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[(1S,4R,12R,16S,17S)-17-hydroxy-12-methyl-8-oxapentacyclo[14.2.1.01,13.04,12.05,9]nonadeca-5(9),6,10-trien-17-yl]methyl (9Z,12Z)-octadeca-9,12-dienoate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 27519776-09d9-42a7-95d5-62ae0ae84405
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Lineolic acids and derivatives
IUPAC Name [(1S,4R,12R,16S,17S)-17-hydroxy-12-methyl-8-oxapentacyclo[14.2.1.01,13.04,12.05,9]nonadeca-5(9),6,10-trien-17-yl]methyl (9Z,12Z)-octadeca-9,12-dienoate
SMILES (Canonical) CCCCCC=CCC=CCCCCCCCC(=O)OCC1(CC23CCC4C5=C(C=CC4(C2CCC1C3)C)OC=C5)O
SMILES (Isomeric) CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC[C@@]1(C[C@@]23CC[C@H]4C5=C(C=C[C@@]4(C2CC[C@H]1C3)C)OC=C5)O
InChI InChI=1S/C38H56O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-35(39)42-29-38(40)28-37-25-21-32-31-23-26-41-33(31)22-24-36(32,2)34(37)20-19-30(38)27-37/h7-8,10-11,22-24,26,30,32,34,40H,3-6,9,12-21,25,27-29H2,1-2H3/b8-7-,11-10-/t30-,32-,34?,36-,37-,38+/m0/s1
InChI Key IXGJXUJPPPSOLY-AEQSAPCBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H56O4
Molecular Weight 576.80 g/mol
Exact Mass 576.41786026 g/mol
Topological Polar Surface Area (TPSA) 59.70 Ų
XlogP 10.80
Atomic LogP (AlogP) 10.08
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 16

Synonyms

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108214-29-5

2D Structure

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2D Structure of [(1S,4R,12R,16S,17S)-17-hydroxy-12-methyl-8-oxapentacyclo[14.2.1.01,13.04,12.05,9]nonadeca-5(9),6,10-trien-17-yl]methyl (9Z,12Z)-octadeca-9,12-dienoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9963 99.63%
Caco-2 - 0.8087 80.87%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7514 75.14%
OATP2B1 inhibitior - 0.7155 71.55%
OATP1B1 inhibitior + 0.7802 78.02%
OATP1B3 inhibitior + 0.9472 94.72%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9568 95.68%
P-glycoprotein inhibitior + 0.6847 68.47%
P-glycoprotein substrate + 0.6183 61.83%
CYP3A4 substrate + 0.7217 72.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8624 86.24%
CYP3A4 inhibition + 0.5237 52.37%
CYP2C9 inhibition - 0.5773 57.73%
CYP2C19 inhibition + 0.5223 52.23%
CYP2D6 inhibition - 0.8862 88.62%
CYP1A2 inhibition - 0.7193 71.93%
CYP2C8 inhibition + 0.7923 79.23%
CYP inhibitory promiscuity - 0.6084 60.84%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6497 64.97%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9353 93.53%
Skin irritation - 0.6564 65.64%
Skin corrosion - 0.9502 95.02%
Ames mutagenesis - 0.8532 85.32%
Human Ether-a-go-go-Related Gene inhibition - 0.4614 46.14%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.8617 86.17%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.8764 87.64%
Acute Oral Toxicity (c) III 0.4887 48.87%
Estrogen receptor binding + 0.8704 87.04%
Androgen receptor binding + 0.7045 70.45%
Thyroid receptor binding - 0.5787 57.87%
Glucocorticoid receptor binding + 0.6804 68.04%
Aromatase binding + 0.5498 54.98%
PPAR gamma + 0.5568 55.68%
Honey bee toxicity - 0.8575 85.75%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.8653 86.53%
Fish aquatic toxicity + 0.9954 99.54%

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
CHEMBL240 Q12809 HERG 99.91% 89.76%
CHEMBL3060 Q9Y345 Glycine transporter 2 98.02% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.82% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.78% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.28% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.60% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 92.59% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.59% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.66% 86.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 90.65% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 90.56% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.51% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.82% 95.89%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 89.75% 92.86%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.04% 92.62%
CHEMBL239 Q07869 Peroxisome proliferator-activated receptor alpha 87.89% 90.75%
CHEMBL5255 O00206 Toll-like receptor 4 87.48% 92.50%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.27% 96.38%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 86.17% 87.16%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.54% 93.56%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.84% 94.80%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.96% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.39% 89.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.29% 95.50%
CHEMBL2996 Q05655 Protein kinase C delta 81.87% 97.79%
CHEMBL3891 P07384 Calpain 1 81.46% 93.04%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.84% 100.00%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 80.33% 96.00%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 80.12% 92.08%

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.
Coffea arabica

Cross-Links

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PubChem 137699548
LOTUS LTS0008840
wikiData Q104393994