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methyl 3-[(1R,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-trimethyl-5-oxocyclohex-3-en-1-yl]propanoate

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 b4c39511-2b79-4a4c-ada5-6fb80fafe1a2
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name methyl 3-[(1R,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-trimethyl-5-oxocyclohex-3-en-1-yl]propanoate
SMILES (Canonical) CC1C(C(C=C(C1=O)C(C2(C(=O)CCC3(C2=CC(=O)OC3C4=COC=C4)C)O)OC(=O)C)(C)C)CCC(=O)OC
SMILES (Isomeric) C[C@@H]1[C@H](C(C=C(C1=O)[C@H]([C@]2(C(=O)CC[C@@]3(C2=CC(=O)O[C@H]3C4=COC=C4)C)O)OC(=O)C)(C)C)CCC(=O)OC
InChI InChI=1S/C30H36O10/c1-16-20(7-8-23(33)37-6)28(3,4)14-19(25(16)35)27(39-17(2)31)30(36)21-13-24(34)40-26(18-10-12-38-15-18)29(21,5)11-9-22(30)32/h10,12-16,20,26-27,36H,7-9,11H2,1-6H3/t16-,20-,26+,27-,29-,30+/m1/s1
InChI Key NASRTTMOGRRNNS-LUYHWAKQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H36O10
Molecular Weight 556.60 g/mol
Exact Mass 556.23084734 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 3.58
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 3-[(1R,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-trimethyl-5-oxocyclohex-3-en-1-yl]propanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9849 98.49%
Caco-2 - 0.7523 75.23%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8175 81.75%
OATP2B1 inhibitior - 0.8592 85.92%
OATP1B1 inhibitior - 0.3504 35.04%
OATP1B3 inhibitior - 0.7285 72.85%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9476 94.76%
P-glycoprotein inhibitior + 0.8396 83.96%
P-glycoprotein substrate + 0.6398 63.98%
CYP3A4 substrate + 0.7045 70.45%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8874 88.74%
CYP3A4 inhibition + 0.6944 69.44%
CYP2C9 inhibition - 0.5967 59.67%
CYP2C19 inhibition - 0.7656 76.56%
CYP2D6 inhibition - 0.8973 89.73%
CYP1A2 inhibition - 0.7709 77.09%
CYP2C8 inhibition + 0.7065 70.65%
CYP inhibitory promiscuity - 0.6174 61.74%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Danger 0.4487 44.87%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9382 93.82%
Skin irritation - 0.6373 63.73%
Skin corrosion - 0.9000 90.00%
Ames mutagenesis - 0.6770 67.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5101 51.01%
Micronuclear - 0.6600 66.00%
Hepatotoxicity + 0.5854 58.54%
skin sensitisation - 0.8439 84.39%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.6541 65.41%
Acute Oral Toxicity (c) I 0.6063 60.63%
Estrogen receptor binding + 0.7784 77.84%
Androgen receptor binding + 0.7406 74.06%
Thyroid receptor binding + 0.5883 58.83%
Glucocorticoid receptor binding + 0.8587 85.87%
Aromatase binding + 0.6505 65.05%
PPAR gamma + 0.7588 75.88%
Honey bee toxicity - 0.7745 77.45%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9784 97.84%

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 99.57% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.77% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.04% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.69% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.55% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.40% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 90.78% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.58% 91.07%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.95% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 86.88% 90.17%
CHEMBL3038469 P24941 CDK2/Cyclin A 85.47% 91.38%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 85.47% 85.30%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.68% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.57% 94.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.17% 82.69%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.13% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.48% 89.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.16% 91.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.35% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.31% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.02% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.59% 99.17%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.03% 95.71%

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 46878775
NPASS NPC469485
ChEMBL CHEMBL1080141