(2S)-2-[(1E,3E,5S)-5-hydroxyhexa-1,3-dienyl]-5-methoxy-4-[(3R)-3-methoxybutanoyl]-2-methylfuran-3-one

Details

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Internal ID 8e608c21-7843-4abe-b78b-c810d657ce12
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
IUPAC Name (2S)-2-[(1E,3E,5S)-5-hydroxyhexa-1,3-dienyl]-5-methoxy-4-[(3R)-3-methoxybutanoyl]-2-methylfuran-3-one
SMILES (Canonical) CC(CC(=O)C1=C(OC(C1=O)(C)C=CC=CC(C)O)OC)OC
SMILES (Isomeric) C[C@H](CC(=O)C1=C(O[C@@](C1=O)(C)/C=C/C=C/[C@H](C)O)OC)OC
InChI InChI=1S/C17H24O6/c1-11(18)8-6-7-9-17(3)15(20)14(16(22-5)23-17)13(19)10-12(2)21-4/h6-9,11-12,18H,10H2,1-5H3/b8-6+,9-7+/t11-,12+,17-/m0/s1
InChI Key GKPXTLOKLAPBNU-FJMZKYGZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C17H24O6
Molecular Weight 324.40 g/mol
Exact Mass 324.15728848 g/mol
Topological Polar Surface Area (TPSA) 82.10 Ų
XlogP 1.40
Atomic LogP (AlogP) 1.69
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S)-2-[(1E,3E,5S)-5-hydroxyhexa-1,3-dienyl]-5-methoxy-4-[(3R)-3-methoxybutanoyl]-2-methylfuran-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9642 96.42%
Caco-2 + 0.7922 79.22%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6761 67.61%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8499 84.99%
OATP1B3 inhibitior + 0.8937 89.37%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.6885 68.85%
P-glycoprotein inhibitior - 0.6448 64.48%
P-glycoprotein substrate - 0.8213 82.13%
CYP3A4 substrate + 0.5634 56.34%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8397 83.97%
CYP3A4 inhibition - 0.8642 86.42%
CYP2C9 inhibition - 0.9170 91.70%
CYP2C19 inhibition - 0.8812 88.12%
CYP2D6 inhibition - 0.9434 94.34%
CYP1A2 inhibition - 0.8417 84.17%
CYP2C8 inhibition - 0.8111 81.11%
CYP inhibitory promiscuity - 0.9217 92.17%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8728 87.28%
Carcinogenicity (trinary) Non-required 0.4819 48.19%
Eye corrosion - 0.9607 96.07%
Eye irritation - 0.9564 95.64%
Skin irritation - 0.6670 66.70%
Skin corrosion - 0.9431 94.31%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5439 54.39%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.5552 55.52%
skin sensitisation - 0.7192 71.92%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity - 0.5222 52.22%
Mitochondrial toxicity - 0.6625 66.25%
Nephrotoxicity + 0.6672 66.72%
Acute Oral Toxicity (c) III 0.4743 47.43%
Estrogen receptor binding + 0.5690 56.90%
Androgen receptor binding - 0.5441 54.41%
Thyroid receptor binding - 0.5684 56.84%
Glucocorticoid receptor binding - 0.6139 61.39%
Aromatase binding + 0.5524 55.24%
PPAR gamma + 0.5619 56.19%
Honey bee toxicity - 0.7488 74.88%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.8635 86.35%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.10% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.17% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.88% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.76% 85.14%
CHEMBL2581 P07339 Cathepsin D 90.78% 98.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.23% 91.07%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.99% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.83% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.23% 99.17%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 80.82% 80.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.34% 86.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.19% 95.71%
CHEMBL3401 O75469 Pregnane X receptor 80.10% 94.73%

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.
Huperzia serrata

Cross-Links

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PubChem 163185279
LOTUS LTS0147915
wikiData Q105010188