2,5-Bis(1,3-benzodioxol-5-yl)-3,6-dioxabicyclo[3.2.1]octan-8-one

Details

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Internal ID f1b9409f-f931-4699-b7ec-c4ba3c776ae9
Taxonomy Organoheterocyclic compounds > Benzodioxoles
IUPAC Name 2,5-bis(1,3-benzodioxol-5-yl)-3,6-dioxabicyclo[3.2.1]octan-8-one
SMILES (Canonical) C1C2C(OCC(C2=O)(O1)C3=CC4=C(C=C3)OCO4)C5=CC6=C(C=C5)OCO6
SMILES (Isomeric) C1C2C(OCC(C2=O)(O1)C3=CC4=C(C=C3)OCO4)C5=CC6=C(C=C5)OCO6
InChI InChI=1S/C20H16O7/c21-19-13-7-27-20(19,12-2-4-15-17(6-12)26-10-24-15)8-22-18(13)11-1-3-14-16(5-11)25-9-23-14/h1-6,13,18H,7-10H2
InChI Key NNFGXXXVGRYOSF-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H16O7
Molecular Weight 368.30 g/mol
Exact Mass 368.08960285 g/mol
Topological Polar Surface Area (TPSA) 72.50 Ų
XlogP 2.00
Atomic LogP (AlogP) 2.33
H-Bond Acceptor 7
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 2,5-Bis(1,3-benzodioxol-5-yl)-3,6-dioxabicyclo[3.2.1]octan-8-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9873 98.73%
Caco-2 - 0.5651 56.51%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7940 79.40%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9217 92.17%
OATP1B3 inhibitior + 0.9557 95.57%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8099 80.99%
P-glycoprotein inhibitior + 0.6135 61.35%
P-glycoprotein substrate - 0.9250 92.50%
CYP3A4 substrate + 0.5137 51.37%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7667 76.67%
CYP3A4 inhibition + 0.8634 86.34%
CYP2C9 inhibition - 0.6193 61.93%
CYP2C19 inhibition + 0.7130 71.30%
CYP2D6 inhibition - 0.6467 64.67%
CYP1A2 inhibition - 0.7536 75.36%
CYP2C8 inhibition - 0.8707 87.07%
CYP inhibitory promiscuity + 0.5246 52.46%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5078 50.78%
Eye corrosion - 0.9850 98.50%
Eye irritation - 0.6365 63.65%
Skin irritation - 0.7778 77.78%
Skin corrosion - 0.9461 94.61%
Ames mutagenesis + 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4325 43.25%
Micronuclear + 0.6500 65.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.7897 78.97%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.5190 51.90%
Estrogen receptor binding + 0.9102 91.02%
Androgen receptor binding + 0.8140 81.40%
Thyroid receptor binding + 0.6066 60.66%
Glucocorticoid receptor binding + 0.7570 75.70%
Aromatase binding + 0.5302 53.02%
PPAR gamma + 0.7130 71.30%
Honey bee toxicity - 0.6329 63.29%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9799 97.99%

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 98.79% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.43% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.27% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.38% 96.77%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 93.38% 94.80%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.23% 95.56%
CHEMBL2581 P07339 Cathepsin D 91.97% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.88% 85.14%
CHEMBL325 Q13547 Histone deacetylase 1 89.58% 95.92%
CHEMBL4040 P28482 MAP kinase ERK2 89.41% 83.82%
CHEMBL1937 Q92769 Histone deacetylase 2 88.94% 94.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.41% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.51% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.35% 92.62%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 83.10% 80.96%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.05% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.68% 99.23%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 80.39% 93.40%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 80.10% 89.44%

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.
Gmelina arborea

Cross-Links

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PubChem 73830452
LOTUS LTS0171270
wikiData Q105182106