PlantaeDB Logo
Login Sign-up

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

Top
Internal ID fd079d40-6b01-4960-9090-58e4fcf9a253
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name [(1S,2R,3R,5R,8S,9S,10S,11R,13S,16R)-2,11,16-triacetyloxy-5,9-dihydroxy-3-(2-hydroxypropan-2-yl)-6,10-dimethyl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadec-6-en-8-yl] benzoate
SMILES (Canonical) CC1=C2C(C(C3(C(CC4C(C3C(C2(CC1O)C(C)(C)O)OC(=O)C)(CO4)OC(=O)C)OC(=O)C)C)O)OC(=O)C5=CC=CC=C5
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)C)(CO4)OC(=O)C)OC(=O)C)C)O)OC(=O)C5=CC=CC=C5
InChI InChI=1S/C33H42O12/c1-16-21(37)14-32(30(5,6)40)24(16)25(44-29(39)20-11-9-8-10-12-20)27(38)31(7)22(42-17(2)34)13-23-33(15-41-23,45-19(4)36)26(31)28(32)43-18(3)35/h8-12,21-23,25-28,37-38,40H,13-15H2,1-7H3/t21-,22-,23+,25+,26-,27-,28-,31+,32-,33-/m1/s1
InChI Key XBZIGSVALWFOMW-BDNJVKJISA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C33H42O12
Molecular Weight 630.70 g/mol
Exact Mass 630.26762677 g/mol
Topological Polar Surface Area (TPSA) 175.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 2.02
H-Bond Acceptor 12
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

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

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9850 98.50%
Caco-2 - 0.7860 78.60%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7621 76.21%
OATP2B1 inhibitior - 0.8567 85.67%
OATP1B1 inhibitior + 0.8574 85.74%
OATP1B3 inhibitior + 0.9332 93.32%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9212 92.12%
P-glycoprotein inhibitior + 0.7923 79.23%
P-glycoprotein substrate + 0.6465 64.65%
CYP3A4 substrate + 0.7029 70.29%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8669 86.69%
CYP3A4 inhibition - 0.7671 76.71%
CYP2C9 inhibition - 0.6554 65.54%
CYP2C19 inhibition - 0.7443 74.43%
CYP2D6 inhibition - 0.8917 89.17%
CYP1A2 inhibition - 0.6538 65.38%
CYP2C8 inhibition + 0.8617 86.17%
CYP inhibitory promiscuity - 0.8425 84.25%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4811 48.11%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.8978 89.78%
Skin irritation - 0.6418 64.18%
Skin corrosion - 0.9326 93.26%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7344 73.44%
Micronuclear - 0.5400 54.00%
Hepatotoxicity + 0.5530 55.30%
skin sensitisation - 0.7948 79.48%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.6197 61.97%
Acute Oral Toxicity (c) III 0.4688 46.88%
Estrogen receptor binding + 0.7728 77.28%
Androgen receptor binding + 0.7199 71.99%
Thyroid receptor binding + 0.5814 58.14%
Glucocorticoid receptor binding + 0.6969 69.69%
Aromatase binding + 0.6630 66.30%
PPAR gamma + 0.7260 72.60%
Honey bee toxicity - 0.6836 68.36%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9938 99.38%

Targets

Top

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
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.85% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.41% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.99% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 95.20% 90.17%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 93.72% 94.62%
CHEMBL1951 P21397 Monoamine oxidase A 92.94% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.49% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.39% 95.56%
CHEMBL5028 O14672 ADAM10 90.47% 97.50%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 90.11% 81.11%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.45% 97.14%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.75% 95.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 87.17% 94.08%
CHEMBL2535 P11166 Glucose transporter 87.15% 98.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.89% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.89% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.98% 89.00%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 84.42% 89.44%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 84.28% 83.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.60% 82.69%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 81.62% 87.67%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.88% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 80.17% 91.19%

Plants that contains it

Top
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 wallichiana

Cross-Links

Top
PubChem 163185951
LOTUS LTS0104141
wikiData Q105324838