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[(7R,8R,8aR)-3-[(1E,3E,5S)-3,5-dimethylhepta-1,3-dienyl]-7-hydroxy-7-methyl-6-oxo-8,8a-dihydro-1H-isochromen-8-yl] acetate

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 fe3c1322-2a1c-4244-9caf-c9db2777bc30
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
IUPAC Name [(7R,8R,8aR)-3-[(1E,3E,5S)-3,5-dimethylhepta-1,3-dienyl]-7-hydroxy-7-methyl-6-oxo-8,8a-dihydro-1H-isochromen-8-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C21H28O5/c1-6-13(2)9-14(3)7-8-17-10-16-11-19(23)21(5,24)20(26-15(4)22)18(16)12-25-17/h7-11,13,18,20,24H,6,12H2,1-5H3/b8-7+,14-9+/t13-,18-,20+,21-/m0/s1
InChI Key AYCHHMYWQIVWMV-NPHCTNCVSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C21H28O5
Molecular Weight 360.40 g/mol
Exact Mass 360.19367399 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.26
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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[(7R,8R,8aR)-3-[(1E,3E,5S)-3,5-dimethylhepta-1,3-dienyl]-7-hydroxy-7-methyl-6-oxo-8,8a-dihydro-1H-isochromen-8-yl] acetate

2D Structure

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2D Structure of [(7R,8R,8aR)-3-[(1E,3E,5S)-3,5-dimethylhepta-1,3-dienyl]-7-hydroxy-7-methyl-6-oxo-8,8a-dihydro-1H-isochromen-8-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9620 96.20%
Caco-2 - 0.5918 59.18%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7066 70.66%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8535 85.35%
OATP1B3 inhibitior + 0.9349 93.49%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8186 81.86%
P-glycoprotein inhibitior - 0.5160 51.60%
P-glycoprotein substrate - 0.6653 66.53%
CYP3A4 substrate + 0.6228 62.28%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9083 90.83%
CYP3A4 inhibition - 0.6926 69.26%
CYP2C9 inhibition - 0.6380 63.80%
CYP2C19 inhibition - 0.7020 70.20%
CYP2D6 inhibition - 0.9239 92.39%
CYP1A2 inhibition - 0.6531 65.31%
CYP2C8 inhibition - 0.6127 61.27%
CYP inhibitory promiscuity - 0.5415 54.15%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5266 52.66%
Eye corrosion - 0.9856 98.56%
Eye irritation - 0.9717 97.17%
Skin irritation - 0.5616 56.16%
Skin corrosion - 0.9468 94.68%
Ames mutagenesis + 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7346 73.46%
Micronuclear - 0.5300 53.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.7753 77.53%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.6304 63.04%
Acute Oral Toxicity (c) III 0.7185 71.85%
Estrogen receptor binding + 0.8850 88.50%
Androgen receptor binding + 0.5639 56.39%
Thyroid receptor binding + 0.6561 65.61%
Glucocorticoid receptor binding + 0.6965 69.65%
Aromatase binding + 0.6820 68.20%
PPAR gamma - 0.4947 49.47%
Honey bee toxicity - 0.7298 72.98%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9684 96.84%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.08% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.32% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.91% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.87% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.08% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 93.78% 90.17%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 93.66% 94.80%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.25% 85.14%
CHEMBL340 P08684 Cytochrome P450 3A4 91.86% 91.19%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.82% 96.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.89% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.25% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.45% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.24% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.68% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.21% 96.77%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.72% 97.28%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.92% 99.17%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 82.61% 85.30%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 81.62% 97.47%
CHEMBL1937 Q92769 Histone deacetylase 2 81.59% 94.75%
CHEMBL268 P43235 Cathepsin K 80.22% 96.85%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.18% 89.34%

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.
There are no matching plants.

Cross-Links

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PubChem 6475612
LOTUS LTS0190741
wikiData Q77373281