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[(1R,2S,3S,5S,8R,9R,10S,11S,13R,16S)-2,9,11,16-tetraacetyloxy-5-hydroxy-3-(2-hydroxypropan-2-yl)-6,10-dimethyl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadec-6-en-8-yl] (E)-2-methylbut-2-enoate

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 4999630e-94d4-493f-a284-a7c864229fd0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name [(1R,2S,3S,5S,8R,9R,10S,11S,13R,16S)-2,9,11,16-tetraacetyloxy-5-hydroxy-3-(2-hydroxypropan-2-yl)-6,10-dimethyl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadec-6-en-8-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C(C2(C(CC3C(C2C(C4(C1=C(C(C4)O)C)C(C)(C)O)OC(=O)C)(CO3)OC(=O)C)OC(=O)C)C)OC(=O)C
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@H]1[C@@H]([C@@]2([C@H](C[C@@H]3[C@]([C@H]2[C@@H]([C@]4(C1=C([C@H](C4)O)C)C(C)(C)O)OC(=O)C)(CO3)OC(=O)C)OC(=O)C)C)OC(=O)C
InChI InChI=1S/C33H46O13/c1-11-15(2)29(39)45-25-24-16(3)21(38)13-32(24,30(8,9)40)28(44-19(6)36)26-31(10,27(25)43-18(5)35)22(42-17(4)34)12-23-33(26,14-41-23)46-20(7)37/h11,21-23,25-28,38,40H,12-14H2,1-10H3/b15-11+/t21-,22-,23+,25+,26-,27-,28-,31+,32-,33-/m0/s1
InChI Key WZIKPCCWYGZOKS-ZSNGPAJNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H46O13
Molecular Weight 650.70 g/mol
Exact Mass 650.29384152 g/mol
Topological Polar Surface Area (TPSA) 181.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 2.24
H-Bond Acceptor 13
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,3S,5S,8R,9R,10S,11S,13R,16S)-2,9,11,16-tetraacetyloxy-5-hydroxy-3-(2-hydroxypropan-2-yl)-6,10-dimethyl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadec-6-en-8-yl] (E)-2-methylbut-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 + 0.9860 98.60%
Caco-2 - 0.7626 76.26%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7809 78.09%
OATP2B1 inhibitior - 0.8568 85.68%
OATP1B1 inhibitior + 0.8654 86.54%
OATP1B3 inhibitior + 0.9482 94.82%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9674 96.74%
P-glycoprotein inhibitior + 0.8235 82.35%
P-glycoprotein substrate + 0.6142 61.42%
CYP3A4 substrate + 0.7001 70.01%
CYP2C9 substrate - 0.8032 80.32%
CYP2D6 substrate - 0.9055 90.55%
CYP3A4 inhibition - 0.8724 87.24%
CYP2C9 inhibition - 0.7479 74.79%
CYP2C19 inhibition - 0.8597 85.97%
CYP2D6 inhibition - 0.9307 93.07%
CYP1A2 inhibition - 0.7817 78.17%
CYP2C8 inhibition + 0.7082 70.82%
CYP inhibitory promiscuity - 0.9504 95.04%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5037 50.37%
Eye corrosion - 0.9822 98.22%
Eye irritation - 0.8785 87.85%
Skin irritation - 0.6331 63.31%
Skin corrosion - 0.9222 92.22%
Ames mutagenesis - 0.5678 56.78%
Human Ether-a-go-go-Related Gene inhibition - 0.4801 48.01%
Micronuclear - 0.5800 58.00%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.7758 77.58%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.7676 76.76%
Acute Oral Toxicity (c) III 0.4708 47.08%
Estrogen receptor binding + 0.7823 78.23%
Androgen receptor binding + 0.7145 71.45%
Thyroid receptor binding + 0.5387 53.87%
Glucocorticoid receptor binding + 0.7532 75.32%
Aromatase binding + 0.6965 69.65%
PPAR gamma + 0.7339 73.39%
Honey bee toxicity - 0.5787 57.87%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5737 57.37%
Fish aquatic toxicity + 0.9683 96.83%

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 97.07% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.13% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.91% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.02% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.99% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.30% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.43% 95.56%
CHEMBL2581 P07339 Cathepsin D 87.72% 98.95%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 86.99% 81.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.48% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.19% 97.14%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.41% 92.94%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.40% 91.07%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.85% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 84.81% 91.19%
CHEMBL284 P27487 Dipeptidyl peptidase IV 83.52% 95.69%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.24% 93.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.00% 98.75%
CHEMBL5028 O14672 ADAM10 81.99% 97.50%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 81.55% 89.34%
CHEMBL3401 O75469 Pregnane X receptor 81.03% 94.73%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.75% 94.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.39% 94.00%

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 44351819
LOTUS LTS0254874
wikiData Q105323192