(R)-2-hydroxystearic acid

Details

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Internal ID 197fd4e2-e3d4-485f-a2b2-768e5ce27d8e
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
IUPAC Name (2R)-2-hydroxyoctadecanoic acid
SMILES (Canonical) CCCCCCCCCCCCCCCCC(C(=O)O)O
SMILES (Isomeric) CCCCCCCCCCCCCCCC[C@H](C(=O)O)O
InChI InChI=1S/C18H36O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(19)18(20)21/h17,19H,2-16H2,1H3,(H,20,21)/t17-/m1/s1
InChI Key KIHBGTRZFAVZRV-QGZVFWFLSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C18H36O3
Molecular Weight 300.50 g/mol
Exact Mass 300.26644501 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 7.50
Atomic LogP (AlogP) 5.30
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 16

Synonyms

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(2R)-2-hydroxyoctadecanoic acid
2R-hydroxy-stearic acid
2R-hydroxy-octadecanoic acid
26633-48-7
(r)-2-hydroxyoctadecanoic acid
SCHEMBL2933185
CHEBI:15913
DTXSID30331450
LMFA02000195
C03042
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-hydroxystearic 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 - 0.6594 65.94%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7672 76.72%
OATP2B1 inhibitior - 0.8468 84.68%
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 - 0.7020 70.20%
P-glycoprotein inhibitior - 0.9019 90.19%
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 + 0.9208 92.08%
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 - 0.4642 46.42%
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 - 0.7785 77.85%
Androgen receptor binding - 0.6359 63.59%
Thyroid receptor binding + 0.7568 75.68%
Glucocorticoid receptor binding - 0.6028 60.28%
Aromatase binding - 0.8443 84.43%
PPAR gamma + 0.7730 77.30%
Honey bee toxicity - 0.9945 99.45%
Biodegradation + 0.7000 70.00%
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!
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There are no matching plants.

Cross-Links

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PubChem 439885
LOTUS LTS0036529
wikiData Q27098295