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Penicillolide

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 05d4707a-faf8-44b8-87d1-e6af9310d92b
Taxonomy Benzenoids > Phenol ethers > Anisoles
IUPAC Name (1S,8S,11S)-13,14-dihydroxy-15-methoxy-4-methyl-5,10,19-trioxapentacyclo[9.8.1.01,8.03,7.012,17]icosa-3,6,12,14,16-pentaene-2,9-dione
SMILES (Canonical) CC1=C2C(=CO1)C3C(=O)OC4CC3(C2=O)OCC5=CC(=C(C(=C45)O)O)OC
SMILES (Isomeric) CC1=C2C(=CO1)[C@@H]3C(=O)O[C@H]4C[C@]3(C2=O)OCC5=CC(=C(C(=C45)O)O)OC
InChI InChI=1S/C19H16O8/c1-7-12-9(6-25-7)14-18(23)27-11-4-19(14,17(12)22)26-5-8-3-10(24-2)15(20)16(21)13(8)11/h3,6,11,14,20-21H,4-5H2,1-2H3/t11-,14+,19-/m0/s1
InChI Key JVNJAHDDOGWQSZ-SZEPBZDZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C19H16O8
Molecular Weight 372.30 g/mol
Exact Mass 372.08451746 g/mol
Topological Polar Surface Area (TPSA) 115.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 2.24
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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DTXSID501043650
1821214-65-6

2D Structure

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2D Structure of Penicillolide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7978 79.78%
Caco-2 - 0.6339 63.39%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8176 81.76%
OATP2B1 inhibitior - 0.7189 71.89%
OATP1B1 inhibitior + 0.8650 86.50%
OATP1B3 inhibitior + 0.9461 94.61%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.7762 77.62%
P-glycoprotein inhibitior - 0.6644 66.44%
P-glycoprotein substrate - 0.5630 56.30%
CYP3A4 substrate + 0.6747 67.47%
CYP2C9 substrate + 0.6281 62.81%
CYP2D6 substrate - 0.8428 84.28%
CYP3A4 inhibition - 0.7153 71.53%
CYP2C9 inhibition - 0.8059 80.59%
CYP2C19 inhibition - 0.5921 59.21%
CYP2D6 inhibition - 0.8746 87.46%
CYP1A2 inhibition - 0.8365 83.65%
CYP2C8 inhibition + 0.4788 47.88%
CYP inhibitory promiscuity - 0.8886 88.86%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5685 56.85%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.7038 70.38%
Skin irritation - 0.8232 82.32%
Skin corrosion - 0.9431 94.31%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6537 65.37%
Micronuclear + 0.6300 63.00%
Hepatotoxicity + 0.5783 57.83%
skin sensitisation - 0.8253 82.53%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.7371 73.71%
Acute Oral Toxicity (c) III 0.4624 46.24%
Estrogen receptor binding + 0.8289 82.89%
Androgen receptor binding + 0.7445 74.45%
Thyroid receptor binding + 0.5232 52.32%
Glucocorticoid receptor binding + 0.7214 72.14%
Aromatase binding - 0.5226 52.26%
PPAR gamma + 0.5471 54.71%
Honey bee toxicity - 0.6856 68.56%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9777 97.77%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.84% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.76% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.29% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.45% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.29% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.82% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.06% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.16% 92.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.70% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.45% 95.89%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.23% 96.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.98% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.16% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.29% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.37% 97.09%

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.
There are no matching plants.

Cross-Links

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PubChem 139588167
LOTUS LTS0067264
wikiData Q105135861