67% 96.95%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 83.02% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.72% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.09% 100.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Eschweilera coriacea
Eucalyptus cladocalyx
Peltodon longipes
Salvadora persica

Cross-Links

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PubChem 11065598
NPASS NPC137590
LOTUS LTS0263879
wikiData Q27145666