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4,8-Dihydroxy-5,5,7,9-tetramethyl-16-[1-(2-methyl-1,3-thiazol-4-YL)prop-1-EN-2-YL]-1-oxacyclohexadec-13-ene-2,6-dione

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 6ba554b3-b52e-41bc-85bc-9f084d2983f1
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues > Epothilones and analogues
IUPAC Name 4,8-dihydroxy-5,5,7,9-tetramethyl-16-[1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-1-oxacyclohexadec-13-ene-2,6-dione
SMILES (Canonical) CC1CCCC=CCC(OC(=O)CC(C(C(=O)C(C1O)C)(C)C)O)C(=CC2=CSC(=N2)C)C
SMILES (Isomeric) CC1CCCC=CCC(OC(=O)CC(C(C(=O)C(C1O)C)(C)C)O)C(=CC2=CSC(=N2)C)C
InChI InChI=1S/C26H39NO5S/c1-16-11-9-7-8-10-12-21(17(2)13-20-15-33-19(4)27-20)32-23(29)14-22(28)26(5,6)25(31)18(3)24(16)30/h8,10,13,15-16,18,21-22,24,28,30H,7,9,11-12,14H2,1-6H3
InChI Key BEFZAMRWPCMWFJ-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H39NO5S
Molecular Weight 477.70 g/mol
Exact Mass 477.25489452 g/mol
Topological Polar Surface Area (TPSA) 125.00 Ų
XlogP 5.10
Atomic LogP (AlogP) 4.88
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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(-)-Deoxyepothilone A; (-)-Desoxyepothilone A; Desoxyepothilone A; Epo C
DTXSID30699502
BCP21107
4,8-DIHYDROXY-5,5,7,9-TETRAMETHYL-16-[1-(2-METHYL-1,3-THIAZOL-4-YL)PROP-1-EN-2-YL]-1-OXACYCLOHEXADEC-13-ENE-2,6-DIONE
Desoxyepothilone A; UNII-18T00XLN7E; 18T00XLN7E; CHEBI:80029

2D Structure

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2D Structure of 4,8-Dihydroxy-5,5,7,9-tetramethyl-16-[1-(2-methyl-1,3-thiazol-4-YL)prop-1-EN-2-YL]-1-oxacyclohexadec-13-ene-2,6-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9529 95.29%
Caco-2 - 0.6633 66.33%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Nucleus 0.8371 83.71%
OATP2B1 inhibitior - 0.8634 86.34%
OATP1B1 inhibitior + 0.8442 84.42%
OATP1B3 inhibitior + 0.9113 91.13%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9827 98.27%
P-glycoprotein inhibitior + 0.7173 71.73%
P-glycoprotein substrate - 0.6492 64.92%
CYP3A4 substrate + 0.6644 66.44%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8834 88.34%
CYP3A4 inhibition - 0.8350 83.50%
CYP2C9 inhibition - 0.7697 76.97%
CYP2C19 inhibition - 0.6120 61.20%
CYP2D6 inhibition - 0.9200 92.00%
CYP1A2 inhibition - 0.5443 54.43%
CYP2C8 inhibition + 0.5191 51.91%
CYP inhibitory promiscuity - 0.8559 85.59%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.8300 83.00%
Carcinogenicity (trinary) Non-required 0.5162 51.62%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.9607 96.07%
Skin irritation - 0.6903 69.03%
Skin corrosion - 0.9147 91.47%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8798 87.98%
Micronuclear - 0.6000 60.00%
Hepatotoxicity + 0.5342 53.42%
skin sensitisation - 0.7945 79.45%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.4513 45.13%
Acute Oral Toxicity (c) III 0.4950 49.50%
Estrogen receptor binding + 0.6530 65.30%
Androgen receptor binding + 0.6086 60.86%
Thyroid receptor binding + 0.5171 51.71%
Glucocorticoid receptor binding + 0.6555 65.55%
Aromatase binding + 0.6553 65.53%
PPAR gamma + 0.5606 56.06%
Honey bee toxicity - 0.7768 77.68%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9849 98.49%

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
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.86% 99.23%
CHEMBL325 Q13547 Histone deacetylase 1 94.60% 95.92%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 94.54% 87.67%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.36% 95.56%
CHEMBL2581 P07339 Cathepsin D 91.27% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.89% 91.11%
CHEMBL230 P35354 Cyclooxygenase-2 87.83% 89.63%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 87.05% 86.00%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 85.51% 96.39%
CHEMBL3401 O75469 Pregnane X receptor 85.03% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.35% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.13% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.11% 92.94%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.75% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.40% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.33% 91.19%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 81.79% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.82% 85.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.75% 93.56%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.56% 93.03%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.44% 94.80%

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 53427299
LOTUS LTS0166620
wikiData Q103816675