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[(1R,2S,3S,5S,8R,10R,11S,13R,16S)-8,16-diacetyloxy-5,11-dihydroxy-10-(hydroxymethyl)-3-(2-hydroxypropan-2-yl)-6-methyl-9-oxo-14-oxatetracyclo[8.6.0.03,7.013,16]hexadec-6-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 7232603e-2a2c-45bf-b8a9-f6e8603973ac
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name [(1R,2S,3S,5S,8R,10R,11S,13R,16S)-8,16-diacetyloxy-5,11-dihydroxy-10-(hydroxymethyl)-3-(2-hydroxypropan-2-yl)-6-methyl-9-oxo-14-oxatetracyclo[8.6.0.03,7.013,16]hexadec-6-en-2-yl] benzoate
SMILES (Canonical) CC1=C2C(C(=O)C3(C(CC4C(C3C(C2(CC1O)C(C)(C)O)OC(=O)C5=CC=CC=C5)(CO4)OC(=O)C)O)CO)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@@]2(C[C@@H]1O)C(C)(C)O)OC(=O)C5=CC=CC=C5)(CO4)OC(=O)C)O)CO)OC(=O)C
InChI InChI=1S/C31H38O12/c1-15-19(35)12-30(28(4,5)39)22(15)23(41-16(2)33)25(37)29(13-32)20(36)11-21-31(14-40-21,43-17(3)34)24(29)26(30)42-27(38)18-9-7-6-8-10-18/h6-10,19-21,23-24,26,32,35-36,39H,11-14H2,1-5H3/t19-,20-,21+,23+,24-,26-,29+,30-,31-/m0/s1
InChI Key ZYQSVBKXXSAVLN-JQULDETKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H38O12
Molecular Weight 602.60 g/mol
Exact Mass 602.23632664 g/mol
Topological Polar Surface Area (TPSA) 186.00 Ų
XlogP -0.20
Atomic LogP (AlogP) 0.63
H-Bond Acceptor 12
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,3S,5S,8R,10R,11S,13R,16S)-8,16-diacetyloxy-5,11-dihydroxy-10-(hydroxymethyl)-3-(2-hydroxypropan-2-yl)-6-methyl-9-oxo-14-oxatetracyclo[8.6.0.03,7.013,16]hexadec-6-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 + 0.9448 94.48%
Caco-2 - 0.7622 76.22%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.7306 73.06%
OATP2B1 inhibitior - 0.7186 71.86%
OATP1B1 inhibitior + 0.8260 82.60%
OATP1B3 inhibitior + 0.9101 91.01%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8920 89.20%
P-glycoprotein inhibitior + 0.7527 75.27%
P-glycoprotein substrate + 0.7629 76.29%
CYP3A4 substrate + 0.7110 71.10%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8728 87.28%
CYP3A4 inhibition - 0.8397 83.97%
CYP2C9 inhibition - 0.7083 70.83%
CYP2C19 inhibition - 0.7691 76.91%
CYP2D6 inhibition - 0.9046 90.46%
CYP1A2 inhibition - 0.7799 77.99%
CYP2C8 inhibition + 0.8265 82.65%
CYP inhibitory promiscuity - 0.8401 84.01%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5925 59.25%
Eye corrosion - 0.9875 98.75%
Eye irritation - 0.9054 90.54%
Skin irritation - 0.6698 66.98%
Skin corrosion - 0.9381 93.81%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7363 73.63%
Micronuclear - 0.6500 65.00%
Hepatotoxicity + 0.6608 66.08%
skin sensitisation - 0.8351 83.51%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.7398 73.98%
Acute Oral Toxicity (c) III 0.5010 50.10%
Estrogen receptor binding + 0.7653 76.53%
Androgen receptor binding + 0.7558 75.58%
Thyroid receptor binding + 0.5257 52.57%
Glucocorticoid receptor binding + 0.7235 72.35%
Aromatase binding + 0.6363 63.63%
PPAR gamma + 0.6709 67.09%
Honey bee toxicity - 0.7167 71.67%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9903 99.03%

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 98.23% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.38% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.61% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 92.56% 90.17%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 92.38% 87.67%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 92.10% 81.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.01% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.92% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 90.39% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.73% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.46% 99.23%
CHEMBL5028 O14672 ADAM10 88.85% 97.50%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 87.63% 94.62%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.45% 95.50%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.18% 89.34%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.17% 96.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.71% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.29% 97.14%
CHEMBL1951 P21397 Monoamine oxidase A 82.83% 91.49%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 82.09% 83.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.02% 99.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.46% 91.07%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.45% 94.08%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.84% 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 sumatrana
Taxus wallichiana

Cross-Links

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PubChem 102351452
LOTUS LTS0249371
wikiData Q105386348