PlantaeDB Logo
Login Sign-up

[(R)-[(1R,5R,8aR)-1-(furan-3-yl)-5-hydroxy-8a-methyl-3,6-dioxo-7,8-dihydro-1H-isochromen-5-yl]-[(4R,5R)-4-(2-methoxy-2-oxoethyl)-3,3,5-trimethyl-6-oxocyclohexen-1-yl]methyl] (2S)-2-methylbutanoate

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 d1580535-f8a3-47b1-aaaa-06d4ebf8f3eb
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name [(R)-[(1R,5R,8aR)-1-(furan-3-yl)-5-hydroxy-8a-methyl-3,6-dioxo-7,8-dihydro-1H-isochromen-5-yl]-[(4R,5R)-4-(2-methoxy-2-oxoethyl)-3,3,5-trimethyl-6-oxocyclohexen-1-yl]methyl] (2S)-2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC(C1=CC(C(C(C1=O)C)CC(=O)OC)(C)C)C2(C(=O)CCC3(C2=CC(=O)OC3C4=COC=C4)C)O
SMILES (Isomeric) CC[C@H](C)C(=O)O[C@H](C1=CC([C@@H]([C@H](C1=O)C)CC(=O)OC)(C)C)[C@]2(C(=O)CC[C@@]3(C2=CC(=O)O[C@H]3C4=COC=C4)C)O
InChI InChI=1S/C32H40O10/c1-8-17(2)29(37)42-28(20-15-30(4,5)21(13-24(34)39-7)18(3)26(20)36)32(38)22-14-25(35)41-27(19-10-12-40-16-19)31(22,6)11-9-23(32)33/h10,12,14-18,21,27-28,38H,8-9,11,13H2,1-7H3/t17-,18+,21+,27-,28+,31+,32-/m0/s1
InChI Key IZXHDVJPKHTNGR-GNLYTTOSSA-N
Popularity 4 references in papers

Physical and Chemical Properties

Top
Molecular Formula C32H40O10
Molecular Weight 584.70 g/mol
Exact Mass 584.26214747 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 4.21
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(R)-[(1R,5R,8aR)-1-(furan-3-yl)-5-hydroxy-8a-methyl-3,6-dioxo-7,8-dihydro-1H-isochromen-5-yl]-[(4R,5R)-4-(2-methoxy-2-oxoethyl)-3,3,5-trimethyl-6-oxocyclohexen-1-yl]methyl] (2S)-2-methylbutanoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9918 99.18%
Caco-2 - 0.7703 77.03%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8046 80.46%
OATP2B1 inhibitior - 0.8583 85.83%
OATP1B1 inhibitior - 0.3506 35.06%
OATP1B3 inhibitior - 0.5154 51.54%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9224 92.24%
P-glycoprotein inhibitior + 0.8324 83.24%
P-glycoprotein substrate + 0.6535 65.35%
CYP3A4 substrate + 0.7035 70.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8874 88.74%
CYP3A4 inhibition + 0.7349 73.49%
CYP2C9 inhibition - 0.5953 59.53%
CYP2C19 inhibition - 0.7130 71.30%
CYP2D6 inhibition - 0.8765 87.65%
CYP1A2 inhibition - 0.7951 79.51%
CYP2C8 inhibition + 0.7373 73.73%
CYP inhibitory promiscuity + 0.5197 51.97%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Danger 0.4339 43.39%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9250 92.50%
Skin irritation - 0.6615 66.15%
Skin corrosion - 0.9088 90.88%
Ames mutagenesis - 0.6570 65.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4207 42.07%
Micronuclear - 0.6500 65.00%
Hepatotoxicity + 0.5907 59.07%
skin sensitisation - 0.8329 83.29%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.7340 73.40%
Acute Oral Toxicity (c) I 0.4153 41.53%
Estrogen receptor binding + 0.7842 78.42%
Androgen receptor binding + 0.7558 75.58%
Thyroid receptor binding + 0.5871 58.71%
Glucocorticoid receptor binding + 0.8365 83.65%
Aromatase binding + 0.6216 62.16%
PPAR gamma + 0.7749 77.49%
Honey bee toxicity - 0.7731 77.31%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9838 98.38%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.49% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.13% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.92% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.76% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 94.61% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.03% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.88% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.55% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.49% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.58% 97.09%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.25% 95.71%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.59% 82.69%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.00% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.95% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.93% 92.62%
CHEMBL340 P08684 Cytochrome P450 3A4 83.93% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.35% 89.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.02% 91.24%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.74% 94.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.71% 91.07%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 81.04% 85.30%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.04% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.01% 95.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.48% 90.71%
CHEMBL2581 P07339 Cathepsin D 80.16% 98.95%

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.
Xylocarpus granatum

Cross-Links

Top
PubChem 49832003
LOTUS LTS0189214
wikiData Q105123568