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[(2R,2aS,4aS,7R,7aS,7bR)-3-formyl-2a,4a,7-trihydroxy-6,6,7b-trimethyl-2,5,7,7a-tetrahydro-1H-cyclobuta[e]inden-2-yl] 3-chloro-6-hydroxy-4-methoxy-2-methylbenzoate

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 d5a44457-ccaa-4d7f-9657-c81c24793797
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Illudanes and illudins > Melleolides and analogues
IUPAC Name [(2R,2aS,4aS,7R,7aS,7bR)-3-formyl-2a,4a,7-trihydroxy-6,6,7b-trimethyl-2,5,7,7a-tetrahydro-1H-cyclobuta[e]inden-2-yl] 3-chloro-6-hydroxy-4-methoxy-2-methylbenzoate
SMILES (Canonical) CC1=C(C(=CC(=C1Cl)OC)O)C(=O)OC2CC3(C2(C(=CC4(C3C(C(C4)(C)C)O)O)C=O)O)C
SMILES (Isomeric) CC1=C(C(=CC(=C1Cl)OC)O)C(=O)O[C@@H]2C[C@]3([C@@]2(C(=C[C@@]4([C@@H]3[C@H](C(C4)(C)C)O)O)C=O)O)C
InChI InChI=1S/C24H29ClO8/c1-11-16(13(27)6-14(32-5)17(11)25)20(29)33-15-8-22(4)18-19(28)21(2,3)10-23(18,30)7-12(9-26)24(15,22)31/h6-7,9,15,18-19,27-28,30-31H,8,10H2,1-5H3/t15-,18-,19-,22-,23-,24+/m1/s1
InChI Key RCBZBPPFXBBNCD-HINFXRLXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H29ClO8
Molecular Weight 480.90 g/mol
Exact Mass 480.1550956 g/mol
Topological Polar Surface Area (TPSA) 134.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 2.31
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,2aS,4aS,7R,7aS,7bR)-3-formyl-2a,4a,7-trihydroxy-6,6,7b-trimethyl-2,5,7,7a-tetrahydro-1H-cyclobuta[e]inden-2-yl] 3-chloro-6-hydroxy-4-methoxy-2-methylbenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9886 98.86%
Caco-2 - 0.6452 64.52%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.7150 71.50%
OATP2B1 inhibitior - 0.8565 85.65%
OATP1B1 inhibitior + 0.8229 82.29%
OATP1B3 inhibitior + 0.8375 83.75%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9202 92.02%
P-glycoprotein inhibitior - 0.4631 46.31%
P-glycoprotein substrate + 0.5092 50.92%
CYP3A4 substrate + 0.7001 70.01%
CYP2C9 substrate - 0.8030 80.30%
CYP2D6 substrate - 0.8568 85.68%
CYP3A4 inhibition - 0.8086 80.86%
CYP2C9 inhibition - 0.6441 64.41%
CYP2C19 inhibition - 0.6924 69.24%
CYP2D6 inhibition - 0.8853 88.53%
CYP1A2 inhibition - 0.6352 63.52%
CYP2C8 inhibition + 0.8086 80.86%
CYP inhibitory promiscuity - 0.6977 69.77%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8949 89.49%
Carcinogenicity (trinary) Non-required 0.4193 41.93%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.8850 88.50%
Skin irritation - 0.6690 66.90%
Skin corrosion - 0.9222 92.22%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4127 41.27%
Micronuclear - 0.6500 65.00%
Hepatotoxicity + 0.5295 52.95%
skin sensitisation - 0.7567 75.67%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.4508 45.08%
Acute Oral Toxicity (c) III 0.4333 43.33%
Estrogen receptor binding + 0.8022 80.22%
Androgen receptor binding + 0.7071 70.71%
Thyroid receptor binding + 0.7468 74.68%
Glucocorticoid receptor binding + 0.7874 78.74%
Aromatase binding + 0.7963 79.63%
PPAR gamma + 0.6506 65.06%
Honey bee toxicity - 0.8299 82.99%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.87% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.53% 95.56%
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 93.02% 98.11%
CHEMBL3194 P02766 Transthyretin 92.92% 90.71%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.88% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.63% 94.45%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 91.07% 96.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.96% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.72% 92.94%
CHEMBL3492 P49721 Proteasome Macropain subunit 88.93% 90.24%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.93% 91.07%
CHEMBL4208 P20618 Proteasome component C5 87.56% 90.00%
CHEMBL340 P08684 Cytochrome P450 3A4 87.27% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.00% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.36% 97.14%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 83.44% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.25% 95.89%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.22% 96.90%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.42% 95.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.28% 96.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163001393
LOTUS LTS0088988
wikiData Q105233496