9-[2-but-2-en-2-yl-5-hydroxy-3-(hydroxymethyl)-1,6-dimethyl-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]nona-2,4,6,8-tetraenoic acid

Details

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Internal ID 1ab9f495-601f-407b-b89d-4d8f7ca73e05
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Medium-chain fatty acids
IUPAC Name 9-[2-but-2-en-2-yl-5-hydroxy-3-(hydroxymethyl)-1,6-dimethyl-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]nona-2,4,6,8-tetraenoic acid
SMILES (Canonical) CC=C(C)C1C(=CC2C(C1(C)C=CC=CC=CC=CC(=O)O)CCC(C2O)C)CO
SMILES (Isomeric) CC=C(C)C1C(=CC2C(C1(C)C=CC=CC=CC=CC(=O)O)CCC(C2O)C)CO
InChI InChI=1S/C26H36O4/c1-5-18(2)24-20(17-27)16-21-22(14-13-19(3)25(21)30)26(24,4)15-11-9-7-6-8-10-12-23(28)29/h5-12,15-16,19,21-22,24-25,27,30H,13-14,17H2,1-4H3,(H,28,29)
InChI Key HQBUFDHCDKVRME-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H36O4
Molecular Weight 412.60 g/mol
Exact Mass 412.26135963 g/mol
Topological Polar Surface Area (TPSA) 77.80 Ų
XlogP 5.00
Atomic LogP (AlogP) 4.84
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 9-[2-but-2-en-2-yl-5-hydroxy-3-(hydroxymethyl)-1,6-dimethyl-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]nona-2,4,6,8-tetraenoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9869 98.69%
Caco-2 - 0.6670 66.70%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7577 75.77%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8393 83.93%
OATP1B3 inhibitior + 0.8112 81.12%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6535 65.35%
BSEP inhibitior + 0.8765 87.65%
P-glycoprotein inhibitior + 0.6149 61.49%
P-glycoprotein substrate - 0.5707 57.07%
CYP3A4 substrate + 0.6484 64.84%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9071 90.71%
CYP3A4 inhibition - 0.7462 74.62%
CYP2C9 inhibition - 0.7744 77.44%
CYP2C19 inhibition - 0.8739 87.39%
CYP2D6 inhibition - 0.8646 86.46%
CYP1A2 inhibition - 0.6521 65.21%
CYP2C8 inhibition - 0.6238 62.38%
CYP inhibitory promiscuity - 0.6692 66.92%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6519 65.19%
Eye corrosion - 0.9923 99.23%
Eye irritation - 0.9733 97.33%
Skin irritation - 0.5592 55.92%
Skin corrosion - 0.9510 95.10%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8050 80.50%
Micronuclear - 0.8600 86.00%
Hepatotoxicity + 0.5750 57.50%
skin sensitisation - 0.7068 70.68%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.7541 75.41%
Acute Oral Toxicity (c) III 0.7634 76.34%
Estrogen receptor binding + 0.7736 77.36%
Androgen receptor binding + 0.7107 71.07%
Thyroid receptor binding + 0.6766 67.66%
Glucocorticoid receptor binding + 0.7066 70.66%
Aromatase binding + 0.5349 53.49%
PPAR gamma + 0.5698 56.98%
Honey bee toxicity - 0.8420 84.20%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9827 98.27%

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
CHEMBL4040 P28482 MAP kinase ERK2 98.45% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.24% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.19% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 89.13% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.92% 100.00%
CHEMBL2581 P07339 Cathepsin D 85.64% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.31% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.54% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.12% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.30% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.11% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.37% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 80.08% 90.17%

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.
Populus ciliata

Cross-Links

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PubChem 163069965
LOTUS LTS0086889
wikiData Q105343254