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Ent-peniciherqueinone

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 1c92fe98-3936-4b2c-9734-136c1c893259
Taxonomy Organoheterocyclic compounds > Naphthofurans
IUPAC Name (7aS,9S)-2,4,6,7a-tetrahydroxy-5-methoxy-1,8,8,9-tetramethyl-9H-phenaleno[1,2-b]furan-3,7-dione
SMILES (Canonical) CC1C(C2(C(=C3C(=C(C(=O)C4=C3C(=C(C(=C4O)OC)O)C2=O)O)C)O1)O)(C)C
SMILES (Isomeric) C[C@H]1C([C@@]2(C(=C3C(=C(C(=O)C4=C3C(=C(C(=C4O)OC)O)C2=O)O)C)O1)O)(C)C
InChI InChI=1S/C20H20O8/c1-6-8-9-10(13(22)12(6)21)14(23)16(27-5)15(24)11(9)17(25)20(26)18(8)28-7(2)19(20,3)4/h7,21,23-24,26H,1-5H3/t7-,20+/m0/s1
InChI Key FYCZXWJDQNKLBI-SVWIBVJCSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C20H20O8
Molecular Weight 388.40 g/mol
Exact Mass 388.11581759 g/mol
Topological Polar Surface Area (TPSA) 134.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.22
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 1

Synonyms

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(7aS,9S)-2,4,6,7a-tetrahydroxy-5-methoxy-1,8,8,9-tetramethyl-9H-phenaleno[1,2-b]furan-3,7-dione
(7aS,9S)-2,4,6,7a-tetrahydroxy-5-methoxy-1,8,8,9-tetramethyl-9H-phenaleno(1,2-b)furan-3,7-dione
RefChem:137035
CHEMBL3800366
CHEBI:207905
(7aS,9S)-2,4,6,7a-tetrahydroxy-5-methoxy-1,8,8,9-tetramethyl-9H-phenaleno[1,2-b]uran-3,7-dione

2D Structure

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2D Structure of Ent-peniciherqueinone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9915 99.15%
Caco-2 + 0.5000 50.00%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.7324 73.24%
OATP2B1 inhibitior - 0.8586 85.86%
OATP1B1 inhibitior + 0.8062 80.62%
OATP1B3 inhibitior + 0.9376 93.76%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.7083 70.83%
P-glycoprotein inhibitior - 0.7359 73.59%
P-glycoprotein substrate - 0.7657 76.57%
CYP3A4 substrate + 0.6148 61.48%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8588 85.88%
CYP3A4 inhibition - 0.6218 62.18%
CYP2C9 inhibition + 0.8113 81.13%
CYP2C19 inhibition - 0.5204 52.04%
CYP2D6 inhibition - 0.7888 78.88%
CYP1A2 inhibition + 0.7544 75.44%
CYP2C8 inhibition - 0.7435 74.35%
CYP inhibitory promiscuity + 0.9020 90.20%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9843 98.43%
Carcinogenicity (trinary) Danger 0.5152 51.52%
Eye corrosion - 0.9835 98.35%
Eye irritation + 0.7842 78.42%
Skin irritation - 0.7063 70.63%
Skin corrosion - 0.9297 92.97%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5285 52.85%
Micronuclear + 0.6600 66.00%
Hepatotoxicity - 0.5072 50.72%
skin sensitisation - 0.7280 72.80%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.5104 51.04%
Acute Oral Toxicity (c) III 0.5304 53.04%
Estrogen receptor binding + 0.8704 87.04%
Androgen receptor binding - 0.4886 48.86%
Thyroid receptor binding + 0.6431 64.31%
Glucocorticoid receptor binding + 0.6441 64.41%
Aromatase binding + 0.6918 69.18%
PPAR gamma + 0.7126 71.26%
Honey bee toxicity - 0.8439 84.39%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9836 98.36%

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 96.58% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.14% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.07% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.55% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.53% 94.00%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 86.99% 92.68%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.33% 95.56%
CHEMBL3572 P11597 Cholesteryl ester transfer protein 85.14% 92.67%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.79% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.13% 99.15%
CHEMBL4040 P28482 MAP kinase ERK2 82.98% 83.82%
CHEMBL1871 P10275 Androgen Receptor 82.75% 96.43%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 137224951
LOTUS LTS0007133
wikiData Q105105781