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

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 cf12ebda-f5a5-422e-be17-112ff846b954
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-8,9,11-trihydroxy-3-(2-hydroxypropan-2-yl)-6,10-dimethyl-2-phenylmethoxy-14-oxatetracyclo[8.6.0.03,7.013,16]hexadec-6-en-5-yl] acetate
SMILES (Canonical) CC1=C2C(C(C3(C(CC4C(C3C(C2(CC1OC(=O)C)C(C)(C)O)OCC5=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]1OC(=O)C)C(C)(C)O)OCC5=CC=CC=C5)(CO4)OC(=O)C)O)C)O)O
InChI InChI=1S/C31H42O10/c1-16-20(40-17(2)32)13-30(28(4,5)37)23(16)24(35)26(36)29(6)21(34)12-22-31(15-39-22,41-18(3)33)25(29)27(30)38-14-19-10-8-7-9-11-19/h7-11,20-22,24-27,34-37H,12-15H2,1-6H3/t20-,21-,22+,24+,25-,26-,27-,29+,30-,31-/m0/s1
InChI Key JAIXJBRZCLXJJI-RIXUOAFDSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H42O10
Molecular Weight 574.70 g/mol
Exact Mass 574.27779753 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP 0.00
Atomic LogP (AlogP) 1.80
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 6

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)-16-acetyloxy-8,9,11-trihydroxy-3-(2-hydroxypropan-2-yl)-6,10-dimethyl-2-phenylmethoxy-14-oxatetracyclo[8.6.0.03,7.013,16]hexadec-6-en-5-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9207 92.07%
Caco-2 - 0.7653 76.53%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7667 76.67%
OATP2B1 inhibitior - 0.8603 86.03%
OATP1B1 inhibitior + 0.8403 84.03%
OATP1B3 inhibitior + 0.9209 92.09%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9228 92.28%
P-glycoprotein inhibitior + 0.7221 72.21%
P-glycoprotein substrate + 0.6854 68.54%
CYP3A4 substrate + 0.6934 69.34%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8402 84.02%
CYP3A4 inhibition - 0.9019 90.19%
CYP2C9 inhibition - 0.7087 70.87%
CYP2C19 inhibition - 0.7415 74.15%
CYP2D6 inhibition - 0.9040 90.40%
CYP1A2 inhibition - 0.7530 75.30%
CYP2C8 inhibition + 0.8522 85.22%
CYP inhibitory promiscuity - 0.9011 90.11%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5884 58.84%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9065 90.65%
Skin irritation - 0.6803 68.03%
Skin corrosion - 0.9378 93.78%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8489 84.89%
Micronuclear - 0.6100 61.00%
Hepatotoxicity + 0.6250 62.50%
skin sensitisation - 0.8202 82.02%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.4901 49.01%
Acute Oral Toxicity (c) III 0.4686 46.86%
Estrogen receptor binding + 0.7549 75.49%
Androgen receptor binding + 0.7408 74.08%
Thyroid receptor binding + 0.5609 56.09%
Glucocorticoid receptor binding + 0.6445 64.45%
Aromatase binding + 0.6857 68.57%
PPAR gamma + 0.6204 62.04%
Honey bee toxicity - 0.6366 63.66%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6700 67.00%
Fish aquatic toxicity + 0.9952 99.52%

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 99.29% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.44% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.98% 91.11%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 96.38% 94.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.84% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 92.40% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.21% 94.45%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.50% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.95% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.81% 97.14%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.82% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.48% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.38% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 86.31% 94.73%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 85.15% 89.44%
CHEMBL5028 O14672 ADAM10 85.01% 97.50%
CHEMBL1914 P06276 Butyrylcholinesterase 82.86% 95.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.51% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.93% 97.25%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 80.57% 94.08%

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 baccata

Cross-Links

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PubChem 163188923
LOTUS LTS0026610
wikiData Q105123779