[(1S,3aS,4R,8aS)-8a-hydroxy-1,6-dimethyl-3-oxo-1,2,3a,4,7,8-hexahydroazulen-4-yl] 4-methoxybenzoate

Details

Top
Internal ID 93cb84db-3b12-4bf6-8b2f-3dc107498854
Taxonomy Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Methoxybenzoic acids and derivatives > P-methoxybenzoic acids and derivatives
IUPAC Name [(1S,3aS,4R,8aS)-8a-hydroxy-1,6-dimethyl-3-oxo-1,2,3a,4,7,8-hexahydroazulen-4-yl] 4-methoxybenzoate
SMILES (Canonical) CC1CC(=O)C2C1(CCC(=CC2OC(=O)C3=CC=C(C=C3)OC)C)O
SMILES (Isomeric) C[C@H]1CC(=O)[C@@H]2[C@@]1(CCC(=C[C@H]2OC(=O)C3=CC=C(C=C3)OC)C)O
InChI InChI=1S/C20H24O5/c1-12-8-9-20(23)13(2)11-16(21)18(20)17(10-12)25-19(22)14-4-6-15(24-3)7-5-14/h4-7,10,13,17-18,23H,8-9,11H2,1-3H3/t13-,17+,18-,20-/m0/s1
InChI Key FVFNKLGKPLDJCK-XKMKODIBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C20H24O5
Molecular Weight 344.40 g/mol
Exact Mass 344.16237386 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.92
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1S,3aS,4R,8aS)-8a-hydroxy-1,6-dimethyl-3-oxo-1,2,3a,4,7,8-hexahydroazulen-4-yl] 4-methoxybenzoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9945 99.45%
Caco-2 + 0.6332 63.32%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7807 78.07%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8925 89.25%
OATP1B3 inhibitior + 0.8077 80.77%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7342 73.42%
BSEP inhibitior - 0.6696 66.96%
P-glycoprotein inhibitior - 0.5593 55.93%
P-glycoprotein substrate - 0.7294 72.94%
CYP3A4 substrate + 0.6494 64.94%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8429 84.29%
CYP3A4 inhibition - 0.7669 76.69%
CYP2C9 inhibition + 0.5000 50.00%
CYP2C19 inhibition + 0.5394 53.94%
CYP2D6 inhibition - 0.9564 95.64%
CYP1A2 inhibition + 0.7157 71.57%
CYP2C8 inhibition + 0.5388 53.88%
CYP inhibitory promiscuity - 0.9427 94.27%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.6032 60.32%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.8707 87.07%
Skin irritation - 0.5331 53.31%
Skin corrosion - 0.9467 94.67%
Ames mutagenesis - 0.6628 66.28%
Human Ether-a-go-go-Related Gene inhibition - 0.6192 61.92%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.6229 62.29%
skin sensitisation - 0.8339 83.39%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.6536 65.36%
Acute Oral Toxicity (c) II 0.6082 60.82%
Estrogen receptor binding + 0.5783 57.83%
Androgen receptor binding + 0.6673 66.73%
Thyroid receptor binding + 0.5416 54.16%
Glucocorticoid receptor binding - 0.4738 47.38%
Aromatase binding + 0.6334 63.34%
PPAR gamma - 0.5309 53.09%
Honey bee toxicity - 0.8611 86.11%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9966 99.66%

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
CHEMBL4208 P20618 Proteasome component C5 95.56% 90.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.24% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.64% 95.56%
CHEMBL3192 Q9BY41 Histone deacetylase 8 91.97% 93.99%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.88% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.67% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 90.14% 91.49%
CHEMBL2581 P07339 Cathepsin D 88.06% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.32% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.69% 95.89%
CHEMBL2535 P11166 Glucose transporter 86.32% 98.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.33% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.08% 91.07%
CHEMBL3492 P49721 Proteasome Macropain subunit 84.77% 90.24%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.46% 92.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.34% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.56% 91.19%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 82.37% 81.11%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 81.37% 93.40%

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.
Daucus carota

Cross-Links

Top
PubChem 163189653
LOTUS LTS0133315
wikiData Q105002358