(9S,10E,12S,13S,14E)-9,12,13-trihydroxy-16-oxooctadeca-10,14-dienoic acid

Details

Top
Internal ID f9475b0d-92fd-431d-875b-ba0f67d8e7d8
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Lineolic acids and derivatives
IUPAC Name (9S,10E,12S,13S,14E)-9,12,13-trihydroxy-16-oxooctadeca-10,14-dienoic acid
SMILES (Canonical) CCC(=O)C=CC(C(C=CC(CCCCCCCC(=O)O)O)O)O
SMILES (Isomeric) CCC(=O)/C=C/[C@@H]([C@H](/C=C/[C@H](CCCCCCCC(=O)O)O)O)O
InChI InChI=1S/C18H30O6/c1-2-14(19)10-12-16(21)17(22)13-11-15(20)8-6-4-3-5-7-9-18(23)24/h10-13,15-17,20-22H,2-9H2,1H3,(H,23,24)/b12-10+,13-11+/t15-,16-,17-/m0/s1
InChI Key RWRZWXXOIGHLQX-RHCFWTIKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C18H30O6
Molecular Weight 342.40 g/mol
Exact Mass 342.20423867 g/mol
Topological Polar Surface Area (TPSA) 115.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 1.98
H-Bond Acceptor 5
H-Bond Donor 4
Rotatable Bonds 14

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (9S,10E,12S,13S,14E)-9,12,13-trihydroxy-16-oxooctadeca-10,14-dienoic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7960 79.60%
Caco-2 - 0.8155 81.55%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8545 85.45%
OATP2B1 inhibitior - 0.8567 85.67%
OATP1B1 inhibitior + 0.9239 92.39%
OATP1B3 inhibitior + 0.9431 94.31%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.8673 86.73%
P-glycoprotein inhibitior - 0.8200 82.00%
P-glycoprotein substrate - 0.8580 85.80%
CYP3A4 substrate - 0.5358 53.58%
CYP2C9 substrate - 0.5976 59.76%
CYP2D6 substrate - 0.8914 89.14%
CYP3A4 inhibition - 0.9217 92.17%
CYP2C9 inhibition - 0.8995 89.95%
CYP2C19 inhibition - 0.9221 92.21%
CYP2D6 inhibition - 0.9434 94.34%
CYP1A2 inhibition - 0.8093 80.93%
CYP2C8 inhibition - 0.9011 90.11%
CYP inhibitory promiscuity - 0.9837 98.37%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8020 80.20%
Carcinogenicity (trinary) Non-required 0.7406 74.06%
Eye corrosion - 0.7571 75.71%
Eye irritation - 0.9249 92.49%
Skin irritation - 0.7280 72.80%
Skin corrosion - 0.9204 92.04%
Ames mutagenesis - 0.8600 86.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6904 69.04%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.7800 78.00%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity - 0.8507 85.07%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.8236 82.36%
Acute Oral Toxicity (c) III 0.5039 50.39%
Estrogen receptor binding + 0.6448 64.48%
Androgen receptor binding - 0.8210 82.10%
Thyroid receptor binding - 0.5641 56.41%
Glucocorticoid receptor binding + 0.6694 66.94%
Aromatase binding - 0.6864 68.64%
PPAR gamma + 0.5819 58.19%
Honey bee toxicity - 0.9615 96.15%
Biodegradation - 0.6000 60.00%
Crustacea aquatic toxicity - 0.7200 72.00%
Fish aquatic toxicity + 0.8534 85.34%

Targets

Top

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.18% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.71% 99.17%
CHEMBL2581 P07339 Cathepsin D 95.68% 98.95%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 84.42% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.05% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.71% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.61% 85.14%
CHEMBL5285 Q99683 Mitogen-activated protein kinase kinase kinase 5 83.24% 92.26%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.15% 96.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.11% 93.56%
CHEMBL221 P23219 Cyclooxygenase-1 81.42% 90.17%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 81.24% 97.29%
CHEMBL4040 P28482 MAP kinase ERK2 80.17% 83.82%

Plants that contains it

Top
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.
Chaenomeles sinensis
Chaenomeles speciosa

Cross-Links

Top
PubChem 102339346
NPASS NPC152818