1-[4,6-dihydroxy-3-[(2R)-2-hydroxy-3-methylbut-3-enyl]-2-methoxyphenyl]ethanone

Details

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Internal ID e65bd8ef-e5ec-4411-b552-77a70dfa0379
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
IUPAC Name 1-[4,6-dihydroxy-3-[(2R)-2-hydroxy-3-methylbut-3-enyl]-2-methoxyphenyl]ethanone
SMILES (Canonical) CC(=C)C(CC1=C(C(=C(C=C1O)O)C(=O)C)OC)O
SMILES (Isomeric) CC(=C)[C@@H](CC1=C(C(=C(C=C1O)O)C(=O)C)OC)O
InChI InChI=1S/C14H18O5/c1-7(2)10(16)5-9-11(17)6-12(18)13(8(3)15)14(9)19-4/h6,10,16-18H,1,5H2,2-4H3/t10-/m1/s1
InChI Key SWKMOSGQUUWFRB-SNVBAGLBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C14H18O5
Molecular Weight 266.29 g/mol
Exact Mass 266.11542367 g/mol
Topological Polar Surface Area (TPSA) 87.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 1.79
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[4,6-dihydroxy-3-[(2R)-2-hydroxy-3-methylbut-3-enyl]-2-methoxyphenyl]ethanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9898 98.98%
Caco-2 - 0.5256 52.56%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.6614 66.14%
OATP2B1 inhibitior - 0.8559 85.59%
OATP1B1 inhibitior + 0.8863 88.63%
OATP1B3 inhibitior + 0.9356 93.56%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.8930 89.30%
P-glycoprotein inhibitior - 0.9149 91.49%
P-glycoprotein substrate - 0.8555 85.55%
CYP3A4 substrate - 0.5518 55.18%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7820 78.20%
CYP3A4 inhibition - 0.5178 51.78%
CYP2C9 inhibition - 0.6948 69.48%
CYP2C19 inhibition + 0.5556 55.56%
CYP2D6 inhibition - 0.8323 83.23%
CYP1A2 inhibition - 0.5340 53.40%
CYP2C8 inhibition - 0.7976 79.76%
CYP inhibitory promiscuity - 0.5517 55.17%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8036 80.36%
Carcinogenicity (trinary) Non-required 0.7649 76.49%
Eye corrosion - 0.9733 97.33%
Eye irritation - 0.6259 62.59%
Skin irritation - 0.7043 70.43%
Skin corrosion - 0.9456 94.56%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4928 49.28%
Micronuclear - 0.5941 59.41%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation + 0.5214 52.14%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.7895 78.95%
Acute Oral Toxicity (c) III 0.6089 60.89%
Estrogen receptor binding - 0.5320 53.20%
Androgen receptor binding - 0.7932 79.32%
Thyroid receptor binding + 0.6693 66.93%
Glucocorticoid receptor binding - 0.5300 53.00%
Aromatase binding - 0.6516 65.16%
PPAR gamma + 0.6204 62.04%
Honey bee toxicity - 0.9055 90.55%
Biodegradation - 0.5750 57.50%
Crustacea aquatic toxicity - 0.7800 78.00%
Fish aquatic toxicity + 0.9738 97.38%

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 97.61% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.12% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.16% 85.14%
CHEMBL2581 P07339 Cathepsin D 89.75% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 88.35% 83.82%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.99% 99.17%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 87.39% 97.21%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.64% 96.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.54% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 82.64% 94.73%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.35% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.05% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 80.34% 91.19%

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.
Acronychia pedunculata

Cross-Links

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PubChem 163042882
LOTUS LTS0236551
wikiData Q105262730