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Pladienolide B

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 b2c0943f-82b4-4f34-a830-cbdddb85c879
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(4E)-7,10-dihydroxy-2-[(2E,4E)-7-[3-(3-hydroxypentan-2-yl)oxiran-2-yl]-6-methylhepta-2,4-dien-2-yl]-3,7-dimethyl-12-oxo-1-oxacyclododec-4-en-6-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H48O8/c1-8-24(33)21(5)29-25(37-29)16-18(2)10-9-11-19(3)28-20(4)12-13-26(36-22(6)31)30(7,35)15-14-23(32)17-27(34)38-28/h9-13,18,20-21,23-26,28-29,32-33,35H,8,14-17H2,1-7H3/b10-9+,13-12+,19-11+
InChI Key SDOUORKJIJYJNW-VHSLCUDQSA-N
Popularity 60 references in papers

Physical and Chemical Properties

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Molecular Formula C30H48O8
Molecular Weight 536.70 g/mol
Exact Mass 536.33491849 g/mol
Topological Polar Surface Area (TPSA) 126.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 4.02
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 9

Synonyms

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[(4E)-7,10-dihydroxy-2-[(2E,4E)-7-[3-(3-hydroxypentan-2-yl)oxiran-2-yl]-6-methylhepta-2,4-dien-2-yl]-3,7-dimethyl-12-oxo-1-oxacyclododec-4-en-6-yl] acetate
((4E)-7,10-dihydroxy-2-((2E,4E)-7-(3-(3-hydroxypentan-2-yl)oxiran-2-yl)-6-methylhepta-2,4-dien-2-yl)-3,7-dimethyl-12-oxo-1-oxacyclododec-4-en-6-yl) acetate
RefChem:929372
(8E,12E,14E)-7-acetoxy-3,6,21-trihydroxy-6,10,12,16,20-pentamethyl-18,19-epoxytricosa-8,12,14-trien-11-olide
SCHEMBL905749
CHEBI:205761

2D Structure

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2D Structure of Pladienolide B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9759 97.59%
Caco-2 - 0.8068 80.68%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.6106 61.06%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7864 78.64%
OATP1B3 inhibitior + 0.9323 93.23%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.7366 73.66%
P-glycoprotein inhibitior + 0.6729 67.29%
P-glycoprotein substrate + 0.6190 61.90%
CYP3A4 substrate + 0.6949 69.49%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8932 89.32%
CYP3A4 inhibition + 0.5421 54.21%
CYP2C9 inhibition - 0.7715 77.15%
CYP2C19 inhibition - 0.7391 73.91%
CYP2D6 inhibition - 0.9310 93.10%
CYP1A2 inhibition - 0.7928 79.28%
CYP2C8 inhibition + 0.5908 59.08%
CYP inhibitory promiscuity - 0.9347 93.47%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8943 89.43%
Carcinogenicity (trinary) Non-required 0.5348 53.48%
Eye corrosion - 0.9832 98.32%
Eye irritation - 0.9427 94.27%
Skin irritation - 0.5430 54.30%
Skin corrosion - 0.9184 91.84%
Ames mutagenesis - 0.5670 56.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7274 72.74%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.5074 50.74%
skin sensitisation - 0.7819 78.19%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.6281 62.81%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.6226 62.26%
Acute Oral Toxicity (c) III 0.5327 53.27%
Estrogen receptor binding + 0.7919 79.19%
Androgen receptor binding - 0.4843 48.43%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6933 69.33%
Aromatase binding + 0.5777 57.77%
PPAR gamma + 0.5803 58.03%
Honey bee toxicity - 0.7323 73.23%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9442 94.42%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.51% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.38% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.22% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.21% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.34% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.43% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 90.51% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.08% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.00% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.43% 97.09%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 86.15% 89.34%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.79% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 85.65% 97.79%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.21% 93.56%
CHEMBL340 P08684 Cytochrome P450 3A4 84.22% 91.19%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.13% 95.71%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 83.68% 83.10%
CHEMBL255 P29275 Adenosine A2b receptor 83.56% 98.59%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.37% 99.17%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 83.32% 98.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.77% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.67% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 81.43% 94.73%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.38% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.13% 96.95%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.00% 89.50%

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 9807215
LOTUS LTS0184819
wikiData Q77425509