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[(1R,2S,5S,7S,8Z,10R,13S)-2,7,9,13-tetraacetyloxy-4-(acetyloxymethyl)-10-hydroxy-8,12,15,15-tetramethyl-5-bicyclo[9.3.1]pentadeca-3,8,11-trienyl] (E)-3-phenylprop-2-enoate

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 e9055dd3-13df-4860-ae16-bedf207878e1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name [(1R,2S,5S,7S,8Z,10R,13S)-2,7,9,13-tetraacetyloxy-4-(acetyloxymethyl)-10-hydroxy-8,12,15,15-tetramethyl-5-bicyclo[9.3.1]pentadeca-3,8,11-trienyl] (E)-3-phenylprop-2-enoate
SMILES (Canonical) CC1=C2C(C(=C(C(CC(C(=CC(C(C2(C)C)CC1OC(=O)C)OC(=O)C)COC(=O)C)OC(=O)C=CC3=CC=CC=C3)OC(=O)C)C)OC(=O)C)O
SMILES (Isomeric) CC1=C2[C@H](/C(=C(/[C@H](C[C@@H](C(=C[C@@H]([C@@H](C2(C)C)C[C@@H]1OC(=O)C)OC(=O)C)COC(=O)C)OC(=O)/C=C/C3=CC=CC=C3)OC(=O)C)\C)/OC(=O)C)O
InChI InChI=1S/C39H48O13/c1-21-31(48-24(4)41)18-30-34(50-26(6)43)17-29(20-47-23(3)40)33(52-35(45)16-15-28-13-11-10-12-14-28)19-32(49-25(5)42)22(2)38(51-27(7)44)37(46)36(21)39(30,8)9/h10-17,30-34,37,46H,18-20H2,1-9H3/b16-15+,29-17?,38-22-/t30-,31-,32-,33-,34-,37+/m0/s1
InChI Key VOVBOUNKNIVZDV-HONIKNOTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H48O13
Molecular Weight 724.80 g/mol
Exact Mass 724.30949158 g/mol
Topological Polar Surface Area (TPSA) 178.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 4.86
H-Bond Acceptor 13
H-Bond Donor 1
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,5S,7S,8Z,10R,13S)-2,7,9,13-tetraacetyloxy-4-(acetyloxymethyl)-10-hydroxy-8,12,15,15-tetramethyl-5-bicyclo[9.3.1]pentadeca-3,8,11-trienyl] (E)-3-phenylprop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9944 99.44%
Caco-2 - 0.8139 81.39%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8872 88.72%
OATP2B1 inhibitior + 0.5696 56.96%
OATP1B1 inhibitior + 0.8280 82.80%
OATP1B3 inhibitior + 0.8325 83.25%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9967 99.67%
P-glycoprotein inhibitior + 0.9014 90.14%
P-glycoprotein substrate + 0.5671 56.71%
CYP3A4 substrate + 0.6898 68.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8797 87.97%
CYP3A4 inhibition - 0.7396 73.96%
CYP2C9 inhibition - 0.6679 66.79%
CYP2C19 inhibition - 0.7229 72.29%
CYP2D6 inhibition - 0.8833 88.33%
CYP1A2 inhibition - 0.6442 64.42%
CYP2C8 inhibition + 0.8423 84.23%
CYP inhibitory promiscuity - 0.7449 74.49%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.6068 60.68%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9202 92.02%
Skin irritation - 0.6691 66.91%
Skin corrosion - 0.9722 97.22%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7017 70.17%
Micronuclear - 0.6000 60.00%
Hepatotoxicity + 0.5287 52.87%
skin sensitisation - 0.6108 61.08%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.6212 62.12%
Acute Oral Toxicity (c) III 0.6934 69.34%
Estrogen receptor binding + 0.7856 78.56%
Androgen receptor binding + 0.6545 65.45%
Thyroid receptor binding + 0.6133 61.33%
Glucocorticoid receptor binding + 0.8460 84.60%
Aromatase binding + 0.5811 58.11%
PPAR gamma + 0.7834 78.34%
Honey bee toxicity - 0.5865 58.65%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6145 61.45%
Fish aquatic toxicity + 0.9970 99.70%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.37% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.86% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.19% 86.33%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 97.07% 94.62%
CHEMBL221 P23219 Cyclooxygenase-1 96.73% 90.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 94.55% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.54% 95.56%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.39% 96.95%
CHEMBL2581 P07339 Cathepsin D 88.93% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.61% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.12% 89.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 85.64% 91.71%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.11% 93.00%
CHEMBL5028 O14672 ADAM10 84.14% 97.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.06% 94.08%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.96% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.17% 97.09%

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 162996396
LOTUS LTS0041215
wikiData Q105290453