[(3aR,4R,7S,8R)-8-acetyloxy-4-methyl-2-oxo-7-(3-oxoprop-1-en-2-yl)-3a,4,5,6,7,8-hexahydro-3H-azulen-1-yl]methyl acetate

Details

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Internal ID 7ab0c4a7-8de8-465a-a275-9c0d443ef89a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
IUPAC Name [(3aR,4R,7S,8R)-8-acetyloxy-4-methyl-2-oxo-7-(3-oxoprop-1-en-2-yl)-3a,4,5,6,7,8-hexahydro-3H-azulen-1-yl]methyl acetate
SMILES (Canonical) CC1CCC(C(C2=C(C(=O)CC12)COC(=O)C)OC(=O)C)C(=C)C=O
SMILES (Isomeric) C[C@@H]1CC[C@H]([C@H](C2=C(C(=O)C[C@H]12)COC(=O)C)OC(=O)C)C(=C)C=O
InChI InChI=1S/C19H24O6/c1-10-5-6-14(11(2)8-20)19(25-13(4)22)18-15(10)7-17(23)16(18)9-24-12(3)21/h8,10,14-15,19H,2,5-7,9H2,1,3-4H3/t10-,14+,15-,19-/m1/s1
InChI Key VUEXXQYNBHUERB-NYGAIPDWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C19H24O6
Molecular Weight 348.40 g/mol
Exact Mass 348.15728848 g/mol
Topological Polar Surface Area (TPSA) 86.70 Ų
XlogP 0.90
Atomic LogP (AlogP) 2.17
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3aR,4R,7S,8R)-8-acetyloxy-4-methyl-2-oxo-7-(3-oxoprop-1-en-2-yl)-3a,4,5,6,7,8-hexahydro-3H-azulen-1-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9932 99.32%
Caco-2 + 0.6634 66.34%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7402 74.02%
OATP2B1 inhibitior - 0.8604 86.04%
OATP1B1 inhibitior + 0.8645 86.45%
OATP1B3 inhibitior + 0.9253 92.53%
MATE1 inhibitior + 0.5800 58.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.6064 60.64%
P-glycoprotein inhibitior - 0.4563 45.63%
P-glycoprotein substrate - 0.6338 63.38%
CYP3A4 substrate + 0.6238 62.38%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate - 0.8966 89.66%
CYP3A4 inhibition - 0.7642 76.42%
CYP2C9 inhibition - 0.7800 78.00%
CYP2C19 inhibition - 0.7770 77.70%
CYP2D6 inhibition - 0.9117 91.17%
CYP1A2 inhibition - 0.5670 56.70%
CYP2C8 inhibition + 0.4545 45.45%
CYP inhibitory promiscuity - 0.8970 89.70%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.6635 66.35%
Eye corrosion - 0.9639 96.39%
Eye irritation - 0.8571 85.71%
Skin irritation - 0.5988 59.88%
Skin corrosion - 0.9634 96.34%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5810 58.10%
Micronuclear - 0.7900 79.00%
Hepatotoxicity + 0.6001 60.01%
skin sensitisation - 0.7966 79.66%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity + 0.7012 70.12%
Acute Oral Toxicity (c) III 0.6062 60.62%
Estrogen receptor binding + 0.6130 61.30%
Androgen receptor binding + 0.5766 57.66%
Thyroid receptor binding - 0.6644 66.44%
Glucocorticoid receptor binding + 0.7126 71.26%
Aromatase binding - 0.6777 67.77%
PPAR gamma + 0.6435 64.35%
Honey bee toxicity - 0.7474 74.74%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9970 99.70%

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 97.53% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.34% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.20% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 92.45% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.23% 97.09%
CHEMBL2581 P07339 Cathepsin D 88.52% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.31% 85.14%
CHEMBL1951 P21397 Monoamine oxidase A 87.20% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.18% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.28% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.80% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.62% 86.33%
CHEMBL1902 P62942 FK506-binding protein 1A 82.19% 97.05%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.28% 95.89%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.34% 94.80%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.24% 89.00%

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.
Perezia recurvata

Cross-Links

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PubChem 101784463
LOTUS LTS0042581
wikiData Q105297179