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(2R,3R)-3-[2-(2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-4-hydroxy-7-methoxy-2,3-dimethyl-2H-benzo[g][1]benzofuran-6,9-dione

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 6406ce1c-9370-4d2c-b098-3c06642046b5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (2R,3R)-3-[2-(2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-4-hydroxy-7-methoxy-2,3-dimethyl-2H-benzo[g][1]benzofuran-6,9-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H32O5/c1-14-8-7-10-25(3,4)17(14)9-11-26(5)15(2)31-24-21-16(12-19(28)22(24)26)23(29)20(30-6)13-18(21)27/h12-13,15,17,28H,1,7-11H2,2-6H3/t15-,17?,26+/m1/s1
InChI Key OOGVVQMYQYWZGB-YAICJOCOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C26H32O5
Molecular Weight 424.50 g/mol
Exact Mass 424.22497412 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 5.80
Atomic LogP (AlogP) 5.50
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R)-3-[2-(2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-4-hydroxy-7-methoxy-2,3-dimethyl-2H-benzo[g][1]benzofuran-6,9-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9911 99.11%
Caco-2 - 0.5200 52.00%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.7815 78.15%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8073 80.73%
OATP1B3 inhibitior - 0.2824 28.24%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.7102 71.02%
P-glycoprotein inhibitior + 0.6649 66.49%
P-glycoprotein substrate - 0.5883 58.83%
CYP3A4 substrate + 0.6754 67.54%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8059 80.59%
CYP3A4 inhibition + 0.5331 53.31%
CYP2C9 inhibition + 0.5948 59.48%
CYP2C19 inhibition + 0.6065 60.65%
CYP2D6 inhibition - 0.8678 86.78%
CYP1A2 inhibition + 0.7822 78.22%
CYP2C8 inhibition + 0.6466 64.66%
CYP inhibitory promiscuity + 0.6004 60.04%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6292 62.92%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.8801 88.01%
Skin irritation - 0.6930 69.30%
Skin corrosion - 0.9394 93.94%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6975 69.75%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.5290 52.90%
skin sensitisation - 0.8007 80.07%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.7451 74.51%
Acute Oral Toxicity (c) III 0.4468 44.68%
Estrogen receptor binding + 0.7292 72.92%
Androgen receptor binding + 0.5736 57.36%
Thyroid receptor binding + 0.6258 62.58%
Glucocorticoid receptor binding + 0.7809 78.09%
Aromatase binding + 0.7909 79.09%
PPAR gamma + 0.6337 63.37%
Honey bee toxicity - 0.7387 73.87%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5800 58.00%
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 99.00% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.80% 91.49%
CHEMBL3192 Q9BY41 Histone deacetylase 8 96.59% 93.99%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.93% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 94.39% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.21% 95.56%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 93.40% 93.40%
CHEMBL2581 P07339 Cathepsin D 92.83% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 92.79% 92.94%
CHEMBL325 Q13547 Histone deacetylase 1 92.23% 95.92%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.98% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.74% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.60% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.41% 94.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.16% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.55% 96.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.38% 96.38%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.21% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.57% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.19% 94.45%
CHEMBL230 P35354 Cyclooxygenase-2 85.81% 89.63%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.52% 100.00%
CHEMBL2535 P11166 Glucose transporter 84.78% 98.75%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 84.23% 94.03%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 83.55% 96.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.50% 96.77%
CHEMBL4040 P28482 MAP kinase ERK2 82.67% 83.82%

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 73213689
LOTUS LTS0012407
wikiData Q105195372