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[(1S,7R,9S,10S,12R)-4,12-diacetyloxy-15-[3-(hexanoylamino)-2-hydroxy-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

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 ce9254fa-b46b-45fe-a629-f3a818783fdb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name [(1S,7R,9S,10S,12R)-4,12-diacetyloxy-15-[3-(hexanoylamino)-2-hydroxy-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) CCCCCC(=O)NC(C1=CC=CC=C1)C(C(=O)OC2CC3(C(C4C(C(CC5C4(CO5)OC(=O)C)O)(C(=O)C(C(=C2C)C3(C)C)OC(=O)C)C)OC(=O)C6=CC=CC=C6)O)O
SMILES (Isomeric) CCCCCC(=O)NC(C1=CC=CC=C1)C(C(=O)OC2C[C@]3(C(C4[C@@]([C@H](C[C@@H]5C4(CO5)OC(=O)C)O)(C(=O)[C@@H](C(=C2C)C3(C)C)OC(=O)C)C)OC(=O)C6=CC=CC=C6)O)O
InChI InChI=1S/C46H57NO14/c1-8-9-12-21-33(51)47-35(28-17-13-10-14-18-28)36(52)42(55)59-30-23-46(56)40(60-41(54)29-19-15-11-16-20-29)38-44(7,31(50)22-32-45(38,24-57-32)61-27(4)49)39(53)37(58-26(3)48)34(25(30)2)43(46,5)6/h10-11,13-20,30-32,35-38,40,50,52,56H,8-9,12,21-24H2,1-7H3,(H,47,51)/t30?,31-,32+,35?,36?,37+,38?,40?,44+,45?,46+/m0/s1
InChI Key BEHTXUBGUDGCNQ-YWPUUOLLSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C46H57NO14
Molecular Weight 847.90 g/mol
Exact Mass 847.37790549 g/mol
Topological Polar Surface Area (TPSA) 221.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 4.00
H-Bond Acceptor 14
H-Bond Donor 4
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,7R,9S,10S,12R)-4,12-diacetyloxy-15-[3-(hexanoylamino)-2-hydroxy-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 + 0.9566 95.66%
Caco-2 - 0.8809 88.09%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.6291 62.91%
OATP2B1 inhibitior - 0.6160 61.60%
OATP1B1 inhibitior - 0.5609 56.09%
OATP1B3 inhibitior + 0.9261 92.61%
MATE1 inhibitior - 0.8700 87.00%
OCT2 inhibitior - 0.7776 77.76%
BSEP inhibitior + 0.9762 97.62%
P-glycoprotein inhibitior + 0.7864 78.64%
P-glycoprotein substrate + 0.9439 94.39%
CYP3A4 substrate + 0.7746 77.46%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8698 86.98%
CYP3A4 inhibition + 0.6018 60.18%
CYP2C9 inhibition - 0.8098 80.98%
CYP2C19 inhibition - 0.7766 77.66%
CYP2D6 inhibition - 0.9011 90.11%
CYP1A2 inhibition - 0.8297 82.97%
CYP2C8 inhibition + 0.9593 95.93%
CYP inhibitory promiscuity - 0.6155 61.55%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.4776 47.76%
Eye corrosion - 0.9872 98.72%
Eye irritation - 0.9123 91.23%
Skin irritation - 0.7378 73.78%
Skin corrosion - 0.9294 92.94%
Ames mutagenesis - 0.8600 86.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7141 71.41%
Micronuclear + 0.7000 70.00%
Hepatotoxicity + 0.6390 63.90%
skin sensitisation - 0.8488 84.88%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.4749 47.49%
Acute Oral Toxicity (c) III 0.6211 62.11%
Estrogen receptor binding + 0.8526 85.26%
Androgen receptor binding + 0.8257 82.57%
Thyroid receptor binding + 0.6836 68.36%
Glucocorticoid receptor binding + 0.7785 77.85%
Aromatase binding + 0.6386 63.86%
PPAR gamma + 0.8099 80.99%
Honey bee toxicity - 0.6796 67.96%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6900 69.00%
Fish aquatic toxicity + 0.9919 99.19%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL1293294 P51151 Ras-related protein Rab-9A 35.5 nM
 Potency
 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL221 P23219 Cyclooxygenase-1 99.90% 90.17%
CHEMBL2581 P07339 Cathepsin D 99.75% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.16% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 97.55% 99.17%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 97.13% 95.17%
CHEMBL2996 Q05655 Protein kinase C delta 95.65% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.55% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.01% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.27% 99.23%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 92.87% 96.47%
CHEMBL230 P35354 Cyclooxygenase-2 92.50% 89.63%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.77% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.34% 97.09%
CHEMBL2535 P11166 Glucose transporter 89.91% 98.75%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.87% 95.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.73% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.31% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.81% 94.45%
CHEMBL5028 O14672 ADAM10 88.72% 97.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.66% 96.00%
CHEMBL299 P17252 Protein kinase C alpha 88.56% 98.03%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 88.49% 83.00%
CHEMBL340 P08684 Cytochrome P450 3A4 88.48% 91.19%
CHEMBL1951 P21397 Monoamine oxidase A 87.83% 91.49%
CHEMBL240 Q12809 HERG 86.14% 89.76%
CHEMBL4302 P08183 P-glycoprotein 1 85.63% 92.98%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.65% 89.00%
CHEMBL4267 P37173 TGF-beta receptor type II 84.42% 88.18%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 84.11% 81.11%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 83.13% 98.75%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 82.89% 94.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.12% 94.08%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.80% 96.90%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.23% 97.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.19% 93.56%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 81.11% 89.44%
CHEMBL5255 O00206 Toll-like receptor 4 80.31% 92.50%

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.
Corylus avellana
Taxus baccata
Taxus cuspidata
Taxus mairei
Taxus wallichiana var. chinensis

Cross-Links

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PubChem 5321717
LOTUS LTS0141235
wikiData Q104932937