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[(1S,2S,3S,5S,8R,9R,10S,11S,13R,16S)-5,9,16-triacetyloxy-2-benzoyloxy-8-hydroxy-3-(2-hydroxypropan-2-yl)-6,10-dimethyl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadec-6-en-11-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 e3c4b517-07ca-4fac-a51d-44faf7e87997
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name [(1S,2S,3S,5S,8R,9R,10S,11S,13R,16S)-5,9,16-triacetyloxy-2-benzoyloxy-8-hydroxy-3-(2-hydroxypropan-2-yl)-6,10-dimethyl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadec-6-en-11-yl] benzoate
SMILES (Canonical) CC1=C2C(C(C3(C(CC4C(C3C(C2(CC1OC(=O)C)C(C)(C)O)OC(=O)C5=CC=CC=C5)(CO4)OC(=O)C)OC(=O)C6=CC=CC=C6)C)OC(=O)C)O
SMILES (Isomeric) CC1=C2[C@H]([C@@H]([C@@]3([C@H](C[C@@H]4[C@]([C@@H]3[C@@H]([C@@]2(C[C@@H]1OC(=O)C)C(C)(C)O)OC(=O)C5=CC=CC=C5)(CO4)OC(=O)C)OC(=O)C6=CC=CC=C6)C)OC(=O)C)O
InChI InChI=1S/C40H46O13/c1-21-27(49-22(2)41)19-39(37(5,6)47)30(21)31(44)33(50-23(3)42)38(7)28(51-35(45)25-14-10-8-11-15-25)18-29-40(20-48-29,53-24(4)43)32(38)34(39)52-36(46)26-16-12-9-13-17-26/h8-17,27-29,31-34,44,47H,18-20H2,1-7H3/t27-,28-,29+,31+,32+,33-,34-,38+,39-,40-/m0/s1
InChI Key CIBPUQCKJURRRK-BTZRSCOSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H46O13
Molecular Weight 734.80 g/mol
Exact Mass 734.29384152 g/mol
Topological Polar Surface Area (TPSA) 181.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 3.88
H-Bond Acceptor 13
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,3S,5S,8R,9R,10S,11S,13R,16S)-5,9,16-triacetyloxy-2-benzoyloxy-8-hydroxy-3-(2-hydroxypropan-2-yl)-6,10-dimethyl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadec-6-en-11-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 + 0.9784 97.84%
Caco-2 - 0.8072 80.72%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8003 80.03%
OATP2B1 inhibitior - 0.7200 72.00%
OATP1B1 inhibitior + 0.8284 82.84%
OATP1B3 inhibitior + 0.9073 90.73%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9908 99.08%
P-glycoprotein inhibitior + 0.8814 88.14%
P-glycoprotein substrate + 0.6817 68.17%
CYP3A4 substrate + 0.6987 69.87%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8669 86.69%
CYP3A4 inhibition - 0.8071 80.71%
CYP2C9 inhibition - 0.6223 62.23%
CYP2C19 inhibition - 0.7239 72.39%
CYP2D6 inhibition - 0.8992 89.92%
CYP1A2 inhibition - 0.6056 60.56%
CYP2C8 inhibition + 0.8821 88.21%
CYP inhibitory promiscuity - 0.7704 77.04%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4850 48.50%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.8985 89.85%
Skin irritation - 0.6917 69.17%
Skin corrosion - 0.9365 93.65%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7905 79.05%
Micronuclear - 0.5100 51.00%
Hepatotoxicity + 0.6084 60.84%
skin sensitisation - 0.7955 79.55%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.5831 58.31%
Acute Oral Toxicity (c) III 0.4910 49.10%
Estrogen receptor binding + 0.7884 78.84%
Androgen receptor binding + 0.7444 74.44%
Thyroid receptor binding + 0.6296 62.96%
Glucocorticoid receptor binding + 0.7486 74.86%
Aromatase binding + 0.6545 65.45%
PPAR gamma + 0.7356 73.56%
Honey bee toxicity - 0.6597 65.97%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL2581 P07339 Cathepsin D 97.74% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.02% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.39% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.34% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 93.48% 90.17%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 93.30% 94.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 91.68% 97.14%
CHEMBL1951 P21397 Monoamine oxidase A 91.49% 91.49%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 89.74% 81.11%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.56% 95.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.14% 99.23%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 87.80% 87.67%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 87.78% 94.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.37% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.79% 97.09%
CHEMBL5028 O14672 ADAM10 85.75% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.39% 95.56%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 83.55% 89.44%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 83.27% 83.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.51% 91.07%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.44% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.37% 97.25%

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 brevifolia

Cross-Links

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PubChem 163187561
LOTUS LTS0162719
wikiData Q104959597