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methyl 2-[(1S,6R)-4-[(R)-acetyloxy-[(1R,5R,8aR)-1-(furan-3-yl)-5-hydroxy-8a-methyl-3,6-dioxo-7,8-dihydro-1H-isochromen-5-yl]methyl]-2,2,6-trimethylcyclohex-3-en-1-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

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Internal ID f0441f96-3e2a-457a-99c8-1e6b3d7820c4
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name methyl 2-[(1S,6R)-4-[(R)-acetyloxy-[(1R,5R,8aR)-1-(furan-3-yl)-5-hydroxy-8a-methyl-3,6-dioxo-7,8-dihydro-1H-isochromen-5-yl]methyl]-2,2,6-trimethylcyclohex-3-en-1-yl]acetate
SMILES (Canonical) CC1CC(=CC(C1CC(=O)OC)(C)C)C(C2(C(=O)CCC3(C2=CC(=O)OC3C4=COC=C4)C)O)OC(=O)C
SMILES (Isomeric) C[C@@H]1CC(=CC([C@H]1CC(=O)OC)(C)C)[C@H]([C@]2(C(=O)CC[C@@]3(C2=CC(=O)O[C@H]3C4=COC=C4)C)O)OC(=O)C
InChI InChI=1S/C29H36O9/c1-16-11-19(14-27(3,4)20(16)12-23(32)35-6)26(37-17(2)30)29(34)21-13-24(33)38-25(18-8-10-36-15-18)28(21,5)9-7-22(29)31/h8,10,13-16,20,25-26,34H,7,9,11-12H2,1-6H3/t16-,20+,25+,26-,28-,29+/m1/s1
InChI Key VWOSBMDIKXAITD-XUKLNBOESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H36O9
Molecular Weight 528.60 g/mol
Exact Mass 528.23593272 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 4.01
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 2-[(1S,6R)-4-[(R)-acetyloxy-[(1R,5R,8aR)-1-(furan-3-yl)-5-hydroxy-8a-methyl-3,6-dioxo-7,8-dihydro-1H-isochromen-5-yl]methyl]-2,2,6-trimethylcyclohex-3-en-1-yl]acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9856 98.56%
Caco-2 - 0.7116 71.16%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8306 83.06%
OATP2B1 inhibitior - 0.8586 85.86%
OATP1B1 inhibitior - 0.3795 37.95%
OATP1B3 inhibitior - 0.6342 63.42%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9162 91.62%
P-glycoprotein inhibitior + 0.8360 83.60%
P-glycoprotein substrate + 0.6701 67.01%
CYP3A4 substrate + 0.7043 70.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8874 88.74%
CYP3A4 inhibition + 0.7395 73.95%
CYP2C9 inhibition - 0.6451 64.51%
CYP2C19 inhibition - 0.7853 78.53%
CYP2D6 inhibition - 0.9103 91.03%
CYP1A2 inhibition - 0.7672 76.72%
CYP2C8 inhibition + 0.6930 69.30%
CYP inhibitory promiscuity - 0.6510 65.10%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4346 43.46%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9255 92.55%
Skin irritation - 0.6276 62.76%
Skin corrosion - 0.9165 91.65%
Ames mutagenesis - 0.6170 61.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6481 64.81%
Micronuclear - 0.6500 65.00%
Hepatotoxicity + 0.5479 54.79%
skin sensitisation - 0.8631 86.31%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.6664 66.64%
Acute Oral Toxicity (c) I 0.6566 65.66%
Estrogen receptor binding + 0.7673 76.73%
Androgen receptor binding + 0.7055 70.55%
Thyroid receptor binding + 0.6260 62.60%
Glucocorticoid receptor binding + 0.8678 86.78%
Aromatase binding + 0.6496 64.96%
PPAR gamma + 0.7898 78.98%
Honey bee toxicity - 0.7724 77.24%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9910 99.10%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.84% 83.82%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.34% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.96% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.09% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.87% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.93% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 90.09% 91.19%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 88.45% 95.71%
CHEMBL3038469 P24941 CDK2/Cyclin A 88.36% 91.38%
CHEMBL2581 P07339 Cathepsin D 85.95% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.49% 94.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.42% 91.24%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.22% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.15% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.10% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.12% 91.07%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.15% 94.80%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.81% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 82.74% 90.17%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.40% 94.33%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.70% 82.69%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.01% 100.00%

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.
Xylocarpus granatum

Cross-Links

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PubChem 162990733
LOTUS LTS0049056
wikiData Q105298207