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[(1R,2S,3S,5S,8R,9R,10S,11S,13R,16S)-16-acetyloxy-5,8,9,11-tetrahydroxy-3-(2-hydroxypropan-2-yl)-6,10-dimethyl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadec-6-en-2-yl] benzoate

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 39b4c9bc-3d8b-4cee-b2d0-8b3df898af33
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name [(1R,2S,3S,5S,8R,9R,10S,11S,13R,16S)-16-acetyloxy-5,8,9,11-tetrahydroxy-3-(2-hydroxypropan-2-yl)-6,10-dimethyl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadec-6-en-2-yl] benzoate
SMILES (Canonical) CC1=C2C(C(C3(C(CC4C(C3C(C2(CC1O)C(C)(C)O)OC(=O)C5=CC=CC=C5)(CO4)OC(=O)C)O)C)O)O
SMILES (Isomeric) CC1=C2[C@H]([C@@H]([C@@]3([C@H](C[C@@H]4[C@]([C@H]3[C@@H]([C@@]2(C[C@@H]1O)C(C)(C)O)OC(=O)C5=CC=CC=C5)(CO4)OC(=O)C)O)C)O)O
InChI InChI=1S/C29H38O10/c1-14-17(31)12-28(26(3,4)36)20(14)21(33)23(34)27(5)18(32)11-19-29(13-37-19,39-15(2)30)22(27)24(28)38-25(35)16-9-7-6-8-10-16/h6-10,17-19,21-24,31-34,36H,11-13H2,1-5H3/t17-,18-,19+,21+,22-,23-,24-,27+,28-,29-/m0/s1
InChI Key ULZWCGMUIFQZOD-KIDMXVSKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H38O10
Molecular Weight 546.60 g/mol
Exact Mass 546.24649740 g/mol
Topological Polar Surface Area (TPSA) 163.00 Ų
XlogP -0.40
Atomic LogP (AlogP) 0.87
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 4

Synonyms

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AKOS040761229

2D Structure

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2D Structure of [(1R,2S,3S,5S,8R,9R,10S,11S,13R,16S)-16-acetyloxy-5,8,9,11-tetrahydroxy-3-(2-hydroxypropan-2-yl)-6,10-dimethyl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadec-6-en-2-yl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9494 94.94%
Caco-2 - 0.7453 74.53%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7294 72.94%
OATP2B1 inhibitior - 0.8577 85.77%
OATP1B1 inhibitior + 0.8552 85.52%
OATP1B3 inhibitior + 0.9367 93.67%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.4875 48.75%
P-glycoprotein inhibitior + 0.6405 64.05%
P-glycoprotein substrate + 0.6854 68.54%
CYP3A4 substrate + 0.6860 68.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8681 86.81%
CYP3A4 inhibition - 0.8192 81.92%
CYP2C9 inhibition - 0.6897 68.97%
CYP2C19 inhibition - 0.7731 77.31%
CYP2D6 inhibition - 0.8880 88.80%
CYP1A2 inhibition - 0.7111 71.11%
CYP2C8 inhibition + 0.8237 82.37%
CYP inhibitory promiscuity - 0.8852 88.52%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5315 53.15%
Eye corrosion - 0.9872 98.72%
Eye irritation - 0.9092 90.92%
Skin irritation - 0.6607 66.07%
Skin corrosion - 0.9276 92.76%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8587 85.87%
Micronuclear - 0.5300 53.00%
Hepatotoxicity + 0.6176 61.76%
skin sensitisation - 0.8085 80.85%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.6634 66.34%
Acute Oral Toxicity (c) III 0.5178 51.78%
Estrogen receptor binding + 0.7683 76.83%
Androgen receptor binding + 0.6964 69.64%
Thyroid receptor binding + 0.5169 51.69%
Glucocorticoid receptor binding + 0.5806 58.06%
Aromatase binding + 0.6899 68.99%
PPAR gamma + 0.5949 59.49%
Honey bee toxicity - 0.7102 71.02%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9931 99.31%

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
CHEMBL2581 P07339 Cathepsin D 97.33% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.64% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 95.33% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.79% 96.09%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 92.47% 81.11%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 92.45% 94.62%
CHEMBL221 P23219 Cyclooxygenase-1 91.21% 90.17%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 91.10% 87.67%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.71% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.06% 91.11%
CHEMBL5028 O14672 ADAM10 89.97% 97.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.73% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.37% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.25% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.32% 95.50%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 85.52% 83.00%
CHEMBL3401 O75469 Pregnane X receptor 83.74% 94.73%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.31% 94.08%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.93% 96.95%
CHEMBL340 P08684 Cytochrome P450 3A4 82.45% 91.19%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 81.38% 89.44%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.06% 89.00%

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.
Equisetum hyemale

Cross-Links

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PubChem 101670843
NPASS NPC171667