3,3'-[[2,4,6-Trihydroxy-5-(2-methyl-1-oxopropyl)-1,3-phenylene]bis(methylene)]bis[6-ethyl-4-hydroxy-5-methyl-2H-pyran-2-one]

Details

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Internal ID f0964114-763a-4821-8435-5c87c6ec7568
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
IUPAC Name 6-ethyl-3-[[3-[(6-ethyl-4-hydroxy-5-methyl-2-oxopyran-3-yl)methyl]-2,4,6-trihydroxy-5-(2-methylpropanoyl)phenyl]methyl]-4-hydroxy-5-methylpyran-2-one
SMILES (Canonical) CCC1=C(C(=C(C(=O)O1)CC2=C(C(=C(C(=C2O)C(=O)C(C)C)O)CC3=C(C(=C(OC3=O)CC)C)O)O)O)C
SMILES (Isomeric) CCC1=C(C(=C(C(=O)O1)CC2=C(C(=C(C(=C2O)C(=O)C(C)C)O)CC3=C(C(=C(OC3=O)CC)C)O)O)O)C
InChI InChI=1S/C28H32O10/c1-7-18-12(5)22(30)16(27(35)37-18)9-14-24(32)15(26(34)20(25(14)33)21(29)11(3)4)10-17-23(31)13(6)19(8-2)38-28(17)36/h11,30-34H,7-10H2,1-6H3
InChI Key KJWQYWNJWOSOHC-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H32O10
Molecular Weight 528.50 g/mol
Exact Mass 528.19954721 g/mol
Topological Polar Surface Area (TPSA) 171.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 3.88
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 8

Synonyms

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DTXSID601104087
3,3'-[[2,4,6-Trihydroxy-5-(2-methyl-1-oxopropyl)-1,3-phenylene]bis(methylene)]bis[6-ethyl-4-hydroxy-5-methyl-2H-pyran-2-one]
75680-22-7

2D Structure

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2D Structure of 3,3'-[[2,4,6-Trihydroxy-5-(2-methyl-1-oxopropyl)-1,3-phenylene]bis(methylene)]bis[6-ethyl-4-hydroxy-5-methyl-2H-pyran-2-one]

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8447 84.47%
Caco-2 - 0.7332 73.32%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8301 83.01%
OATP2B1 inhibitior + 0.5751 57.51%
OATP1B1 inhibitior - 0.4303 43.03%
OATP1B3 inhibitior + 0.8503 85.03%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.5864 58.64%
P-glycoprotein inhibitior - 0.4758 47.58%
P-glycoprotein substrate - 0.8717 87.17%
CYP3A4 substrate - 0.5229 52.29%
CYP2C9 substrate + 0.8742 87.42%
CYP2D6 substrate - 0.8675 86.75%
CYP3A4 inhibition - 0.6248 62.48%
CYP2C9 inhibition - 0.5328 53.28%
CYP2C19 inhibition - 0.6989 69.89%
CYP2D6 inhibition - 0.9120 91.20%
CYP1A2 inhibition - 0.8453 84.53%
CYP2C8 inhibition - 0.8534 85.34%
CYP inhibitory promiscuity - 0.8071 80.71%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.7502 75.02%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.7484 74.84%
Skin irritation - 0.8146 81.46%
Skin corrosion - 0.9283 92.83%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3625 36.25%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.6709 67.09%
skin sensitisation - 0.8669 86.69%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.5556 55.56%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.8221 82.21%
Acute Oral Toxicity (c) III 0.5302 53.02%
Estrogen receptor binding + 0.8132 81.32%
Androgen receptor binding + 0.7007 70.07%
Thyroid receptor binding + 0.5239 52.39%
Glucocorticoid receptor binding + 0.7332 73.32%
Aromatase binding + 0.7018 70.18%
PPAR gamma + 0.6735 67.35%
Honey bee toxicity - 0.9284 92.84%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6851 68.51%
Fish aquatic toxicity + 0.9911 99.11%

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
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 96.27% 89.34%
CHEMBL2581 P07339 Cathepsin D 95.09% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.19% 91.11%
CHEMBL3401 O75469 Pregnane X receptor 91.17% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.41% 89.00%
CHEMBL235 P37231 Peroxisome proliferator-activated receptor gamma 87.20% 95.39%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.46% 96.47%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.86% 94.45%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.63% 96.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.05% 94.00%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 84.04% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.85% 90.71%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 83.53% 93.65%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 82.55% 83.57%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.47% 95.56%

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 italicum

Cross-Links

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PubChem 155552893
LOTUS LTS0196217
wikiData Q105142014