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Benzoic acid, 2,4-dihydroxy-6-methyl-, (2R,4S,4aR,7aS,7bR)-2,4,4a,5,6,7,7a,7b-octahydro-4-hydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1H-cyclobut[e]inden-2-yl ester

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 fc8ae18e-4b61-41a6-85b4-80137b749ee6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Illudanes and illudins > Melleolides and analogues
IUPAC Name [(2R,4S,4aR,7aS,7bR)-4-hydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-2,4,4a,5,7,7a-hexahydro-1H-cyclobuta[e]inden-2-yl] 2,4-dihydroxy-6-methylbenzoate
SMILES (Canonical) CC1=CC(=CC(=C1C(=O)OC2CC3(C2=C(C(C4C3CC(C4)(C)C)O)CO)C)O)O
SMILES (Isomeric) CC1=CC(=CC(=C1C(=O)O[C@@H]2C[C@]3(C2=C([C@H]([C@H]4[C@@H]3CC(C4)(C)C)O)CO)C)O)O
InChI InChI=1S/C23H30O6/c1-11-5-12(25)6-16(26)18(11)21(28)29-17-9-23(4)15-8-22(2,3)7-13(15)20(27)14(10-24)19(17)23/h5-6,13,15,17,20,24-27H,7-10H2,1-4H3/t13-,15+,17-,20+,23-/m1/s1
InChI Key WGPPXYYHVRWVLO-NJORCMFTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H30O6
Molecular Weight 402.50 g/mol
Exact Mass 402.20423867 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.06
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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82105-51-9
Benzoic acid, 2,4-dihydroxy-6-methyl-, (2R,4S,4aR,7aS,7bR)-2,4,4a,5,6,7,7a,7b-octahydro-4-hydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1H-cyclobut[e]inden-2-yl ester

2D Structure

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2D Structure of Benzoic acid, 2,4-dihydroxy-6-methyl-, (2R,4S,4aR,7aS,7bR)-2,4,4a,5,6,7,7a,7b-octahydro-4-hydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1H-cyclobut[e]inden-2-yl ester

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9933 99.33%
Caco-2 + 0.5389 53.89%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8617 86.17%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9051 90.51%
OATP1B3 inhibitior - 0.2285 22.85%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.5614 56.14%
P-glycoprotein inhibitior - 0.6081 60.81%
P-glycoprotein substrate - 0.7007 70.07%
CYP3A4 substrate + 0.6439 64.39%
CYP2C9 substrate - 0.6062 60.62%
CYP2D6 substrate - 0.8506 85.06%
CYP3A4 inhibition - 0.7690 76.90%
CYP2C9 inhibition - 0.6001 60.01%
CYP2C19 inhibition - 0.5957 59.57%
CYP2D6 inhibition - 0.8998 89.98%
CYP1A2 inhibition + 0.6131 61.31%
CYP2C8 inhibition + 0.6483 64.83%
CYP inhibitory promiscuity + 0.5410 54.10%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6435 64.35%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9062 90.62%
Skin irritation - 0.7055 70.55%
Skin corrosion - 0.9536 95.36%
Ames mutagenesis - 0.5669 56.69%
Human Ether-a-go-go-Related Gene inhibition + 0.7751 77.51%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.8217 82.17%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.5267 52.67%
Acute Oral Toxicity (c) III 0.5461 54.61%
Estrogen receptor binding + 0.7825 78.25%
Androgen receptor binding + 0.6906 69.06%
Thyroid receptor binding + 0.6860 68.60%
Glucocorticoid receptor binding + 0.7609 76.09%
Aromatase binding + 0.7405 74.05%
PPAR gamma + 0.6150 61.50%
Honey bee toxicity - 0.7515 75.15%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5200 52.00%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.49% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.44% 91.11%
CHEMBL2581 P07339 Cathepsin D 89.28% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.97% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.02% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.83% 95.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.37% 94.00%
CHEMBL4208 P20618 Proteasome component C5 85.13% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.66% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.05% 89.00%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 83.50% 93.10%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.74% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.01% 99.23%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.75% 92.94%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.49% 96.95%
CHEMBL3401 O75469 Pregnane X receptor 81.35% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.00% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.59% 95.56%

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 162985407
LOTUS LTS0048249
wikiData Q105304797