PlantaeDB Logo
Login Sign-up

[(1R,2R,5R,6S,9R,10S,11S,15S,16S,17R)-15-acetyloxy-6-chloro-9-hydroxy-2,11,15-trimethyl-7-methylidene-3,14-dioxo-4,18-dioxatetracyclo[8.7.1.01,5.011,16]octadec-12-en-17-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

Top
Internal ID a973ac40-b293-4dd9-b3a5-290392d4d544
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1R,2R,5R,6S,9R,10S,11S,15S,16S,17R)-15-acetyloxy-6-chloro-9-hydroxy-2,11,15-trimethyl-7-methylidene-3,14-dioxo-4,18-dioxatetracyclo[8.7.1.01,5.011,16]octadec-12-en-17-yl] acetate
SMILES (Canonical) CC1C(=O)OC2C13C(C4C(C=CC(=O)C4(C)OC(=O)C)(C(O3)C(CC(=C)C2Cl)O)C)OC(=O)C
SMILES (Isomeric) C[C@H]1C(=O)O[C@@H]2[C@]13[C@@H]([C@@H]4[C@](C=CC(=O)[C@@]4(C)OC(=O)C)([C@H](O3)[C@@H](CC(=C)[C@@H]2Cl)O)C)OC(=O)C
InChI InChI=1S/C24H29ClO9/c1-10-9-14(28)18-22(5)8-7-15(29)23(6,33-13(4)27)17(22)20(31-12(3)26)24(34-18)11(2)21(30)32-19(24)16(10)25/h7-8,11,14,16-20,28H,1,9H2,2-6H3/t11-,14+,16-,17+,18+,19-,20+,22-,23+,24-/m0/s1
InChI Key YDMCLOFPGGUTNM-VLVPVTSXSA-N
Popularity 3 references in papers

Physical and Chemical Properties

Top
Molecular Formula C24H29ClO9
Molecular Weight 496.90 g/mol
Exact Mass 496.1500102 g/mol
Topological Polar Surface Area (TPSA) 125.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 1.63
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1R,2R,5R,6S,9R,10S,11S,15S,16S,17R)-15-acetyloxy-6-chloro-9-hydroxy-2,11,15-trimethyl-7-methylidene-3,14-dioxo-4,18-dioxatetracyclo[8.7.1.01,5.011,16]octadec-12-en-17-yl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9825 98.25%
Caco-2 - 0.7297 72.97%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.5582 55.82%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8118 81.18%
OATP1B3 inhibitior + 0.8307 83.07%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6831 68.31%
P-glycoprotein inhibitior + 0.6695 66.95%
P-glycoprotein substrate + 0.5304 53.04%
CYP3A4 substrate + 0.7086 70.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8901 89.01%
CYP3A4 inhibition + 0.5648 56.48%
CYP2C9 inhibition - 0.8808 88.08%
CYP2C19 inhibition - 0.8405 84.05%
CYP2D6 inhibition - 0.9240 92.40%
CYP1A2 inhibition - 0.8831 88.31%
CYP2C8 inhibition + 0.4684 46.84%
CYP inhibitory promiscuity - 0.8242 82.42%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8657 86.57%
Carcinogenicity (trinary) Danger 0.6777 67.77%
Eye corrosion - 0.9830 98.30%
Eye irritation - 0.9032 90.32%
Skin irritation - 0.6179 61.79%
Skin corrosion - 0.8805 88.05%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3736 37.36%
Micronuclear - 0.5700 57.00%
Hepatotoxicity - 0.5038 50.38%
skin sensitisation - 0.7220 72.20%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.7742 77.42%
Acute Oral Toxicity (c) III 0.4975 49.75%
Estrogen receptor binding + 0.7269 72.69%
Androgen receptor binding + 0.7128 71.28%
Thyroid receptor binding + 0.5843 58.43%
Glucocorticoid receptor binding + 0.7311 73.11%
Aromatase binding + 0.6506 65.06%
PPAR gamma + 0.6724 67.24%
Honey bee toxicity - 0.6372 63.72%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9629 96.29%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.66% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.90% 85.14%
CHEMBL2996 Q05655 Protein kinase C delta 93.81% 97.79%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.71% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.52% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 92.45% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.13% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.92% 86.33%
CHEMBL3045 P05771 Protein kinase C beta 90.45% 97.63%
CHEMBL340 P08684 Cytochrome P450 3A4 88.87% 91.19%
CHEMBL2581 P07339 Cathepsin D 88.00% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.60% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.13% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.10% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.64% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.40% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.24% 97.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.31% 91.24%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.24% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 82.04% 94.73%
CHEMBL230 P35354 Cyclooxygenase-2 80.80% 89.63%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.31% 100.00%

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.
There are no matching plants.

Cross-Links

Top
PubChem 101602715
LOTUS LTS0202761
wikiData Q104402316