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1,7,9-Trideoxypaclitaxel

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

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Internal ID 4f4b8663-f665-49b1-bbff-57d3903b1ad9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name [(1R,2R,3R,4S,7R,10S,12S,15S)-4,12-diacetyloxy-15-[(2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoyl]oxy-10,14,17,17-tetramethyl-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
SMILES (Canonical) CC1=C2C(CC3(CCC4C(C3C(C(C2(C)C)CC1OC(=O)C(C(C5=CC=CC=C5)NC(=O)C6=CC=CC=C6)O)OC(=O)C7=CC=CC=C7)(CO4)OC(=O)C)C)OC(=O)C
SMILES (Isomeric) CC1=C2[C@H](C[C@@]3(CC[C@@H]4[C@]([C@H]3[C@@H]([C@@H](C2(C)C)C[C@@H]1OC(=O)[C@@H]([C@H](C5=CC=CC=C5)NC(=O)C6=CC=CC=C6)O)OC(=O)C7=CC=CC=C7)(CO4)OC(=O)C)C)OC(=O)C
InChI InChI=1S/C47H53NO11/c1-27-34(57-44(54)39(51)38(30-16-10-7-11-17-30)48-42(52)31-18-12-8-13-19-31)24-33-40(58-43(53)32-20-14-9-15-21-32)41-46(6,23-22-36-47(41,26-55-36)59-29(3)50)25-35(56-28(2)49)37(27)45(33,4)5/h7-21,33-36,38-41,51H,22-26H2,1-6H3,(H,48,52)/t33-,34-,35-,36+,38-,39+,40+,41-,46-,47-/m0/s1
InChI Key MNAUVCDKUSULBP-AFLLTNCZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C47H53NO11
Molecular Weight 807.90 g/mol
Exact Mass 807.36186151 g/mol
Topological Polar Surface Area (TPSA) 164.00 Ų
XlogP 6.00
Atomic LogP (AlogP) 6.47
H-Bond Acceptor 11
H-Bond Donor 2
Rotatable Bonds 10

Synonyms

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(2aR,4aS,6S,9S,11R,12R,12aR,12bS)-6,12b-Bis(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4a,8,13,13-tetramethyl-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl (alphaR,betaS)-beta-(benzoylamino)-alpha-hydroxybenzenepropanoate
444307-70-4

2D Structure

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2D Structure of 1,7,9-Trideoxypaclitaxel

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9306 93.06%
Caco-2 - 0.8850 88.50%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.6395 63.95%
OATP2B1 inhibitior + 0.5131 51.31%
OATP1B1 inhibitior + 0.7081 70.81%
OATP1B3 inhibitior + 0.9226 92.26%
MATE1 inhibitior - 0.8500 85.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9871 98.71%
P-glycoprotein inhibitior + 0.8189 81.89%
P-glycoprotein substrate + 0.8348 83.48%
CYP3A4 substrate + 0.7507 75.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8562 85.62%
CYP3A4 inhibition - 0.7414 74.14%
CYP2C9 inhibition - 0.8597 85.97%
CYP2C19 inhibition - 0.8443 84.43%
CYP2D6 inhibition - 0.9261 92.61%
CYP1A2 inhibition - 0.8388 83.88%
CYP2C8 inhibition + 0.9059 90.59%
CYP inhibitory promiscuity - 0.9045 90.45%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.4978 49.78%
Eye corrosion - 0.9870 98.70%
Eye irritation - 0.9161 91.61%
Skin irritation - 0.7497 74.97%
Skin corrosion - 0.9338 93.38%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6791 67.91%
Micronuclear + 0.6800 68.00%
Hepatotoxicity - 0.5161 51.61%
skin sensitisation - 0.8385 83.85%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.5876 58.76%
Acute Oral Toxicity (c) III 0.6127 61.27%
Estrogen receptor binding + 0.8295 82.95%
Androgen receptor binding + 0.7633 76.33%
Thyroid receptor binding + 0.6563 65.63%
Glucocorticoid receptor binding + 0.7818 78.18%
Aromatase binding + 0.6243 62.43%
PPAR gamma + 0.8040 80.40%
Honey bee toxicity - 0.6136 61.36%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9953 99.53%

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
CHEMBL221 P23219 Cyclooxygenase-1 98.68% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.83% 96.09%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 95.11% 81.11%
CHEMBL2581 P07339 Cathepsin D 93.19% 98.95%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 92.79% 94.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.53% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.04% 85.14%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 91.02% 94.08%
CHEMBL5028 O14672 ADAM10 90.25% 97.50%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.51% 91.11%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 88.87% 94.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.85% 86.33%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 88.64% 87.67%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 88.47% 89.44%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.88% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.21% 89.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 86.85% 83.00%
CHEMBL340 P08684 Cytochrome P450 3A4 85.85% 91.19%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.82% 98.75%
CHEMBL3524 P56524 Histone deacetylase 4 85.61% 92.97%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.45% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.19% 94.45%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 84.06% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.71% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.65% 95.50%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.45% 89.67%
CHEMBL4267 P37173 TGF-beta receptor type II 80.09% 88.18%

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 mairei

Cross-Links

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PubChem 101212857
LOTUS LTS0118357
wikiData Q105168240