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[(1R,2S,3S,5S,8R,9R,10S,11S,13R,16S)-5,11,16-triacetyloxy-2-benzoyloxy-8-hydroxy-3-(2-hydroxypropan-2-yl)-6,10-dimethyl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadec-6-en-9-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 97a840e6-62d9-4d13-826d-998d0b81a4ec
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name [(1R,2S,3S,5S,8R,9R,10S,11S,13R,16S)-5,11,16-triacetyloxy-2-benzoyloxy-8-hydroxy-3-(2-hydroxypropan-2-yl)-6,10-dimethyl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadec-6-en-9-yl] benzoate
SMILES (Canonical) CC1=C2C(C(C3(C(CC4C(C3C(C2(CC1OC(=O)C)C(C)(C)O)OC(=O)C5=CC=CC=C5)(CO4)OC(=O)C)OC(=O)C)C)OC(=O)C6=CC=CC=C6)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]1OC(=O)C)C(C)(C)O)OC(=O)C5=CC=CC=C5)(CO4)OC(=O)C)OC(=O)C)C)OC(=O)C6=CC=CC=C6)O
InChI InChI=1S/C40H46O13/c1-21-27(49-22(2)41)19-39(37(5,6)47)30(21)31(44)33(51-35(45)25-14-10-8-11-15-25)38(7)28(50-23(3)42)18-29-40(20-48-29,53-24(4)43)32(38)34(39)52-36(46)26-16-12-9-13-17-26/h8-17,27-29,31-34,44,47H,18-20H2,1-7H3/t27-,28-,29+,31+,32-,33-,34-,38+,39-,40-/m0/s1
InChI Key AFACRWFCMRQXCN-QDMBINODSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C40H46O13
Molecular Weight 734.80 g/mol
Exact Mass 734.29384152 g/mol
Topological Polar Surface Area (TPSA) 181.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 3.88
H-Bond Acceptor 13
H-Bond Donor 2
Rotatable Bonds 8

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)-5,11,16-triacetyloxy-2-benzoyloxy-8-hydroxy-3-(2-hydroxypropan-2-yl)-6,10-dimethyl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadec-6-en-9-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 + 0.9784 97.84%
Caco-2 - 0.7996 79.96%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8003 80.03%
OATP2B1 inhibitior - 0.7201 72.01%
OATP1B1 inhibitior + 0.8256 82.56%
OATP1B3 inhibitior + 0.9073 90.73%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9894 98.94%
P-glycoprotein inhibitior + 0.8772 87.72%
P-glycoprotein substrate + 0.6730 67.30%
CYP3A4 substrate + 0.6957 69.57%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8669 86.69%
CYP3A4 inhibition - 0.8071 80.71%
CYP2C9 inhibition - 0.6223 62.23%
CYP2C19 inhibition - 0.7239 72.39%
CYP2D6 inhibition - 0.8992 89.92%
CYP1A2 inhibition - 0.6056 60.56%
CYP2C8 inhibition + 0.8844 88.44%
CYP inhibitory promiscuity - 0.7704 77.04%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4850 48.50%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.8934 89.34%
Skin irritation - 0.6917 69.17%
Skin corrosion - 0.9365 93.65%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7409 74.09%
Micronuclear - 0.5100 51.00%
Hepatotoxicity + 0.6084 60.84%
skin sensitisation - 0.7955 79.55%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.5698 56.98%
Acute Oral Toxicity (c) III 0.4910 49.10%
Estrogen receptor binding + 0.7849 78.49%
Androgen receptor binding + 0.7444 74.44%
Thyroid receptor binding + 0.6131 61.31%
Glucocorticoid receptor binding + 0.7423 74.23%
Aromatase binding + 0.6418 64.18%
PPAR gamma + 0.7328 73.28%
Honey bee toxicity - 0.6644 66.44%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6200 62.00%
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
CHEMBL2581 P07339 Cathepsin D 97.43% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.94% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.97% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.10% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 92.34% 90.17%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 91.77% 94.62%
CHEMBL1951 P21397 Monoamine oxidase A 91.53% 91.49%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.94% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.53% 89.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.93% 95.50%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 87.69% 81.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.82% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.79% 97.09%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 86.70% 87.67%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.33% 99.23%
CHEMBL5028 O14672 ADAM10 86.12% 97.50%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 84.88% 89.44%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 84.80% 94.08%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 83.27% 83.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.51% 91.07%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.30% 100.00%

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
Taxus wallichiana
Taxus wallichiana var. chinensis

Cross-Links

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PubChem 10032887
NPASS NPC277843
LOTUS LTS0055545
wikiData Q104910833