Methyl 11'-hydroxy-2,2,2',6',9',11'-hexamethyl-13'-methylidene-6,10',12'-trioxospiro[pyran-3,5'-tricyclo[7.3.1.02,7]tridec-6-ene]-1'-carboxylate

Details

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Internal ID 3a7c628b-d630-47b2-9be4-4fb67fb600ae
Taxonomy Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
IUPAC Name methyl 11'-hydroxy-2,2,2',6',9',11'-hexamethyl-13'-methylidene-6,10',12'-trioxospiro[pyran-3,5'-tricyclo[7.3.1.02,7]tridec-6-ene]-1'-carboxylate
SMILES (Canonical) CC1=C2CC3(C(=C)C(C2(CCC14C=CC(=O)OC4(C)C)C)(C(=O)C(C3=O)(C)O)C(=O)OC)C
SMILES (Isomeric) CC1=C2CC3(C(=C)C(C2(CCC14C=CC(=O)OC4(C)C)C)(C(=O)C(C3=O)(C)O)C(=O)OC)C
InChI InChI=1S/C26H32O7/c1-14-16-13-22(5)15(2)26(20(30)32-8,19(29)24(7,31)18(22)28)23(16,6)11-12-25(14)10-9-17(27)33-21(25,3)4/h9-10,31H,2,11-13H2,1,3-8H3
InChI Key HYHJAMQARBFCBV-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H32O7
Molecular Weight 456.50 g/mol
Exact Mass 456.21480336 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 3.01
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Methyl 11'-hydroxy-2,2,2',6',9',11'-hexamethyl-13'-methylidene-6,10',12'-trioxospiro[pyran-3,5'-tricyclo[7.3.1.02,7]tridec-6-ene]-1'-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9570 95.70%
Caco-2 - 0.5785 57.85%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7585 75.85%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8656 86.56%
OATP1B3 inhibitior + 0.8474 84.74%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior - 0.4544 45.44%
P-glycoprotein substrate - 0.6247 62.47%
CYP3A4 substrate + 0.6781 67.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8894 88.94%
CYP3A4 inhibition - 0.5375 53.75%
CYP2C9 inhibition - 0.7906 79.06%
CYP2C19 inhibition - 0.7880 78.80%
CYP2D6 inhibition - 0.9215 92.15%
CYP1A2 inhibition + 0.5172 51.72%
CYP2C8 inhibition + 0.4552 45.52%
CYP inhibitory promiscuity - 0.9206 92.06%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6631 66.31%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.8427 84.27%
Skin irritation - 0.5429 54.29%
Skin corrosion - 0.9382 93.82%
Ames mutagenesis - 0.5570 55.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5171 51.71%
Micronuclear - 0.7100 71.00%
Hepatotoxicity + 0.5377 53.77%
skin sensitisation - 0.7439 74.39%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.4939 49.39%
Acute Oral Toxicity (c) III 0.6405 64.05%
Estrogen receptor binding + 0.6639 66.39%
Androgen receptor binding + 0.6955 69.55%
Thyroid receptor binding + 0.7213 72.13%
Glucocorticoid receptor binding + 0.6822 68.22%
Aromatase binding + 0.7842 78.42%
PPAR gamma + 0.5818 58.18%
Honey bee toxicity - 0.8381 83.81%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9951 99.51%

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 95.92% 94.45%
CHEMBL1951 P21397 Monoamine oxidase A 94.39% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.96% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.22% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.71% 94.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.71% 91.07%
CHEMBL4208 P20618 Proteasome component C5 86.19% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.80% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.95% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.96% 96.77%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.64% 97.33%
CHEMBL2581 P07339 Cathepsin D 80.05% 98.95%

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.
Melia azedarach

Cross-Links

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PubChem 162843612
LOTUS LTS0165803
wikiData Q105035316