12,13-Dihydroxyoctadec-9-enoic acid

Details

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Internal ID 1a01713f-0c0d-41fc-8dce-874ca2919528
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
IUPAC Name 12,13-dihydroxyoctadec-9-enoic acid
SMILES (Canonical) CCCCCC(C(CC=CCCCCCCCC(=O)O)O)O
SMILES (Isomeric) CCCCCC(C(CC=CCCCCCCCC(=O)O)O)O
InChI InChI=1S/C18H34O4/c1-2-3-10-13-16(19)17(20)14-11-8-6-4-5-7-9-12-15-18(21)22/h8,11,16-17,19-20H,2-7,9-10,12-15H2,1H3,(H,21,22)
InChI Key CQSLTKIXAJTQGA-UHFFFAOYSA-N
Popularity 13 references in papers

Physical and Chemical Properties

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Molecular Formula C18H34O4
Molecular Weight 314.50 g/mol
Exact Mass 314.24570956 g/mol
Topological Polar Surface Area (TPSA) 77.80 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.05
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 15

Synonyms

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12,13-dihydroxyoctadec-9-enoic acid
CHEBI:167825
PD049023

2D Structure

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2D Structure of 12,13-Dihydroxyoctadec-9-enoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9293 92.93%
Caco-2 - 0.5727 57.27%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7108 71.08%
OATP2B1 inhibitior - 0.8496 84.96%
OATP1B1 inhibitior + 0.7653 76.53%
OATP1B3 inhibitior + 0.8892 88.92%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.7366 73.66%
P-glycoprotein inhibitior - 0.8185 81.85%
P-glycoprotein substrate - 0.8950 89.50%
CYP3A4 substrate - 0.5460 54.60%
CYP2C9 substrate + 0.6040 60.40%
CYP2D6 substrate - 0.8592 85.92%
CYP3A4 inhibition - 0.8938 89.38%
CYP2C9 inhibition - 0.9048 90.48%
CYP2C19 inhibition - 0.8969 89.69%
CYP2D6 inhibition - 0.9268 92.68%
CYP1A2 inhibition + 0.5827 58.27%
CYP2C8 inhibition - 0.9047 90.47%
CYP inhibitory promiscuity - 0.9539 95.39%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8220 82.20%
Carcinogenicity (trinary) Non-required 0.7445 74.45%
Eye corrosion - 0.8591 85.91%
Eye irritation - 0.6383 63.83%
Skin irritation - 0.5804 58.04%
Skin corrosion - 0.8767 87.67%
Ames mutagenesis - 0.9800 98.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3947 39.47%
Micronuclear - 0.9700 97.00%
Hepatotoxicity - 0.7321 73.21%
skin sensitisation - 0.6221 62.21%
Respiratory toxicity - 0.6556 65.56%
Reproductive toxicity - 0.8656 86.56%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.8105 81.05%
Acute Oral Toxicity (c) IV 0.7061 70.61%
Estrogen receptor binding - 0.5308 53.08%
Androgen receptor binding - 0.6708 67.08%
Thyroid receptor binding - 0.5216 52.16%
Glucocorticoid receptor binding - 0.7206 72.06%
Aromatase binding - 0.8075 80.75%
PPAR gamma + 0.8313 83.13%
Honey bee toxicity - 0.9834 98.34%
Biodegradation + 0.7500 75.00%
Crustacea aquatic toxicity + 0.7300 73.00%
Fish aquatic toxicity + 0.9599 95.99%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3060 Q9Y345 Glycine transporter 2 98.50% 99.17%
CHEMBL2581 P07339 Cathepsin D 97.92% 98.95%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 96.15% 85.94%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.51% 96.09%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 94.01% 97.29%
CHEMBL1781 P11387 DNA topoisomerase I 92.43% 97.00%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 92.19% 92.08%
CHEMBL230 P35354 Cyclooxygenase-2 91.53% 89.63%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.58% 93.56%
CHEMBL221 P23219 Cyclooxygenase-1 88.77% 90.17%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 87.98% 96.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.87% 100.00%
CHEMBL5285 Q99683 Mitogen-activated protein kinase kinase kinase 5 86.12% 92.26%
CHEMBL203 P00533 Epidermal growth factor receptor erbB1 86.01% 97.34%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 84.93% 100.00%
CHEMBL1907 P15144 Aminopeptidase N 82.65% 93.31%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.35% 96.47%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.17% 100.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 80.92% 92.86%
CHEMBL5255 O00206 Toll-like receptor 4 80.20% 92.50%

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.
Ipomoea nil

Cross-Links

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PubChem 53394649
LOTUS LTS0033252
wikiData Q104968222