PlantaeDB Logo
Login Sign-up

[(1R,2R,3R,5S,8R,9R,10R,13S)-2,9,10-triacetyloxy-5-hydroxy-8,12,15,15-tetramethyl-4-methylidene-13-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

Top
Internal ID dc70990c-a1bb-4f79-be7d-57f85d714fab
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name [(1R,2R,3R,5S,8R,9R,10R,13S)-2,9,10-triacetyloxy-5-hydroxy-8,12,15,15-tetramethyl-4-methylidene-13-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)CC1OC(=O)C=CC4=CC=CC=C4)OC(=O)C)O)C)OC(=O)C)OC(=O)C
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)C[C@@H]1OC(=O)/C=C/C4=CC=CC=C4)OC(=O)C)O)C)OC(=O)C)OC(=O)C
InChI InChI=1S/C35H44O9/c1-19-26(39)16-17-35(8)30(19)31(41-21(3)36)25-18-27(44-28(40)15-14-24-12-10-9-11-13-24)20(2)29(34(25,6)7)32(42-22(4)37)33(35)43-23(5)38/h9-15,25-27,30-33,39H,1,16-18H2,2-8H3/b15-14+/t25-,26-,27-,30-,31+,32+,33-,35+/m0/s1
InChI Key QWAIDSKVFUQONT-JVJUJCKXSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C35H44O9
Molecular Weight 608.70 g/mol
Exact Mass 608.29853298 g/mol
Topological Polar Surface Area (TPSA) 125.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 5.12
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1R,2R,3R,5S,8R,9R,10R,13S)-2,9,10-triacetyloxy-5-hydroxy-8,12,15,15-tetramethyl-4-methylidene-13-tricyclo[9.3.1.03,8]pentadec-11-enyl] (E)-3-phenylprop-2-enoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9958 99.58%
Caco-2 - 0.8010 80.10%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8231 82.31%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8225 82.25%
OATP1B3 inhibitior + 0.7943 79.43%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9682 96.82%
P-glycoprotein inhibitior + 0.8659 86.59%
P-glycoprotein substrate - 0.5655 56.55%
CYP3A4 substrate + 0.7038 70.38%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8805 88.05%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition - 0.7217 72.17%
CYP2C19 inhibition - 0.7323 73.23%
CYP2D6 inhibition - 0.8235 82.35%
CYP1A2 inhibition - 0.7724 77.24%
CYP2C8 inhibition + 0.8107 81.07%
CYP inhibitory promiscuity - 0.9142 91.42%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9072 90.72%
Carcinogenicity (trinary) Non-required 0.6352 63.52%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9185 91.85%
Skin irritation - 0.5677 56.77%
Skin corrosion - 0.9284 92.84%
Ames mutagenesis - 0.6828 68.28%
Human Ether-a-go-go-Related Gene inhibition + 0.6987 69.87%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.5341 53.41%
skin sensitisation - 0.5702 57.02%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.8433 84.33%
Acute Oral Toxicity (c) III 0.6287 62.87%
Estrogen receptor binding + 0.7632 76.32%
Androgen receptor binding + 0.7249 72.49%
Thyroid receptor binding + 0.5970 59.70%
Glucocorticoid receptor binding + 0.7802 78.02%
Aromatase binding + 0.5975 59.75%
PPAR gamma + 0.8090 80.90%
Honey bee toxicity - 0.6630 66.30%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5255 52.55%
Fish aquatic toxicity + 0.9971 99.71%

Targets

Top

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
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 97.54% 94.62%
CHEMBL221 P23219 Cyclooxygenase-1 97.47% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.71% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 96.58% 95.50%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.15% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.12% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.80% 96.09%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 92.10% 94.08%
CHEMBL5028 O14672 ADAM10 90.56% 97.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.89% 96.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.26% 93.00%
CHEMBL2581 P07339 Cathepsin D 86.81% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.61% 94.45%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 84.51% 81.11%
CHEMBL340 P08684 Cytochrome P450 3A4 84.17% 91.19%
CHEMBL5805 Q9NR97 Toll-like receptor 8 82.56% 96.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.50% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.65% 96.95%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.61% 100.00%

Plants that contains it

Top
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

Top
PubChem 44351350
LOTUS LTS0034214
wikiData Q105229054