(4-Acetyloxy-6,9-dimethyl-3-methylidene-2-oxo-3a,4,5,9b-tetrahydroazuleno[4,5-b]furan-5-yl) 2,3-dimethyloxirane-2-carboxylate

Details

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Internal ID 4b942719-8a9b-461c-942e-648952ee91fa
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name (4-acetyloxy-6,9-dimethyl-3-methylidene-2-oxo-3a,4,5,9b-tetrahydroazuleno[4,5-b]furan-5-yl) 2,3-dimethyloxirane-2-carboxylate
SMILES (Canonical) CC1C(O1)(C)C(=O)OC2C(C3C(C4=C(C=CC4=C2C)C)OC(=O)C3=C)OC(=O)C
SMILES (Isomeric) CC1C(O1)(C)C(=O)OC2C(C3C(C4=C(C=CC4=C2C)C)OC(=O)C3=C)OC(=O)C
InChI InChI=1S/C22H24O7/c1-9-7-8-14-10(2)17(28-21(25)22(6)12(4)29-22)19(26-13(5)23)16-11(3)20(24)27-18(16)15(9)14/h7-8,12,16-19H,3H2,1-2,4-6H3
InChI Key KYVGHZVXDKILHW-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H24O7
Molecular Weight 400.40 g/mol
Exact Mass 400.15220310 g/mol
Topological Polar Surface Area (TPSA) 91.40 Ų
XlogP 1.20
Atomic LogP (AlogP) 2.32
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4-Acetyloxy-6,9-dimethyl-3-methylidene-2-oxo-3a,4,5,9b-tetrahydroazuleno[4,5-b]furan-5-yl) 2,3-dimethyloxirane-2-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9835 98.35%
Caco-2 + 0.6161 61.61%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.5875 58.75%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8852 88.52%
OATP1B3 inhibitior + 0.9178 91.78%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.5422 54.22%
P-glycoprotein inhibitior + 0.7019 70.19%
P-glycoprotein substrate - 0.6277 62.77%
CYP3A4 substrate + 0.6411 64.11%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8946 89.46%
CYP3A4 inhibition - 0.6124 61.24%
CYP2C9 inhibition - 0.8949 89.49%
CYP2C19 inhibition - 0.7982 79.82%
CYP2D6 inhibition - 0.9356 93.56%
CYP1A2 inhibition - 0.7258 72.58%
CYP2C8 inhibition - 0.7024 70.24%
CYP inhibitory promiscuity - 0.7825 78.25%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9043 90.43%
Carcinogenicity (trinary) Non-required 0.4187 41.87%
Eye corrosion - 0.9477 94.77%
Eye irritation - 0.8284 82.84%
Skin irritation - 0.6672 66.72%
Skin corrosion - 0.9155 91.55%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5385 53.85%
Micronuclear + 0.5700 57.00%
Hepatotoxicity + 0.7284 72.84%
skin sensitisation - 0.6289 62.89%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.5556 55.56%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.5602 56.02%
Acute Oral Toxicity (c) III 0.3914 39.14%
Estrogen receptor binding + 0.7590 75.90%
Androgen receptor binding + 0.6723 67.23%
Thyroid receptor binding + 0.6933 69.33%
Glucocorticoid receptor binding + 0.7247 72.47%
Aromatase binding - 0.5281 52.81%
PPAR gamma + 0.6997 69.97%
Honey bee toxicity - 0.7630 76.30%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5650 56.50%
Fish aquatic toxicity + 0.9619 96.19%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.57% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.17% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.22% 85.14%
CHEMBL2581 P07339 Cathepsin D 88.56% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.76% 94.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.08% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.95% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 84.92% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.96% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.10% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.50% 89.00%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 80.32% 94.42%

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.
Heliopsis helianthoides

Cross-Links

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PubChem 14138881
LOTUS LTS0148136
wikiData Q105147959