Isozonarol

Details

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Internal ID 2d88dd6d-33f5-417a-9f6c-1e9fc6de158f
Taxonomy Benzenoids > Phenols > Benzenediols > Hydroquinones
IUPAC Name 2-[(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)methyl]benzene-1,4-diol
SMILES (Canonical) CC1=CCC2C(CCCC2(C1CC3=C(C=CC(=C3)O)O)C)(C)C
SMILES (Isomeric) CC1=CCC2C(CCCC2(C1CC3=C(C=CC(=C3)O)O)C)(C)C
InChI InChI=1S/C21H30O2/c1-14-6-9-19-20(2,3)10-5-11-21(19,4)17(14)13-15-12-16(22)7-8-18(15)23/h6-8,12,17,19,22-23H,5,9-11,13H2,1-4H3
InChI Key ZEAWLOAAKXIHKG-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C21H30O2
Molecular Weight 314.50 g/mol
Exact Mass 314.224580195 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 5.80
Atomic LogP (AlogP) 5.44
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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ZEAWLOAAKXIHKG-UHFFFAOYSA-N
1,4-Benzenediol, 2-[(1,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethyl-1-naphthalenyl)methyl]-, [1R-(1.alpha.,4a.beta.,8a.alpha.)]-
1,4-Benzenediol, 2-[(1,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethyl-1-naphthalenyl)methyl]-, [1S-(1.alpha.,4a.beta.,8a.alpha.)]-
2-[(2,5,5,8a-Tetramethyl-1,4,4a,5,6,7,8,8a-octahydro-1-naphthalenyl)methyl]-1,4-benzenediol #

2D Structure

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2D Structure of Isozonarol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.7306 73.06%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7714 77.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8516 85.16%
OATP1B3 inhibitior + 0.8529 85.29%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.5774 57.74%
P-glycoprotein inhibitior - 0.8589 85.89%
P-glycoprotein substrate - 0.7902 79.02%
CYP3A4 substrate + 0.5807 58.07%
CYP2C9 substrate - 0.5914 59.14%
CYP2D6 substrate + 0.3979 39.79%
CYP3A4 inhibition - 0.5648 56.48%
CYP2C9 inhibition - 0.6368 63.68%
CYP2C19 inhibition + 0.6944 69.44%
CYP2D6 inhibition - 0.8692 86.92%
CYP1A2 inhibition + 0.7947 79.47%
CYP2C8 inhibition + 0.6834 68.34%
CYP inhibitory promiscuity + 0.8331 83.31%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.7611 76.11%
Carcinogenicity (trinary) Non-required 0.6519 65.19%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9593 95.93%
Skin irritation - 0.7079 70.79%
Skin corrosion - 0.9474 94.74%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9144 91.44%
Micronuclear - 0.9400 94.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation + 0.5087 50.87%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.7382 73.82%
Acute Oral Toxicity (c) III 0.6425 64.25%
Estrogen receptor binding + 0.7547 75.47%
Androgen receptor binding + 0.6650 66.50%
Thyroid receptor binding + 0.8227 82.27%
Glucocorticoid receptor binding + 0.7774 77.74%
Aromatase binding + 0.7817 78.17%
PPAR gamma + 0.6675 66.75%
Honey bee toxicity - 0.9153 91.53%
Biodegradation - 0.8750 87.50%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.02% 91.11%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.92% 99.15%
CHEMBL2581 P07339 Cathepsin D 91.20% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.82% 96.09%
CHEMBL3192 Q9BY41 Histone deacetylase 8 89.03% 93.99%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.11% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.49% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.40% 97.09%
CHEMBL1914 P06276 Butyrylcholinesterase 86.70% 95.00%
CHEMBL3401 O75469 Pregnane X receptor 86.00% 94.73%
CHEMBL1937 Q92769 Histone deacetylase 2 85.12% 94.75%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.66% 97.25%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.96% 90.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.48% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.93% 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.
Pteris denticulata

Cross-Links

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PubChem 605550
LOTUS LTS0063315
wikiData Q105373006