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[(1R,2S,3R,4S,7R,9S,10S,11R,12R,15S)-4,9,11,12,15-pentaacetyloxy-1-hydroxy-10,14,17,17-tetramethyl-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] hexanoate

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 e60c8048-4b52-47c5-8bf7-a26760ce0867
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name [(1R,2S,3R,4S,7R,9S,10S,11R,12R,15S)-4,9,11,12,15-pentaacetyloxy-1-hydroxy-10,14,17,17-tetramethyl-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] hexanoate
SMILES (Canonical) CCCCCC(=O)OC1C2C(C(CC3C2(CO3)OC(=O)C)OC(=O)C)(C(C(C4=C(C(CC1(C4(C)C)O)OC(=O)C)C)OC(=O)C)OC(=O)C)C
SMILES (Isomeric) CCCCCC(=O)O[C@H]1[C@H]2[C@@]([C@H](C[C@@H]3[C@]2(CO3)OC(=O)C)OC(=O)C)([C@H]([C@@H](C4=C([C@H](C[C@]1(C4(C)C)O)OC(=O)C)C)OC(=O)C)OC(=O)C)C
InChI InChI=1S/C36H52O14/c1-11-12-13-14-27(42)49-32-30-34(10,25(46-20(4)38)15-26-35(30,17-44-26)50-23(7)41)31(48-22(6)40)29(47-21(5)39)28-18(2)24(45-19(3)37)16-36(32,43)33(28,8)9/h24-26,29-32,43H,11-17H2,1-10H3/t24-,25-,26+,29+,30-,31-,32-,34+,35-,36-/m0/s1
InChI Key XBVXASYQLGSARL-YYJDOQRTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H52O14
Molecular Weight 708.80 g/mol
Exact Mass 708.33570633 g/mol
Topological Polar Surface Area (TPSA) 187.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 3.42
H-Bond Acceptor 14
H-Bond Donor 1
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,3R,4S,7R,9S,10S,11R,12R,15S)-4,9,11,12,15-pentaacetyloxy-1-hydroxy-10,14,17,17-tetramethyl-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] hexanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9909 99.09%
Caco-2 - 0.7921 79.21%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7644 76.44%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8208 82.08%
OATP1B3 inhibitior + 0.9463 94.63%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9521 95.21%
P-glycoprotein inhibitior + 0.8167 81.67%
P-glycoprotein substrate + 0.7822 78.22%
CYP3A4 substrate + 0.6963 69.63%
CYP2C9 substrate - 0.7982 79.82%
CYP2D6 substrate - 0.8687 86.87%
CYP3A4 inhibition - 0.5913 59.13%
CYP2C9 inhibition - 0.7305 73.05%
CYP2C19 inhibition - 0.8303 83.03%
CYP2D6 inhibition - 0.9045 90.45%
CYP1A2 inhibition - 0.8303 83.03%
CYP2C8 inhibition + 0.8253 82.53%
CYP inhibitory promiscuity - 0.8857 88.57%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.4930 49.30%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.8977 89.77%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9369 93.69%
Ames mutagenesis - 0.8300 83.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6075 60.75%
Micronuclear - 0.6800 68.00%
Hepatotoxicity + 0.5306 53.06%
skin sensitisation - 0.8134 81.34%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.8836 88.36%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.5562 55.62%
Acute Oral Toxicity (c) III 0.7647 76.47%
Estrogen receptor binding + 0.7757 77.57%
Androgen receptor binding + 0.7280 72.80%
Thyroid receptor binding - 0.5090 50.90%
Glucocorticoid receptor binding + 0.7549 75.49%
Aromatase binding + 0.7111 71.11%
PPAR gamma + 0.7160 71.60%
Honey bee toxicity - 0.7086 70.86%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.8310 83.10%
Fish aquatic toxicity + 0.9861 98.61%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.11% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.67% 91.11%
CHEMBL230 P35354 Cyclooxygenase-2 97.57% 89.63%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.10% 97.25%
CHEMBL2581 P07339 Cathepsin D 96.42% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.29% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.09% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.30% 97.09%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 89.80% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 89.72% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.89% 86.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.44% 95.50%
CHEMBL221 P23219 Cyclooxygenase-1 88.34% 90.17%
CHEMBL5255 O00206 Toll-like receptor 4 88.18% 92.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.34% 94.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.98% 89.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.28% 82.69%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 85.47% 95.17%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 85.33% 82.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.43% 95.50%
CHEMBL299 P17252 Protein kinase C alpha 84.07% 98.03%
CHEMBL340 P08684 Cytochrome P450 3A4 83.76% 91.19%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.44% 96.90%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.33% 92.94%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.19% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.14% 96.95%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 83.00% 92.86%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.03% 97.14%

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.
Taxus baccata

Cross-Links

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PubChem 101277298
LOTUS LTS0028073
wikiData Q104247057