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[(1R,2R,3R,5S,8R,9R,10R)-2-acetyloxy-9-benzoyloxy-8,12,15,15-tetramethyl-4-methylidene-13-oxo-5-[(E)-3-phenylprop-2-enoyl]oxy-10-tricyclo[9.3.1.03,8]pentadec-11-enyl] 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 0faa2a4d-d5a4-455f-96fd-ba96f2ecb351
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name [(1R,2R,3R,5S,8R,9R,10R)-2-acetyloxy-9-benzoyloxy-8,12,15,15-tetramethyl-4-methylidene-13-oxo-5-[(E)-3-phenylprop-2-enoyl]oxy-10-tricyclo[9.3.1.03,8]pentadec-11-enyl] benzoate
SMILES (Canonical) CC1=C2C(C(C3(CCC(C(=C)C3C(C(C2(C)C)CC1=O)OC(=O)C)OC(=O)C=CC4=CC=CC=C4)C)OC(=O)C5=CC=CC=C5)OC(=O)C6=CC=CC=C6
SMILES (Isomeric) CC1=C2[C@H]([C@@H]([C@@]3(CC[C@@H](C(=C)[C@H]3[C@@H]([C@@H](C2(C)C)CC1=O)OC(=O)C)OC(=O)/C=C/C4=CC=CC=C4)C)OC(=O)C5=CC=CC=C5)OC(=O)C6=CC=CC=C6
InChI InChI=1S/C45H46O9/c1-27-34(47)26-33-39(51-29(3)46)38-28(2)35(52-36(48)23-22-30-16-10-7-11-17-30)24-25-45(38,6)41(54-43(50)32-20-14-9-15-21-32)40(37(27)44(33,4)5)53-42(49)31-18-12-8-13-19-31/h7-23,33,35,38-41H,2,24-26H2,1,3-6H3/b23-22+/t33-,35-,38-,39+,40+,41-,45+/m0/s1
InChI Key KURXDGPSTHUACW-OLZAGMJFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C45H46O9
Molecular Weight 730.80 g/mol
Exact Mass 730.31418304 g/mol
Topological Polar Surface Area (TPSA) 122.00 Ų
XlogP 7.80
Atomic LogP (AlogP) 7.91
H-Bond Acceptor 9
H-Bond Donor 0
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,3R,5S,8R,9R,10R)-2-acetyloxy-9-benzoyloxy-8,12,15,15-tetramethyl-4-methylidene-13-oxo-5-[(E)-3-phenylprop-2-enoyl]oxy-10-tricyclo[9.3.1.03,8]pentadec-11-enyl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9948 99.48%
Caco-2 - 0.8258 82.58%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7914 79.14%
OATP2B1 inhibitior - 0.8564 85.64%
OATP1B1 inhibitior + 0.7903 79.03%
OATP1B3 inhibitior + 0.8316 83.16%
MATE1 inhibitior - 0.6600 66.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9938 99.38%
P-glycoprotein inhibitior + 0.9102 91.02%
P-glycoprotein substrate - 0.5471 54.71%
CYP3A4 substrate + 0.7131 71.31%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8984 89.84%
CYP3A4 inhibition + 0.6569 65.69%
CYP2C9 inhibition - 0.6878 68.78%
CYP2C19 inhibition - 0.6062 60.62%
CYP2D6 inhibition - 0.7995 79.95%
CYP1A2 inhibition - 0.6537 65.37%
CYP2C8 inhibition + 0.8268 82.68%
CYP inhibitory promiscuity - 0.7427 74.27%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8754 87.54%
Carcinogenicity (trinary) Non-required 0.5647 56.47%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9025 90.25%
Skin irritation - 0.6945 69.45%
Skin corrosion - 0.9556 95.56%
Ames mutagenesis - 0.6228 62.28%
Human Ether-a-go-go-Related Gene inhibition + 0.8673 86.73%
Micronuclear - 0.6326 63.26%
Hepatotoxicity - 0.5156 51.56%
skin sensitisation - 0.5740 57.40%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.7399 73.99%
Acute Oral Toxicity (c) III 0.6186 61.86%
Estrogen receptor binding + 0.7828 78.28%
Androgen receptor binding + 0.7411 74.11%
Thyroid receptor binding + 0.6512 65.12%
Glucocorticoid receptor binding + 0.8063 80.63%
Aromatase binding + 0.5478 54.78%
PPAR gamma + 0.7582 75.82%
Honey bee toxicity - 0.7094 70.94%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5600 56.00%
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
CHEMBL221 P23219 Cyclooxygenase-1 99.11% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.04% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.79% 95.56%
CHEMBL3192 Q9BY41 Histone deacetylase 8 93.80% 93.99%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.68% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.36% 99.23%
CHEMBL5028 O14672 ADAM10 90.76% 97.50%
CHEMBL3524 P56524 Histone deacetylase 4 90.47% 92.97%
CHEMBL2581 P07339 Cathepsin D 89.95% 98.95%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 89.58% 93.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.88% 95.50%
CHEMBL1951 P21397 Monoamine oxidase A 87.82% 91.49%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 87.13% 83.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.07% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.63% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.19% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 83.11% 91.19%
CHEMBL4040 P28482 MAP kinase ERK2 82.71% 83.82%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 82.00% 81.11%
CHEMBL1937 Q92769 Histone deacetylase 2 81.85% 94.75%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.45% 93.03%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.45% 100.00%
CHEMBL1868 P17948 Vascular endothelial growth factor receptor 1 80.82% 96.47%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.78% 95.89%
CHEMBL321 P14780 Matrix metalloproteinase 9 80.68% 92.12%
CHEMBL4302 P08183 P-glycoprotein 1 80.58% 92.98%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.56% 97.33%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.35% 94.62%

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 cuspidata

Cross-Links

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PubChem 10747517
LOTUS LTS0261936
wikiData Q105146325