[(1R,2R,3R,5S,8R,9R,10R)-2,9,10-triacetyloxy-8,12,15,15-tetramethyl-4-methylidene-13-oxo-5-tricyclo[9.3.1.03,8]pentadec-11-enyl] 3-phenylpropanoate

Details

Top
Internal ID a7a568f9-61ab-4088-9856-34488318b8a2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name [(1R,2R,3R,5S,8R,9R,10R)-2,9,10-triacetyloxy-8,12,15,15-tetramethyl-4-methylidene-13-oxo-5-tricyclo[9.3.1.03,8]pentadec-11-enyl] 3-phenylpropanoate
SMILES (Canonical) CC1=C2C(C(C3(CCC(C(=C)C3C(C(C2(C)C)CC1=O)OC(=O)C)OC(=O)CCC4=CC=CC=C4)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)CC1=O)OC(=O)C)OC(=O)CCC4=CC=CC=C4)C)OC(=O)C)OC(=O)C
InChI InChI=1S/C35H44O9/c1-19-26(39)18-25-31(41-21(3)36)30-20(2)27(44-28(40)15-14-24-12-10-9-11-13-24)16-17-35(30,8)33(43-23(5)38)32(42-22(4)37)29(19)34(25,6)7/h9-13,25,27,30-33H,2,14-18H2,1,3-8H3/t25-,27-,30-,31+,32+,33-,35+/m0/s1
InChI Key XMEWFKYIRSRYGK-KMEJJDELSA-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) 122.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 5.24
H-Bond Acceptor 9
H-Bond Donor 0
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

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

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9955 99.55%
Caco-2 - 0.7723 77.23%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7982 79.82%
OATP2B1 inhibitior - 0.7133 71.33%
OATP1B1 inhibitior + 0.7761 77.61%
OATP1B3 inhibitior - 0.3970 39.70%
MATE1 inhibitior + 0.6600 66.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9813 98.13%
P-glycoprotein inhibitior + 0.8918 89.18%
P-glycoprotein substrate - 0.5234 52.34%
CYP3A4 substrate + 0.7074 70.74%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate - 0.8922 89.22%
CYP3A4 inhibition + 0.5689 56.89%
CYP2C9 inhibition - 0.7538 75.38%
CYP2C19 inhibition - 0.6440 64.40%
CYP2D6 inhibition - 0.8663 86.63%
CYP1A2 inhibition - 0.7757 77.57%
CYP2C8 inhibition + 0.6978 69.78%
CYP inhibitory promiscuity - 0.6817 68.17%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8861 88.61%
Carcinogenicity (trinary) Non-required 0.6249 62.49%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9089 90.89%
Skin irritation - 0.6526 65.26%
Skin corrosion - 0.9618 96.18%
Ames mutagenesis - 0.6828 68.28%
Human Ether-a-go-go-Related Gene inhibition - 0.4606 46.06%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.5050 50.50%
skin sensitisation - 0.6004 60.04%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.7530 75.30%
Acute Oral Toxicity (c) III 0.6674 66.74%
Estrogen receptor binding + 0.7982 79.82%
Androgen receptor binding + 0.7223 72.23%
Thyroid receptor binding + 0.5882 58.82%
Glucocorticoid receptor binding + 0.8210 82.10%
Aromatase binding + 0.6464 64.64%
PPAR gamma + 0.7828 78.28%
Honey bee toxicity - 0.6629 66.29%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.19% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.82% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 96.73% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.71% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.44% 86.33%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 93.97% 94.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.16% 95.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.48% 95.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.95% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.51% 82.69%
CHEMBL5028 O14672 ADAM10 87.90% 97.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.45% 93.00%
CHEMBL5805 Q9NR97 Toll-like receptor 8 85.36% 96.25%
CHEMBL2039 P27338 Monoamine oxidase B 84.61% 92.51%
CHEMBL4040 P28482 MAP kinase ERK2 84.16% 83.82%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.07% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.12% 85.14%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.79% 93.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.82% 95.89%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 81.32% 92.67%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 80.64% 97.64%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.08% 97.14%

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 11758406
LOTUS LTS0028870
wikiData Q105330683