[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-1,9,15-trihydroxy-12-(3-hydroxybutanoyloxy)-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate

Details

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Internal ID fa22f8a6-1c2e-47cd-92c6-2af2d890d016
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-1,9,15-trihydroxy-12-(3-hydroxybutanoyloxy)-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
SMILES (Canonical) CC1=C2C(C(=O)C3(C(CC4C(C3C(C(C2(C)C)(CC1O)O)OC(=O)C5=CC=CC=C5)(CO4)OC(=O)C)O)C)OC(=O)CC(C)O
SMILES (Isomeric) CC1=C2[C@H](C(=O)[C@@]3([C@H](C[C@@H]4[C@]([C@H]3[C@@H]([C@@](C2(C)C)(C[C@@H]1O)O)OC(=O)C5=CC=CC=C5)(CO4)OC(=O)C)O)C)OC(=O)CC(C)O
InChI InChI=1S/C33H42O12/c1-16(34)12-23(38)43-25-24-17(2)20(36)14-33(41,30(24,4)5)28(44-29(40)19-10-8-7-9-11-19)26-31(6,27(25)39)21(37)13-22-32(26,15-42-22)45-18(3)35/h7-11,16,20-22,25-26,28,34,36-37,41H,12-15H2,1-6H3/t16?,20-,21-,22+,25+,26-,28-,31+,32-,33+/m0/s1
InChI Key TZETVSMCLFVOIU-SIQIQTTRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H42O12
Molecular Weight 630.70 g/mol
Exact Mass 630.26762677 g/mol
Topological Polar Surface Area (TPSA) 186.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 1.40
H-Bond Acceptor 12
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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5beta,20-Epoxy-9-oxotax-11-en-1,2alpha,4,7beta,10beta,13alpha-hexol 2-benzoate 4-acetate 10-(3-hydroxybutyrate)

2D Structure

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2D Structure of [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-1,9,15-trihydroxy-12-(3-hydroxybutanoyloxy)-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 + 0.9771 97.71%
Caco-2 - 0.8163 81.63%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Mitochondria 0.7302 73.02%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7273 72.73%
OATP1B3 inhibitior + 0.8904 89.04%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8491 84.91%
P-glycoprotein inhibitior + 0.7805 78.05%
P-glycoprotein substrate + 0.8648 86.48%
CYP3A4 substrate + 0.7368 73.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8704 87.04%
CYP3A4 inhibition - 0.7625 76.25%
CYP2C9 inhibition - 0.7272 72.72%
CYP2C19 inhibition - 0.8046 80.46%
CYP2D6 inhibition - 0.8950 89.50%
CYP1A2 inhibition - 0.7307 73.07%
CYP2C8 inhibition + 0.8565 85.65%
CYP inhibitory promiscuity - 0.8215 82.15%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.4788 47.88%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9208 92.08%
Skin irritation - 0.6555 65.55%
Skin corrosion - 0.9435 94.35%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7225 72.25%
Micronuclear - 0.6100 61.00%
Hepatotoxicity + 0.6377 63.77%
skin sensitisation - 0.7457 74.57%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.6058 60.58%
Acute Oral Toxicity (c) III 0.6388 63.88%
Estrogen receptor binding + 0.8145 81.45%
Androgen receptor binding + 0.7760 77.60%
Thyroid receptor binding + 0.5683 56.83%
Glucocorticoid receptor binding + 0.7418 74.18%
Aromatase binding + 0.6754 67.54%
PPAR gamma + 0.7317 73.17%
Honey bee toxicity - 0.6881 68.81%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9940 99.40%

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 98.89% 90.17%
CHEMBL2581 P07339 Cathepsin D 98.59% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.79% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.42% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.42% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.80% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.33% 91.11%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 90.80% 87.67%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.64% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.57% 95.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.56% 96.95%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 89.33% 96.47%
CHEMBL5028 O14672 ADAM10 89.31% 97.50%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 88.57% 81.11%
CHEMBL1951 P21397 Monoamine oxidase A 87.85% 91.49%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.36% 97.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.97% 96.00%
CHEMBL4208 P20618 Proteasome component C5 86.94% 90.00%
CHEMBL2535 P11166 Glucose transporter 86.52% 98.75%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 85.04% 97.21%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.98% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 84.39% 91.19%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 84.00% 83.00%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 83.40% 89.44%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.23% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.70% 99.23%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.94% 94.62%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.85% 98.75%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.55% 95.89%

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.
Conioselinum anthriscoides

Cross-Links

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PubChem 5318160
NPASS NPC275802