[(1S,2S,3R,4S,7R,9R,10S,12R,15R)-4,12-diacetyloxy-15-[(2R,3S)-2-acetyloxy-3-benzamido-3-phenylpropanoyl]oxy-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate

Details

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Internal ID 28da4c53-45c1-4de8-9cb5-1e577c7eb36d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name [(1S,2S,3R,4S,7R,9R,10S,12R,15R)-4,12-diacetyloxy-15-[(2R,3S)-2-acetyloxy-3-benzamido-3-phenylpropanoyl]oxy-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
SMILES (Canonical) CC1=C2C(C(=O)C3(C(CC4C(C3C(C(C2(C)C)(CC1OC(=O)C(C(C5=CC=CC=C5)NC(=O)C6=CC=CC=C6)OC(=O)C)O)OC(=O)C7=CC=CC=C7)(CO4)OC(=O)C)O)C)OC(=O)C
SMILES (Isomeric) CC1=C2[C@H](C(=O)[C@@]3([C@@H](C[C@@H]4[C@]([C@H]3[C@@H]([C@@](C2(C)C)(C[C@H]1OC(=O)[C@@H]([C@H](C5=CC=CC=C5)NC(=O)C6=CC=CC=C6)OC(=O)C)O)OC(=O)C7=CC=CC=C7)(CO4)OC(=O)C)O)C)OC(=O)C
InChI InChI=1S/C49H53NO15/c1-26-33(63-45(58)39(62-28(3)52)37(30-17-11-8-12-18-30)50-43(56)31-19-13-9-14-20-31)24-49(59)42(64-44(57)32-21-15-10-16-22-32)40-47(7,34(54)23-35-48(40,25-60-35)65-29(4)53)41(55)38(61-27(2)51)36(26)46(49,5)6/h8-22,33-35,37-40,42,54,59H,23-25H2,1-7H3,(H,50,56)/t33-,34-,35-,37+,38-,39-,40+,42+,47-,48+,49-/m1/s1
InChI Key IHVCSECZNFZVKP-QXALKNGUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C49H53NO15
Molecular Weight 895.90 g/mol
Exact Mass 895.34151998 g/mol
Topological Polar Surface Area (TPSA) 227.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 4.31
H-Bond Acceptor 15
H-Bond Donor 3
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,3R,4S,7R,9R,10S,12R,15R)-4,12-diacetyloxy-15-[(2R,3S)-2-acetyloxy-3-benzamido-3-phenylpropanoyl]oxy-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9689 96.89%
Caco-2 - 0.8997 89.97%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.9143 91.43%
Subcellular localzation Mitochondria 0.6207 62.07%
OATP2B1 inhibitior + 0.6038 60.38%
OATP1B1 inhibitior - 0.5762 57.62%
OATP1B3 inhibitior + 0.9460 94.60%
MATE1 inhibitior - 0.8700 87.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9622 96.22%
P-glycoprotein inhibitior + 0.7938 79.38%
P-glycoprotein substrate + 0.9314 93.14%
CYP3A4 substrate + 0.7856 78.56%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8698 86.98%
CYP3A4 inhibition - 0.8490 84.90%
CYP2C9 inhibition - 0.8925 89.25%
CYP2C19 inhibition - 0.8848 88.48%
CYP2D6 inhibition - 0.9191 91.91%
CYP1A2 inhibition - 0.8908 89.08%
CYP2C8 inhibition + 0.9586 95.86%
CYP inhibitory promiscuity - 0.8432 84.32%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.4602 46.02%
Eye corrosion - 0.9875 98.75%
Eye irritation - 0.9079 90.79%
Skin irritation - 0.7644 76.44%
Skin corrosion - 0.9373 93.73%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7880 78.80%
Micronuclear + 0.7100 71.00%
Hepatotoxicity + 0.6309 63.09%
skin sensitisation - 0.8212 82.12%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.7784 77.84%
Acute Oral Toxicity (c) III 0.5788 57.88%
Estrogen receptor binding + 0.8199 81.99%
Androgen receptor binding + 0.8142 81.42%
Thyroid receptor binding + 0.7215 72.15%
Glucocorticoid receptor binding + 0.7722 77.22%
Aromatase binding + 0.6248 62.48%
PPAR gamma + 0.7974 79.74%
Honey bee toxicity - 0.6358 63.58%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6700 67.00%
Fish aquatic toxicity + 0.9831 98.31%

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
CHEMBL221 P23219 Cyclooxygenase-1 99.73% 90.17%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 99.26% 87.67%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 98.60% 81.11%
CHEMBL2581 P07339 Cathepsin D 97.68% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.82% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.16% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.07% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 92.54% 91.19%
CHEMBL1951 P21397 Monoamine oxidase A 92.47% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.09% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.67% 95.56%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 91.22% 96.47%
CHEMBL5028 O14672 ADAM10 91.19% 97.50%
CHEMBL2535 P11166 Glucose transporter 90.46% 98.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.85% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.85% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.77% 97.14%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 88.15% 83.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.15% 89.00%
CHEMBL4302 P08183 P-glycoprotein 1 86.55% 92.98%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.02% 95.50%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.30% 94.62%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 84.72% 89.44%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.92% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.33% 82.69%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.14% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.40% 99.17%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 80.84% 92.67%
CHEMBL4267 P37173 TGF-beta receptor type II 80.20% 88.18%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.11% 98.75%

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 canadensis

Cross-Links

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PubChem 163046750
LOTUS LTS0029614
wikiData Q105113258