[(2R,3R,5S,7S,8S,9R,10R,13S)-2,7,9,10,13-pentaacetyloxy-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 fb387e38-d150-4877-b6e7-6ef2127b805a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name [(2R,3R,5S,7S,8S,9R,10R,13S)-2,7,9,10,13-pentaacetyloxy-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)OC(=O)C)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)OC(=O)C)OC(=O)/C=C/C4=CC=CC=C4)OC(=O)C)C)OC(=O)C)OC(=O)C
InChI InChI=1S/C39H48O12/c1-20-29(46-22(3)40)18-28-35(48-24(5)42)34-21(2)30(51-32(45)17-16-27-14-12-11-13-15-27)19-31(47-23(4)41)39(34,10)37(50-26(7)44)36(49-25(6)43)33(20)38(28,8)9/h11-17,28-31,34-37H,2,18-19H2,1,3-10H3/b17-16+/t28?,29-,30-,31-,34-,35+,36+,37-,39+/m0/s1
InChI Key LNTSYHPESCVWKP-LROHLAKZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H48O12
Molecular Weight 708.80 g/mol
Exact Mass 708.31457696 g/mol
Topological Polar Surface Area (TPSA) 158.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 5.23
H-Bond Acceptor 12
H-Bond Donor 0
Rotatable Bonds 8

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)-2,7,9,10,13-pentaacetyloxy-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 + 0.9962 99.62%
Caco-2 - 0.8155 81.55%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7593 75.93%
OATP2B1 inhibitior - 0.5715 57.15%
OATP1B1 inhibitior + 0.8448 84.48%
OATP1B3 inhibitior + 0.8185 81.85%
MATE1 inhibitior - 0.6600 66.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9729 97.29%
P-glycoprotein inhibitior + 0.9000 90.00%
P-glycoprotein substrate + 0.5128 51.28%
CYP3A4 substrate + 0.6790 67.90%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8852 88.52%
CYP3A4 inhibition + 0.6297 62.97%
CYP2C9 inhibition - 0.7742 77.42%
CYP2C19 inhibition - 0.6644 66.44%
CYP2D6 inhibition - 0.8917 89.17%
CYP1A2 inhibition - 0.6494 64.94%
CYP2C8 inhibition + 0.8661 86.61%
CYP inhibitory promiscuity - 0.6904 69.04%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8861 88.61%
Carcinogenicity (trinary) Non-required 0.5447 54.47%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.9030 90.30%
Skin irritation - 0.6618 66.18%
Skin corrosion - 0.9614 96.14%
Ames mutagenesis - 0.6428 64.28%
Human Ether-a-go-go-Related Gene inhibition + 0.7268 72.68%
Micronuclear - 0.6100 61.00%
Hepatotoxicity - 0.5082 50.82%
skin sensitisation + 0.5473 54.73%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.7834 78.34%
Acute Oral Toxicity (c) III 0.6347 63.47%
Estrogen receptor binding + 0.7672 76.72%
Androgen receptor binding + 0.7206 72.06%
Thyroid receptor binding + 0.6434 64.34%
Glucocorticoid receptor binding + 0.7834 78.34%
Aromatase binding + 0.6483 64.83%
PPAR gamma + 0.7829 78.29%
Honey bee toxicity - 0.6354 63.54%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5455 54.55%
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
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.53% 86.33%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 96.89% 94.62%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 96.80% 95.50%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.71% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.46% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.77% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 92.05% 90.17%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 90.56% 94.08%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.27% 96.00%
CHEMBL2581 P07339 Cathepsin D 88.08% 98.95%
CHEMBL5028 O14672 ADAM10 86.85% 97.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.63% 93.00%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 85.56% 89.44%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.05% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.41% 91.19%

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 brevifolia
Taxus canadensis
Taxus cuspidata
Taxus mairei
Taxus wallichiana var. chinensis

Cross-Links

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PubChem 5321707
NPASS NPC107353
LOTUS LTS0255896
wikiData Q105154500