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[(1R,2S,3E,5S,7S,8E,10R,13S)-2,7,9,10,13-pentaacetyloxy-4-(acetyloxymethyl)-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 cd23b812-63bb-4b22-952f-0d3a2586659b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name [(1R,2S,3E,5S,7S,8E,10R,13S)-2,7,9,10,13-pentaacetyloxy-4-(acetyloxymethyl)-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)OC(=O)C
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)OC(=O)C
InChI InChI=1S/C41H50O14/c1-22-33(50-25(4)43)19-32-36(52-27(6)45)18-31(21-49-24(3)42)35(55-37(48)17-16-30-14-12-11-13-15-30)20-34(51-26(5)44)23(2)39(53-28(7)46)40(54-29(8)47)38(22)41(32,9)10/h11-18,32-36,40H,19-21H2,1-10H3/b17-16+,31-18+,39-23+/t32-,33-,34-,35-,36-,40+/m0/s1
InChI Key FLBNRACKRBUYNP-VSSQLDOISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H50O14
Molecular Weight 766.80 g/mol
Exact Mass 766.32005626 g/mol
Topological Polar Surface Area (TPSA) 184.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 5.43
H-Bond Acceptor 14
H-Bond Donor 0
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,3E,5S,7S,8E,10R,13S)-2,7,9,10,13-pentaacetyloxy-4-(acetyloxymethyl)-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 + 0.9964 99.64%
Caco-2 - 0.8065 80.65%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8776 87.76%
OATP2B1 inhibitior + 0.5744 57.44%
OATP1B1 inhibitior + 0.8158 81.58%
OATP1B3 inhibitior + 0.8641 86.41%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.9233 92.33%
P-glycoprotein substrate + 0.5767 57.67%
CYP3A4 substrate + 0.6877 68.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8854 88.54%
CYP3A4 inhibition - 0.6137 61.37%
CYP2C9 inhibition - 0.6572 65.72%
CYP2C19 inhibition - 0.5799 57.99%
CYP2D6 inhibition - 0.8870 88.70%
CYP1A2 inhibition - 0.5913 59.13%
CYP2C8 inhibition + 0.8646 86.46%
CYP inhibitory promiscuity + 0.5000 50.00%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.5723 57.23%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9161 91.61%
Skin irritation - 0.7219 72.19%
Skin corrosion - 0.9752 97.52%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8048 80.48%
Micronuclear - 0.6000 60.00%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.5889 58.89%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.6798 67.98%
Acute Oral Toxicity (c) III 0.6409 64.09%
Estrogen receptor binding + 0.7738 77.38%
Androgen receptor binding + 0.6758 67.58%
Thyroid receptor binding + 0.6216 62.16%
Glucocorticoid receptor binding + 0.8475 84.75%
Aromatase binding + 0.5973 59.73%
PPAR gamma + 0.7818 78.18%
Honey bee toxicity - 0.6011 60.11%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6745 67.45%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.38% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.74% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.35% 86.33%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 96.79% 94.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.42% 95.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 91.70% 95.50%
CHEMBL221 P23219 Cyclooxygenase-1 89.96% 90.17%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.87% 93.00%
CHEMBL2581 P07339 Cathepsin D 86.66% 98.95%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 86.51% 94.08%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.30% 96.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.97% 96.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.30% 89.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 84.86% 91.71%
CHEMBL5028 O14672 ADAM10 84.01% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.56% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.84% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.00% 85.14%

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
Taxus wallichiana var. chinensis

Cross-Links

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PubChem 10078885
NPASS NPC131462
LOTUS LTS0175188
wikiData Q104996912