Drummondin E

Details

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Internal ID d2db0208-700e-4ac8-80d9-503c201d729e
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
IUPAC Name 2-acetyl-4-[[3-acetyl-2,4-dihydroxy-6-(3-methylbut-2-enoxy)phenyl]methyl]-3,5-dihydroxy-6-methyl-6-(3-methylbut-2-enyl)cyclohexa-2,4-dien-1-one
SMILES (Canonical) CC(=CCC1(C(=C(C(=C(C1=O)C(=O)C)O)CC2=C(C=C(C(=C2O)C(=O)C)O)OCC=C(C)C)O)C)C
SMILES (Isomeric) CC(=CCC1(C(=C(C(=C(C1=O)C(=O)C)O)CC2=C(C=C(C(=C2O)C(=O)C)O)OCC=C(C)C)O)C)C
InChI InChI=1S/C28H34O8/c1-14(2)8-10-28(7)26(34)19(25(33)23(17(6)30)27(28)35)12-18-21(36-11-9-15(3)4)13-20(31)22(16(5)29)24(18)32/h8-9,13,31-34H,10-12H2,1-7H3
InChI Key ZEDVRLBQCALAJC-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H34O8
Molecular Weight 498.60 g/mol
Exact Mass 498.22536804 g/mol
Topological Polar Surface Area (TPSA) 141.00 Ų
XlogP 5.00
Atomic LogP (AlogP) 5.35
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 9

Synonyms

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138169-54-7
(+)-drummondin E
CHEBI:65810
2-acetyl-6-{3-acetyl-2,4-dihydroxy-6-[(3-methylbut-2-en-1-yl)oxy]benzyl}-3,5-dihydroxy-4-methyl-4-(3-methylbut-2-en-1-yl)cyclohexa-2,5-dien-1-one
2-acetyl-4-[[3-acetyl-2,4-dihydroxy-6-(3-methylbut-2-enoxy)phenyl]methyl]-3,5-dihydroxy-6-methyl-6-(3-methylbut-2-enyl)cyclohexa-2,4-dien-1-one
CHEMBL483236
DTXSID70930002
Q27134301
2,5-Cyclohexadien-1-one, 2-acetyl-6-((3-acetyl-2,4-dihydroxy-6-((3-methyl-2-butenyl)oxy)phenyl)methyl)-3,5-dihydroxy-4-methyl-4-(3-methyl-2-butenyl)-
2-Acetyl-4-({3-acetyl-2,4-dihydroxy-6-[(3-methylbut-2-en-1-yl)oxy]phenyl}methyl)-3,5-dihydroxy-6-methyl-6-(3-methylbut-2-en-1-yl)cyclohexa-2,4-dien-1-one

2D Structure

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2D Structure of Drummondin E

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9938 99.38%
Caco-2 - 0.6317 63.17%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.8760 87.60%
OATP2B1 inhibitior - 0.5722 57.22%
OATP1B1 inhibitior + 0.8096 80.96%
OATP1B3 inhibitior + 0.8426 84.26%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8364 83.64%
BSEP inhibitior + 0.8622 86.22%
P-glycoprotein inhibitior + 0.6201 62.01%
P-glycoprotein substrate - 0.6449 64.49%
CYP3A4 substrate + 0.6261 62.61%
CYP2C9 substrate - 0.8063 80.63%
CYP2D6 substrate - 0.8355 83.55%
CYP3A4 inhibition - 0.8435 84.35%
CYP2C9 inhibition + 0.7926 79.26%
CYP2C19 inhibition + 0.7407 74.07%
CYP2D6 inhibition - 0.8624 86.24%
CYP1A2 inhibition + 0.8157 81.57%
CYP2C8 inhibition + 0.5752 57.52%
CYP inhibitory promiscuity + 0.5985 59.85%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8168 81.68%
Carcinogenicity (trinary) Non-required 0.6821 68.21%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.7045 70.45%
Skin irritation - 0.8201 82.01%
Skin corrosion - 0.9619 96.19%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6562 65.62%
Micronuclear - 0.7100 71.00%
Hepatotoxicity + 0.6979 69.79%
skin sensitisation - 0.5407 54.07%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity + 0.5658 56.58%
Acute Oral Toxicity (c) III 0.6045 60.45%
Estrogen receptor binding + 0.8691 86.91%
Androgen receptor binding + 0.5875 58.75%
Thyroid receptor binding + 0.6123 61.23%
Glucocorticoid receptor binding + 0.7776 77.76%
Aromatase binding + 0.7268 72.68%
PPAR gamma + 0.7832 78.32%
Honey bee toxicity - 0.8129 81.29%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5800 58.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.05% 91.11%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 94.81% 89.34%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.34% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.31% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 89.88% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.35% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.02% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.51% 94.45%
CHEMBL4208 P20618 Proteasome component C5 87.48% 90.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.16% 91.07%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.76% 99.15%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.99% 94.00%
CHEMBL2581 P07339 Cathepsin D 83.06% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.12% 95.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.09% 94.33%

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.
Hypericum drummondii

Cross-Links

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PubChem 132133
LOTUS LTS0236989
wikiData Q105373119