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13-O-Cinnamoylbaccatin III

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 24d7d8f6-2f18-4135-bffa-8e7f81546a60
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-15-[(E)-3-phenylprop-2-enoyl]oxy-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
SMILES (Canonical) CC1=C2C(C(=O)C3(C(CC4C(C3C(C(C2(C)C)(CC1OC(=O)C=CC5=CC=CC=C5)O)OC(=O)C6=CC=CC=C6)(CO4)OC(=O)C)O)C)OC(=O)C
SMILES (Isomeric) CC1=C2[C@H](C(=O)[C@@]3([C@H](C[C@@H]4[C@]([C@H]3[C@@H]([C@@](C2(C)C)(C[C@@H]1OC(=O)/C=C/C5=CC=CC=C5)O)OC(=O)C6=CC=CC=C6)(CO4)OC(=O)C)O)C)OC(=O)C
InChI InChI=1S/C40H44O12/c1-22-27(50-30(44)18-17-25-13-9-7-10-14-25)20-40(47)35(51-36(46)26-15-11-8-12-16-26)33-38(6,28(43)19-29-39(33,21-48-29)52-24(3)42)34(45)32(49-23(2)41)31(22)37(40,4)5/h7-18,27-29,32-33,35,43,47H,19-21H2,1-6H3/b18-17+/t27-,28-,29+,32+,33-,35-,38+,39-,40+/m0/s1
InChI Key PPZXDJGRIUOJEB-ODILUHENSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H44O12
Molecular Weight 716.80 g/mol
Exact Mass 716.28327683 g/mol
Topological Polar Surface Area (TPSA) 172.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 3.92
H-Bond Acceptor 12
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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13-O-Cinnamoylbaccatin III
220932-65-0
[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-Diacetyloxy-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-15-[(E)-3-phenylprop-2-enoyl]oxy-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
HY-N8070
AKOS040760936
CS-0139820

2D Structure

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2D Structure of 13-O-Cinnamoylbaccatin III

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9850 98.50%
Caco-2 - 0.8474 84.74%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.8011 80.11%
OATP2B1 inhibitior - 0.5961 59.61%
OATP1B1 inhibitior - 0.3476 34.76%
OATP1B3 inhibitior + 0.9183 91.83%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9887 98.87%
P-glycoprotein inhibitior + 0.8709 87.09%
P-glycoprotein substrate + 0.8488 84.88%
CYP3A4 substrate + 0.7419 74.19%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8906 89.06%
CYP3A4 inhibition - 0.8028 80.28%
CYP2C9 inhibition - 0.7666 76.66%
CYP2C19 inhibition - 0.8106 81.06%
CYP2D6 inhibition - 0.8761 87.61%
CYP1A2 inhibition - 0.6835 68.35%
CYP2C8 inhibition + 0.9403 94.03%
CYP inhibitory promiscuity - 0.8821 88.21%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.4235 42.35%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9114 91.14%
Skin irritation - 0.6982 69.82%
Skin corrosion - 0.9444 94.44%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7746 77.46%
Micronuclear + 0.5300 53.00%
Hepatotoxicity + 0.5088 50.88%
skin sensitisation - 0.7103 71.03%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.5202 52.02%
Acute Oral Toxicity (c) III 0.5885 58.85%
Estrogen receptor binding + 0.8184 81.84%
Androgen receptor binding + 0.8037 80.37%
Thyroid receptor binding + 0.7006 70.06%
Glucocorticoid receptor binding + 0.7950 79.50%
Aromatase binding + 0.6440 64.40%
PPAR gamma + 0.7845 78.45%
Honey bee toxicity - 0.6664 66.64%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9955 99.55%

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 99.50% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.67% 86.33%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 97.80% 87.67%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.40% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.95% 95.56%
CHEMBL2581 P07339 Cathepsin D 95.64% 98.95%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 95.04% 81.11%
CHEMBL1951 P21397 Monoamine oxidase A 94.22% 91.49%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 93.71% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.58% 97.09%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 93.51% 89.44%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.33% 96.00%
CHEMBL4302 P08183 P-glycoprotein 1 92.50% 92.98%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.79% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.26% 89.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 89.97% 83.00%
CHEMBL5028 O14672 ADAM10 89.39% 97.50%
CHEMBL3192 Q9BY41 Histone deacetylase 8 89.31% 93.99%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 89.30% 94.62%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 87.47% 89.34%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.20% 99.23%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 86.62% 94.08%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.74% 96.95%
CHEMBL4208 P20618 Proteasome component C5 85.35% 90.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.16% 93.00%
CHEMBL340 P08684 Cytochrome P450 3A4 83.52% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.46% 85.14%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.11% 96.47%

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 5321740
NPASS NPC204918
LOTUS LTS0218617
wikiData Q105213116