Podolactone E

Details

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Internal ID 8a40d3e9-ec59-4a16-84bd-15ada13272c3
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name (1R,2R,4S,5R,6R,9R,12R,17R)-12-ethenyl-5-hydroxy-1,6-dimethyl-3,8,13-trioxapentacyclo[7.7.1.02,4.06,17.011,16]heptadec-10-ene-7,14-dione
SMILES (Canonical) CC12C3CC(=O)OC(C3=CC4C1C(C(C5C2O5)O)(C(=O)O4)C)C=C
SMILES (Isomeric) C[C@@]12[C@@H]3[C@@H](C=C4[C@H](OC(=O)CC4[C@]3([C@@H]5[C@H]([C@@H]1O)O5)C)C=C)OC2=O
InChI InChI=1S/C18H20O6/c1-4-9-7-5-10-13-17(2,8(7)6-11(19)22-9)15-12(24-15)14(20)18(13,3)16(21)23-10/h4-5,8-10,12-15,20H,1,6H2,2-3H3/t8?,9-,10-,12+,13-,14+,15+,17-,18-/m1/s1
InChI Key ANQOYNYNTQZJPI-INRPBURKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C18H20O6
Molecular Weight 332.30 g/mol
Exact Mass 332.12598835 g/mol
Topological Polar Surface Area (TPSA) 85.40 Ų
XlogP 0.40
Atomic LogP (AlogP) 0.74
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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37070-59-0
(1R,2R,4S,5R,6R,9R,12R,17R)-12-Ethenyl-5-hydroxy-1,6-dimethyl-3,8,13-trioxapentacyclo[7.7.1.02,4.06,17.011,16]heptadec-10-ene-7,14-dione
Podolactone B, 7,8-deepoxy-7,8,15,17-tetradehydro-15-de(hydroxymethyl)-15-deoxy-, (1alpha,2alpha)-
DTXSID00958234
6-Ethenyl-2-hydroxy-2a,9b-dimethyl-1a,2,2a,4a,4b,6,9,9a,9b,9c-decahydro-3H,8H-furo[2',3',4':4,5]oxireno[7,8]naphtho[2,1-c]pyran-3,8-dione

2D Structure

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2D Structure of Podolactone E

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9831 98.31%
Caco-2 - 0.6878 68.78%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7055 70.55%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8621 86.21%
OATP1B3 inhibitior + 0.9493 94.93%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.8804 88.04%
P-glycoprotein inhibitior - 0.7286 72.86%
P-glycoprotein substrate - 0.7523 75.23%
CYP3A4 substrate + 0.6281 62.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8477 84.77%
CYP3A4 inhibition + 0.5194 51.94%
CYP2C9 inhibition - 0.9219 92.19%
CYP2C19 inhibition - 0.9021 90.21%
CYP2D6 inhibition - 0.9290 92.90%
CYP1A2 inhibition - 0.8813 88.13%
CYP2C8 inhibition - 0.8201 82.01%
CYP inhibitory promiscuity - 0.9196 91.96%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4736 47.36%
Eye corrosion - 0.9785 97.85%
Eye irritation - 0.9393 93.93%
Skin irritation - 0.5688 56.88%
Skin corrosion - 0.8398 83.98%
Ames mutagenesis - 0.5264 52.64%
Human Ether-a-go-go-Related Gene inhibition - 0.8177 81.77%
Micronuclear - 0.5041 50.41%
Hepatotoxicity + 0.5698 56.98%
skin sensitisation - 0.6948 69.48%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.7690 76.90%
Acute Oral Toxicity (c) III 0.3193 31.93%
Estrogen receptor binding + 0.6451 64.51%
Androgen receptor binding + 0.5728 57.28%
Thyroid receptor binding - 0.5360 53.60%
Glucocorticoid receptor binding - 0.5052 50.52%
Aromatase binding - 0.5476 54.76%
PPAR gamma + 0.6973 69.73%
Honey bee toxicity - 0.7795 77.95%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9573 95.73%

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
CHEMBL2039 P27338 Monoamine oxidase B 98.97% 92.51%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.45% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.32% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.69% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.26% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.14% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.81% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 84.74% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.91% 96.09%
CHEMBL1902 P62942 FK506-binding protein 1A 80.35% 97.05%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 80.33% 86.00%

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.
Ileostylus micranthus
Podocarpus neriifolius

Cross-Links

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PubChem 3084650
LOTUS LTS0190514
wikiData Q82938743