(4S)-4-[(3aR,7aR)-6-methyl-3-methylidene-2-oxo-3a,4,7,7a-tetrahydro-1-benzofuran-5-yl]pentanoic acid

Details

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Internal ID 84aeeb8b-78c6-4cb9-85a0-396a5eb7343a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name (4S)-4-[(3aR,7aR)-6-methyl-3-methylidene-2-oxo-3a,4,7,7a-tetrahydro-1-benzofuran-5-yl]pentanoic acid
SMILES (Canonical) CC1=C(CC2C(C1)OC(=O)C2=C)C(C)CCC(=O)O
SMILES (Isomeric) CC1=C(C[C@H]2[C@@H](C1)OC(=O)C2=C)[C@@H](C)CCC(=O)O
InChI InChI=1S/C15H20O4/c1-8(4-5-14(16)17)11-7-12-10(3)15(18)19-13(12)6-9(11)2/h8,12-13H,3-7H2,1-2H3,(H,16,17)/t8-,12+,13+/m0/s1
InChI Key NZCCWMOWKXLGCL-ZEGGKSINSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C15H20O4
Molecular Weight 264.32 g/mol
Exact Mass 264.13615911 g/mol
Topological Polar Surface Area (TPSA) 63.60 Ų
XlogP 1.70
Atomic LogP (AlogP) 2.70
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4S)-4-[(3aR,7aR)-6-methyl-3-methylidene-2-oxo-3a,4,7,7a-tetrahydro-1-benzofuran-5-yl]pentanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9922 99.22%
Caco-2 + 0.7188 71.88%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability + 0.6571 65.71%
Subcellular localzation Mitochondria 0.7414 74.14%
OATP2B1 inhibitior - 0.8495 84.95%
OATP1B1 inhibitior + 0.8836 88.36%
OATP1B3 inhibitior + 0.9224 92.24%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7570 75.70%
BSEP inhibitior - 0.9295 92.95%
P-glycoprotein inhibitior - 0.8017 80.17%
P-glycoprotein substrate - 0.8498 84.98%
CYP3A4 substrate - 0.5000 50.00%
CYP2C9 substrate + 0.6063 60.63%
CYP2D6 substrate - 0.8929 89.29%
CYP3A4 inhibition - 0.5186 51.86%
CYP2C9 inhibition - 0.9413 94.13%
CYP2C19 inhibition - 0.9225 92.25%
CYP2D6 inhibition - 0.9339 93.39%
CYP1A2 inhibition - 0.7130 71.30%
CYP2C8 inhibition - 0.9128 91.28%
CYP inhibitory promiscuity - 0.9451 94.51%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6915 69.15%
Eye corrosion - 0.9821 98.21%
Eye irritation - 0.5885 58.85%
Skin irritation - 0.5133 51.33%
Skin corrosion - 0.9176 91.76%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6306 63.06%
Micronuclear - 0.8300 83.00%
Hepatotoxicity + 0.7181 71.81%
skin sensitisation - 0.6945 69.45%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.5096 50.96%
Acute Oral Toxicity (c) III 0.5161 51.61%
Estrogen receptor binding - 0.5526 55.26%
Androgen receptor binding - 0.5930 59.30%
Thyroid receptor binding - 0.5766 57.66%
Glucocorticoid receptor binding + 0.6863 68.63%
Aromatase binding - 0.5489 54.89%
PPAR gamma + 0.5196 51.96%
Honey bee toxicity - 0.8960 89.60%
Biodegradation - 0.5750 57.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9946 99.46%

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
CHEMBL2581 P07339 Cathepsin D 95.82% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.32% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.28% 93.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.32% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.34% 96.09%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.96% 96.47%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.81% 99.23%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.79% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.20% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.39% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 83.16% 94.73%
CHEMBL221 P23219 Cyclooxygenase-1 82.95% 90.17%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.71% 90.71%
CHEMBL5285 Q99683 Mitogen-activated protein kinase kinase kinase 5 80.62% 92.26%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 80.23% 96.37%

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.
Gnephosis arachnoidea

Cross-Links

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PubChem 14109620
LOTUS LTS0206038
wikiData Q105187821