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[(1R,2R,3R,5S,8R,9R,10R)-2-acetyloxy-8,12,15,15-tetramethyl-4-methylidene-13-oxo-9,10-bis[[(E)-3-phenylprop-2-enoyl]oxy]-5-tricyclo[9.3.1.03,8]pentadec-11-enyl] (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 43b13c5b-2ae9-40cd-aa05-f26950c24a80
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name [(1R,2R,3R,5S,8R,9R,10R)-2-acetyloxy-8,12,15,15-tetramethyl-4-methylidene-13-oxo-9,10-bis[[(E)-3-phenylprop-2-enoyl]oxy]-5-tricyclo[9.3.1.03,8]pentadec-11-enyl] (E)-3-phenylprop-2-enoate
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)C=CC5=CC=CC=C5)OC(=O)C=CC6=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)/C=C/C5=CC=CC=C5)OC(=O)/C=C/C6=CC=CC=C6
InChI InChI=1S/C49H50O9/c1-31-38(51)30-37-45(55-33(3)50)44-32(2)39(56-40(52)25-22-34-16-10-7-11-17-34)28-29-49(44,6)47(58-42(54)27-24-36-20-14-9-15-21-36)46(43(31)48(37,4)5)57-41(53)26-23-35-18-12-8-13-19-35/h7-27,37,39,44-47H,2,28-30H2,1,3-6H3/b25-22+,26-23+,27-24+/t37-,39-,44-,45+,46+,47-,49+/m0/s1
InChI Key PCZGAGIIBAOCAI-UUGOILRDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C49H50O9
Molecular Weight 782.90 g/mol
Exact Mass 782.34548317 g/mol
Topological Polar Surface Area (TPSA) 122.00 Ų
XlogP 8.60
Atomic LogP (AlogP) 8.71
H-Bond Acceptor 9
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,2R,3R,5S,8R,9R,10R)-2-acetyloxy-8,12,15,15-tetramethyl-4-methylidene-13-oxo-9,10-bis[[(E)-3-phenylprop-2-enoyl]oxy]-5-tricyclo[9.3.1.03,8]pentadec-11-enyl] (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 + 0.9948 99.48%
Caco-2 - 0.8346 83.46%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7914 79.14%
OATP2B1 inhibitior + 0.5617 56.17%
OATP1B1 inhibitior + 0.8067 80.67%
OATP1B3 inhibitior + 0.8316 83.16%
MATE1 inhibitior - 0.6600 66.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9962 99.62%
P-glycoprotein inhibitior + 0.8881 88.81%
P-glycoprotein substrate - 0.6066 60.66%
CYP3A4 substrate + 0.6983 69.83%
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 + 0.7755 77.55%
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 - 0.9080 90.80%
Skin irritation - 0.6945 69.45%
Skin corrosion - 0.9556 95.56%
Ames mutagenesis - 0.6828 68.28%
Human Ether-a-go-go-Related Gene inhibition + 0.8550 85.50%
Micronuclear - 0.6326 63.26%
Hepatotoxicity - 0.5122 51.22%
skin sensitisation - 0.5740 57.40%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.7500 75.00%
Acute Oral Toxicity (c) III 0.6186 61.86%
Estrogen receptor binding + 0.8096 80.96%
Androgen receptor binding + 0.7572 75.72%
Thyroid receptor binding + 0.6540 65.40%
Glucocorticoid receptor binding + 0.8092 80.92%
Aromatase binding + 0.5666 56.66%
PPAR gamma + 0.7819 78.19%
Honey bee toxicity - 0.7055 70.55%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6100 61.00%
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 97.07% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.67% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.48% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.13% 95.56%
CHEMBL4040 P28482 MAP kinase ERK2 93.45% 83.82%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 91.14% 95.50%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 91.10% 94.62%
CHEMBL5028 O14672 ADAM10 91.01% 97.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 90.99% 93.00%
CHEMBL2581 P07339 Cathepsin D 90.66% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.42% 96.09%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.23% 93.99%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 86.93% 94.08%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.16% 99.23%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.89% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.16% 89.00%
CHEMBL3524 P56524 Histone deacetylase 4 82.88% 92.97%
CHEMBL1937 Q92769 Histone deacetylase 2 82.46% 94.75%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.76% 97.33%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.26% 93.03%

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 44351436
LOTUS LTS0218645
wikiData Q105206233