[(7S,10R,11S)-9,9-dimethyl-16-oxo-14-phenyl-5,8,13-trioxatetracyclo[10.4.0.02,6.07,11]hexadeca-1(12),2(6),3,14-tetraen-10-yl] acetate

Details

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Internal ID 176f3dd9-8e0f-4ba3-b075-bdbc678e73bc
Taxonomy Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
IUPAC Name [(7S,10R,11S)-9,9-dimethyl-16-oxo-14-phenyl-5,8,13-trioxatetracyclo[10.4.0.02,6.07,11]hexadeca-1(12),2(6),3,14-tetraen-10-yl] acetate
SMILES (Canonical) CC(=O)OC1C2C(C3=C(C=CO3)C4=C2OC(=CC4=O)C5=CC=CC=C5)OC1(C)C
SMILES (Isomeric) CC(=O)O[C@@H]1[C@@H]2[C@@H](C3=C(C=CO3)C4=C2OC(=CC4=O)C5=CC=CC=C5)OC1(C)C
InChI InChI=1S/C23H20O6/c1-12(24)27-22-18-20-17(14-9-10-26-19(14)21(18)29-23(22,2)3)15(25)11-16(28-20)13-7-5-4-6-8-13/h4-11,18,21-22H,1-3H3/t18-,21-,22+/m0/s1
InChI Key LRKIXOZDMXDDBU-YUXAGFNASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H20O6
Molecular Weight 392.40 g/mol
Exact Mass 392.12598835 g/mol
Topological Polar Surface Area (TPSA) 75.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 4.45
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(7S,10R,11S)-9,9-dimethyl-16-oxo-14-phenyl-5,8,13-trioxatetracyclo[10.4.0.02,6.07,11]hexadeca-1(12),2(6),3,14-tetraen-10-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 + 0.9843 98.43%
Caco-2 + 0.5715 57.15%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7494 74.94%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8989 89.89%
OATP1B3 inhibitior + 0.9349 93.49%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8277 82.77%
P-glycoprotein inhibitior + 0.9016 90.16%
P-glycoprotein substrate - 0.7683 76.83%
CYP3A4 substrate + 0.6244 62.44%
CYP2C9 substrate - 0.5844 58.44%
CYP2D6 substrate - 0.8899 88.99%
CYP3A4 inhibition + 0.6674 66.74%
CYP2C9 inhibition + 0.5000 50.00%
CYP2C19 inhibition + 0.5563 55.63%
CYP2D6 inhibition - 0.9187 91.87%
CYP1A2 inhibition - 0.6537 65.37%
CYP2C8 inhibition + 0.7597 75.97%
CYP inhibitory promiscuity + 0.5975 59.75%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Danger 0.3718 37.18%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.8715 87.15%
Skin irritation - 0.8147 81.47%
Skin corrosion - 0.9518 95.18%
Ames mutagenesis - 0.5837 58.37%
Human Ether-a-go-go-Related Gene inhibition + 0.8538 85.38%
Micronuclear + 0.6500 65.00%
Hepatotoxicity - 0.5824 58.24%
skin sensitisation - 0.8585 85.85%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.5667 56.67%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity + 0.5718 57.18%
Acute Oral Toxicity (c) III 0.6225 62.25%
Estrogen receptor binding + 0.9155 91.55%
Androgen receptor binding + 0.8487 84.87%
Thyroid receptor binding + 0.6325 63.25%
Glucocorticoid receptor binding + 0.7200 72.00%
Aromatase binding + 0.6310 63.10%
PPAR gamma + 0.7409 74.09%
Honey bee toxicity - 0.7548 75.48%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9900 99.00%

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%
CHEMBL2581 P07339 Cathepsin D 98.44% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.54% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.74% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.00% 85.14%
CHEMBL221 P23219 Cyclooxygenase-1 91.52% 90.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 91.46% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.25% 95.56%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 90.84% 94.62%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.81% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.42% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.84% 99.23%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 86.29% 83.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.38% 97.28%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.14% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.06% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.20% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 80.14% 91.19%

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.
Diospyros ebenum
Diospyros ferrea
Tephrosia hookeriana

Cross-Links

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PubChem 162893780
LOTUS LTS0160769
wikiData Q104982420