[(1R,2S,3E,5S,7S,8S,10R,13S)-2,7,13-triacetyloxy-10-hydroxy-8,12,15,15-tetramethyl-9-oxo-5-tricyclo[9.3.1.14,8]hexadeca-3,11-dienyl] (3R)-3-(dimethylamino)-3-phenylpropanoate

Details

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Internal ID a9b85b98-8549-4a11-b65c-0a453c817545
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name [(1R,2S,3E,5S,7S,8S,10R,13S)-2,7,13-triacetyloxy-10-hydroxy-8,12,15,15-tetramethyl-9-oxo-5-tricyclo[9.3.1.14,8]hexadeca-3,11-dienyl] (3R)-3-(dimethylamino)-3-phenylpropanoate
SMILES (Canonical) CC1=C2C(C(=O)C3(CC(=CC(C(C2(C)C)CC1OC(=O)C)OC(=O)C)C(CC3OC(=O)C)OC(=O)CC(C4=CC=CC=C4)N(C)C)C)O
SMILES (Isomeric) CC1=C2[C@H](C(=O)[C@]3(C/C(=C\[C@@H]([C@@H](C2(C)C)C[C@@H]1OC(=O)C)OC(=O)C)/[C@H](C[C@@H]3OC(=O)C)OC(=O)C[C@H](C4=CC=CC=C4)N(C)C)C)O
InChI InChI=1S/C37H49NO10/c1-20-28(45-21(2)39)16-26-30(46-22(3)40)15-25-19-37(7,35(44)34(43)33(20)36(26,5)6)31(47-23(4)41)18-29(25)48-32(42)17-27(38(8)9)24-13-11-10-12-14-24/h10-15,26-31,34,43H,16-19H2,1-9H3/b25-15+/t26-,27+,28-,29-,30-,31-,34+,37-/m0/s1
InChI Key OPAGPKVLDRPUHT-GGCQEPFQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H49NO10
Molecular Weight 667.80 g/mol
Exact Mass 667.33564676 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 4.42
H-Bond Acceptor 11
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,3E,5S,7S,8S,10R,13S)-2,7,13-triacetyloxy-10-hydroxy-8,12,15,15-tetramethyl-9-oxo-5-tricyclo[9.3.1.14,8]hexadeca-3,11-dienyl] (3R)-3-(dimethylamino)-3-phenylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9796 97.96%
Caco-2 - 0.8029 80.29%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6534 65.34%
OATP2B1 inhibitior + 0.5728 57.28%
OATP1B1 inhibitior + 0.7972 79.72%
OATP1B3 inhibitior + 0.8767 87.67%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9951 99.51%
P-glycoprotein inhibitior + 0.8827 88.27%
P-glycoprotein substrate + 0.6419 64.19%
CYP3A4 substrate + 0.7128 71.28%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7164 71.64%
CYP3A4 inhibition + 0.5224 52.24%
CYP2C9 inhibition - 0.8536 85.36%
CYP2C19 inhibition - 0.8362 83.62%
CYP2D6 inhibition - 0.8595 85.95%
CYP1A2 inhibition - 0.7711 77.11%
CYP2C8 inhibition + 0.5889 58.89%
CYP inhibitory promiscuity - 0.8581 85.81%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8200 82.00%
Carcinogenicity (trinary) Non-required 0.4951 49.51%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9260 92.60%
Skin irritation - 0.7286 72.86%
Skin corrosion - 0.9374 93.74%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5089 50.89%
Micronuclear - 0.5400 54.00%
Hepatotoxicity + 0.5951 59.51%
skin sensitisation - 0.8373 83.73%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.7521 75.21%
Acute Oral Toxicity (c) III 0.6192 61.92%
Estrogen receptor binding + 0.7858 78.58%
Androgen receptor binding + 0.6553 65.53%
Thyroid receptor binding + 0.5846 58.46%
Glucocorticoid receptor binding + 0.8419 84.19%
Aromatase binding + 0.6428 64.28%
PPAR gamma + 0.8021 80.21%
Honey bee toxicity - 0.5577 55.77%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9940 99.40%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.23% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 96.86% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.20% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.43% 98.95%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 95.28% 94.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.63% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.51% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 89.47% 91.19%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.26% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.19% 89.00%
CHEMBL5028 O14672 ADAM10 85.51% 97.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.53% 93.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 84.02% 94.08%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.92% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.34% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.28% 99.23%

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 163194045
LOTUS LTS0097333
wikiData Q105195905