[2,6-Dihydroxy-4-[(3-methyl-2-butenyl)oxy]phenyl]phenylmethanone

Details

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Internal ID 0ab81e0c-62c0-4771-b6f1-592187e6f564
Taxonomy Benzenoids > Benzene and substituted derivatives > Benzophenones
IUPAC Name [2,6-dihydroxy-4-(3-methylbut-2-enoxy)phenyl]-phenylmethanone
SMILES (Canonical) CC(=CCOC1=CC(=C(C(=C1)O)C(=O)C2=CC=CC=C2)O)C
SMILES (Isomeric) CC(=CCOC1=CC(=C(C(=C1)O)C(=O)C2=CC=CC=C2)O)C
InChI InChI=1S/C18H18O4/c1-12(2)8-9-22-14-10-15(19)17(16(20)11-14)18(21)13-6-4-3-5-7-13/h3-8,10-11,19-20H,9H2,1-2H3
InChI Key DCBWDMLVLWLXIM-UHFFFAOYSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C18H18O4
Molecular Weight 298.30 g/mol
Exact Mass 298.12050905 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 4.60
Atomic LogP (AlogP) 3.67
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [2,6-Dihydroxy-4-[(3-methyl-2-butenyl)oxy]phenyl]phenylmethanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9933 99.33%
Caco-2 + 0.5561 55.61%
Blood Brain Barrier - 0.5879 58.79%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8943 89.43%
OATP2B1 inhibitior - 0.5834 58.34%
OATP1B1 inhibitior + 0.9394 93.94%
OATP1B3 inhibitior + 0.9387 93.87%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9088 90.88%
BSEP inhibitior + 0.7889 78.89%
P-glycoprotein inhibitior - 0.4314 43.14%
P-glycoprotein substrate - 0.9386 93.86%
CYP3A4 substrate - 0.6068 60.68%
CYP2C9 substrate - 0.8075 80.75%
CYP2D6 substrate - 0.8107 81.07%
CYP3A4 inhibition - 0.5548 55.48%
CYP2C9 inhibition + 0.9029 90.29%
CYP2C19 inhibition + 0.9565 95.65%
CYP2D6 inhibition - 0.6203 62.03%
CYP1A2 inhibition + 0.9771 97.71%
CYP2C8 inhibition + 0.6622 66.22%
CYP inhibitory promiscuity + 0.9387 93.87%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.7961 79.61%
Carcinogenicity (trinary) Non-required 0.8015 80.15%
Eye corrosion - 0.9923 99.23%
Eye irritation + 0.8556 85.56%
Skin irritation - 0.8100 81.00%
Skin corrosion - 0.9383 93.83%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4092 40.92%
Micronuclear - 0.5700 57.00%
Hepatotoxicity + 0.5658 56.58%
skin sensitisation + 0.5396 53.96%
Respiratory toxicity - 0.6333 63.33%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity + 0.6300 63.00%
Acute Oral Toxicity (c) III 0.7006 70.06%
Estrogen receptor binding + 0.9497 94.97%
Androgen receptor binding + 0.7338 73.38%
Thyroid receptor binding + 0.7049 70.49%
Glucocorticoid receptor binding + 0.9209 92.09%
Aromatase binding + 0.9290 92.90%
PPAR gamma + 0.9393 93.93%
Honey bee toxicity - 0.9431 94.31%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5855 58.55%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.60% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.30% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.86% 99.17%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 92.11% 94.62%
CHEMBL4208 P20618 Proteasome component C5 91.32% 90.00%
CHEMBL3401 O75469 Pregnane X receptor 91.03% 94.73%
CHEMBL221 P23219 Cyclooxygenase-1 90.79% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.61% 95.56%
CHEMBL2581 P07339 Cathepsin D 89.36% 98.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.86% 95.50%
CHEMBL2535 P11166 Glucose transporter 87.07% 98.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.42% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.88% 99.15%

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.
Helichrysum asperum
Helichrysum spiralepis

Cross-Links

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PubChem 14282605
LOTUS LTS0197984
wikiData Q104975183