[(2R,3R,5S,7S,8S,9R,10R,13S)-7,9,10,13-tetraacetyloxy-2-hydroxy-8,12,15,15-tetramethyl-4-methylidene-5-tricyclo[9.3.1.03,8]pentadec-11-enyl] (E)-3-phenylprop-2-enoate

Details

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Internal ID 9b37d002-7d15-48ec-a682-97fc48e2c9ed
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name [(2R,3R,5S,7S,8S,9R,10R,13S)-7,9,10,13-tetraacetyloxy-2-hydroxy-8,12,15,15-tetramethyl-4-methylidene-5-tricyclo[9.3.1.03,8]pentadec-11-enyl] (E)-3-phenylprop-2-enoate
SMILES (Canonical) CC1=C2C(C(C3(C(CC(C(=C)C3C(C(C2(C)C)CC1OC(=O)C)O)OC(=O)C=CC4=CC=CC=C4)OC(=O)C)C)OC(=O)C)OC(=O)C
SMILES (Isomeric) CC1=C2[C@H]([C@@H]([C@@]3([C@H](C[C@@H](C(=C)[C@H]3[C@@H](C(C2(C)C)C[C@@H]1OC(=O)C)O)OC(=O)/C=C/C4=CC=CC=C4)OC(=O)C)C)OC(=O)C)OC(=O)C
InChI InChI=1S/C37H46O11/c1-19-28(48-30(42)16-15-25-13-11-10-12-14-25)18-29(45-22(4)39)37(9)31(19)33(43)26-17-27(44-21(3)38)20(2)32(36(26,7)8)34(46-23(5)40)35(37)47-24(6)41/h10-16,26-29,31,33-35,43H,1,17-18H2,2-9H3/b16-15+/t26?,27-,28-,29-,31-,33+,34+,35-,37+/m0/s1
InChI Key DACUFYMHAPJQQB-GQTQCUQQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H46O11
Molecular Weight 666.80 g/mol
Exact Mass 666.30401228 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 4.66
H-Bond Acceptor 11
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,5S,7S,8S,9R,10R,13S)-7,9,10,13-tetraacetyloxy-2-hydroxy-8,12,15,15-tetramethyl-4-methylidene-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 + 0.9953 99.53%
Caco-2 - 0.8239 82.39%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8075 80.75%
OATP2B1 inhibitior - 0.5745 57.45%
OATP1B1 inhibitior + 0.8597 85.97%
OATP1B3 inhibitior - 0.2725 27.25%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9421 94.21%
P-glycoprotein inhibitior + 0.8674 86.74%
P-glycoprotein substrate + 0.5550 55.50%
CYP3A4 substrate + 0.6909 69.09%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8805 88.05%
CYP3A4 inhibition - 0.6043 60.43%
CYP2C9 inhibition - 0.7428 74.28%
CYP2C19 inhibition - 0.7839 78.39%
CYP2D6 inhibition - 0.8986 89.86%
CYP1A2 inhibition - 0.7232 72.32%
CYP2C8 inhibition + 0.8673 86.73%
CYP inhibitory promiscuity - 0.8730 87.30%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9261 92.61%
Carcinogenicity (trinary) Non-required 0.5871 58.71%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9055 90.55%
Skin irritation - 0.6249 62.49%
Skin corrosion - 0.9475 94.75%
Ames mutagenesis - 0.6328 63.28%
Human Ether-a-go-go-Related Gene inhibition - 0.4012 40.12%
Micronuclear - 0.6000 60.00%
Hepatotoxicity - 0.5457 54.57%
skin sensitisation + 0.4892 48.92%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.8080 80.80%
Acute Oral Toxicity (c) III 0.6206 62.06%
Estrogen receptor binding + 0.7613 76.13%
Androgen receptor binding + 0.7106 71.06%
Thyroid receptor binding + 0.6193 61.93%
Glucocorticoid receptor binding + 0.7803 78.03%
Aromatase binding + 0.6360 63.60%
PPAR gamma + 0.7718 77.18%
Honey bee toxicity - 0.6309 63.09%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5755 57.55%
Fish aquatic toxicity + 0.9974 99.74%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.53% 91.11%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 97.52% 94.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.45% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.75% 96.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 95.98% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.41% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 94.15% 90.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.84% 96.00%
CHEMBL2581 P07339 Cathepsin D 91.80% 98.95%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 89.99% 94.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.75% 89.00%
CHEMBL5028 O14672 ADAM10 86.95% 97.50%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 85.04% 89.44%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.79% 93.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 80.38% 93.99%

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 5321738
NPASS NPC298550