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[(1S,2R,7R,9R,10R,11S,12S,15R,17R,18R)-9,11,18-triacetyloxy-2,15-dihydroxy-17-(2-hydroxypropan-2-yl)-5,5,10,14-tetramethyl-4,6-dioxatetracyclo[8.8.0.02,7.013,17]octadec-13-en-12-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 f8be0811-0d25-408e-bc32-9c7422b9e70a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name [(1S,2R,7R,9R,10R,11S,12S,15R,17R,18R)-9,11,18-triacetyloxy-2,15-dihydroxy-17-(2-hydroxypropan-2-yl)-5,5,10,14-tetramethyl-4,6-dioxatetracyclo[8.8.0.02,7.013,17]octadec-13-en-12-yl] benzoate
SMILES (Canonical) CC1=C2C(C(C3(C(CC4C(C3C(C2(CC1O)C(C)(C)O)OC(=O)C)(COC(O4)(C)C)O)OC(=O)C)C)OC(=O)C)OC(=O)C5=CC=CC=C5
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]1O)C(C)(C)O)OC(=O)C)(COC(O4)(C)C)O)OC(=O)C)C)OC(=O)C)OC(=O)C5=CC=CC=C5
InChI InChI=1S/C36H48O13/c1-18-23(40)16-35(32(5,6)42)26(18)27(48-31(41)22-13-11-10-12-14-22)29(46-20(3)38)34(9)24(45-19(2)37)15-25-36(43,17-44-33(7,8)49-25)28(34)30(35)47-21(4)39/h10-14,23-25,27-30,40,42-43H,15-17H2,1-9H3/t23-,24-,25-,27+,28-,29-,30-,34+,35-,36-/m1/s1
InChI Key RXRLIGFKAPAFHN-DKGGKHGWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H48O13
Molecular Weight 688.80 g/mol
Exact Mass 688.30949158 g/mol
Topological Polar Surface Area (TPSA) 184.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 2.77
H-Bond Acceptor 13
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,7R,9R,10R,11S,12S,15R,17R,18R)-9,11,18-triacetyloxy-2,15-dihydroxy-17-(2-hydroxypropan-2-yl)-5,5,10,14-tetramethyl-4,6-dioxatetracyclo[8.8.0.02,7.013,17]octadec-13-en-12-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 + 0.9859 98.59%
Caco-2 - 0.8086 80.86%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7943 79.43%
OATP2B1 inhibitior - 0.5789 57.89%
OATP1B1 inhibitior + 0.8729 87.29%
OATP1B3 inhibitior + 0.9059 90.59%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9822 98.22%
P-glycoprotein inhibitior + 0.8314 83.14%
P-glycoprotein substrate + 0.6083 60.83%
CYP3A4 substrate + 0.7043 70.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8779 87.79%
CYP3A4 inhibition - 0.6866 68.66%
CYP2C9 inhibition - 0.7756 77.56%
CYP2C19 inhibition - 0.8712 87.12%
CYP2D6 inhibition - 0.9134 91.34%
CYP1A2 inhibition - 0.7788 77.88%
CYP2C8 inhibition + 0.8396 83.96%
CYP inhibitory promiscuity - 0.9028 90.28%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5419 54.19%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.8963 89.63%
Skin irritation - 0.6524 65.24%
Skin corrosion - 0.9348 93.48%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6731 67.31%
Micronuclear - 0.5500 55.00%
Hepatotoxicity - 0.5345 53.45%
skin sensitisation - 0.7723 77.23%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.5908 59.08%
Acute Oral Toxicity (c) III 0.4329 43.29%
Estrogen receptor binding + 0.7628 76.28%
Androgen receptor binding + 0.7191 71.91%
Thyroid receptor binding + 0.5927 59.27%
Glucocorticoid receptor binding + 0.7106 71.06%
Aromatase binding + 0.6686 66.86%
PPAR gamma + 0.7656 76.56%
Honey bee toxicity - 0.6790 67.90%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9853 98.53%

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
CHEMBL1951 P21397 Monoamine oxidase A 95.92% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.62% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.60% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.43% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.07% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 93.86% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.84% 95.56%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 91.57% 81.11%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.91% 97.14%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 89.69% 94.62%
CHEMBL5028 O14672 ADAM10 88.80% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 85.77% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.46% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.68% 91.07%
CHEMBL2179 P04062 Beta-glucocerebrosidase 84.03% 85.31%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.49% 95.50%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 83.40% 83.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.74% 89.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.70% 82.69%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.67% 94.08%
CHEMBL3401 O75469 Pregnane X receptor 82.01% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.44% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.90% 94.00%

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 wallichiana

Cross-Links

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PubChem 162929475
LOTUS LTS0061088
wikiData Q105247259