PlantaeDB Logo
Login Sign-up

[(1R,2S,5S,6R,10R,11S,12R,15R,19S)-6-(furan-3-yl)-1,5,10,15-tetramethyl-18-oxo-13-oxapentacyclo[10.6.1.02,10.05,9.015,19]nonadeca-8,16-dien-11-yl] 2,2,2-trifluoroacetate

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 45df362a-59da-4b22-9cc9-2f26a57227b8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,2S,5S,6R,10R,11S,12R,15R,19S)-6-(furan-3-yl)-1,5,10,15-tetramethyl-18-oxo-13-oxapentacyclo[10.6.1.02,10.05,9.015,19]nonadeca-8,16-dien-11-yl] 2,2,2-trifluoroacetate
SMILES (Canonical) CC12CCC3C4(C5C(C(C3(C1=CCC2C6=COC=C6)C)OC(=O)C(F)(F)F)OCC5(C=CC4=O)C)C
SMILES (Isomeric) C[C@@]12CC[C@@H]3[C@@]4([C@H]5[C@H]([C@H]([C@]3(C1=CC[C@H]2C6=COC=C6)C)OC(=O)C(F)(F)F)OC[C@@]5(C=CC4=O)C)C
InChI InChI=1S/C28H31F3O5/c1-24-10-8-19(32)27(4)18-7-11-25(2)16(15-9-12-34-13-15)5-6-17(25)26(18,3)22(20(21(24)27)35-14-24)36-23(33)28(29,30)31/h6,8-10,12-13,16,18,20-22H,5,7,11,14H2,1-4H3/t16-,18-,20+,21-,22+,24-,25-,26-,27-/m0/s1
InChI Key KDAOSWAEUKEXNW-YFIZLVBDSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C28H31F3O5
Molecular Weight 504.50 g/mol
Exact Mass 504.21235857 g/mol
Topological Polar Surface Area (TPSA) 65.70 Ų
XlogP 5.60
Atomic LogP (AlogP) 5.77
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1R,2S,5S,6R,10R,11S,12R,15R,19S)-6-(furan-3-yl)-1,5,10,15-tetramethyl-18-oxo-13-oxapentacyclo[10.6.1.02,10.05,9.015,19]nonadeca-8,16-dien-11-yl] 2,2,2-trifluoroacetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 - 0.5967 59.67%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8210 82.10%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7411 74.11%
OATP1B3 inhibitior + 0.9062 90.62%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9409 94.09%
P-glycoprotein inhibitior + 0.8208 82.08%
P-glycoprotein substrate + 0.5468 54.68%
CYP3A4 substrate + 0.7082 70.82%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8732 87.32%
CYP3A4 inhibition - 0.6578 65.78%
CYP2C9 inhibition - 0.5758 57.58%
CYP2C19 inhibition - 0.7350 73.50%
CYP2D6 inhibition - 0.8668 86.68%
CYP1A2 inhibition - 0.5762 57.62%
CYP2C8 inhibition + 0.7986 79.86%
CYP inhibitory promiscuity - 0.6159 61.59%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4109 41.09%
Eye corrosion - 0.9846 98.46%
Eye irritation - 0.9229 92.29%
Skin irritation - 0.6943 69.43%
Skin corrosion - 0.9361 93.61%
Ames mutagenesis - 0.6164 61.64%
Human Ether-a-go-go-Related Gene inhibition + 0.8937 89.37%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.5502 55.02%
skin sensitisation - 0.8665 86.65%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.6719 67.19%
Acute Oral Toxicity (c) III 0.5557 55.57%
Estrogen receptor binding + 0.8555 85.55%
Androgen receptor binding + 0.6937 69.37%
Thyroid receptor binding + 0.6743 67.43%
Glucocorticoid receptor binding + 0.8227 82.27%
Aromatase binding + 0.7725 77.25%
PPAR gamma + 0.7341 73.41%
Honey bee toxicity - 0.7805 78.05%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5750 57.50%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.49% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.99% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.96% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.14% 96.09%
CHEMBL3922 P50579 Methionine aminopeptidase 2 92.44% 97.28%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.42% 86.33%
CHEMBL2581 P07339 Cathepsin D 90.33% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.29% 82.69%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.93% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.26% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.57% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.35% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.20% 91.07%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 85.67% 83.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.48% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.36% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.23% 92.62%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.80% 98.75%
CHEMBL5028 O14672 ADAM10 82.19% 97.50%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 81.78% 80.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.22% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.85% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.27% 94.45%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.06% 91.24%

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.
Chisocheton ceramicus

Cross-Links

Top
PubChem 71567280
NPASS NPC471002
ChEMBL CHEMBL2335034
LOTUS LTS0266786
wikiData Q105139053