4-[(2R,3aS,6S,6aS)-2-(4-methoxyphenyl)-2,3,3a,4,6,6a-hexahydrofuro[2,3-c]furan-6-yl]-8-methoxy-[1,3]dioxolo[4,5-f][1,3]benzodioxole

Details

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Internal ID edc452cb-f4ce-429c-9ed3-957d6da68767
Taxonomy Organoheterocyclic compounds > Benzodioxoles
IUPAC Name 4-[(2R,3aS,6S,6aS)-2-(4-methoxyphenyl)-2,3,3a,4,6,6a-hexahydrofuro[2,3-c]furan-6-yl]-8-methoxy-[1,3]dioxolo[4,5-f][1,3]benzodioxole
SMILES (Canonical) COC1=CC=C(C=C1)C2CC3COC(C3O2)C4=C5C(=C(C6=C4OCO6)OC)OCO5
SMILES (Isomeric) COC1=CC=C(C=C1)[C@H]2C[C@H]3CO[C@H]([C@H]3O2)C4=C5C(=C(C6=C4OCO6)OC)OCO5
InChI InChI=1S/C22H22O8/c1-23-13-5-3-11(4-6-13)14-7-12-8-25-17(16(12)30-14)15-18-21(28-9-26-18)20(24-2)22-19(15)27-10-29-22/h3-6,12,14,16-17H,7-10H2,1-2H3/t12-,14+,16-,17-/m0/s1
InChI Key KKFPSXMQLNIAJC-YVVXQTMVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H22O8
Molecular Weight 414.40 g/mol
Exact Mass 414.13146766 g/mol
Topological Polar Surface Area (TPSA) 73.80 Ų
XlogP 2.80
Atomic LogP (AlogP) 3.38
H-Bond Acceptor 8
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-[(2R,3aS,6S,6aS)-2-(4-methoxyphenyl)-2,3,3a,4,6,6a-hexahydrofuro[2,3-c]furan-6-yl]-8-methoxy-[1,3]dioxolo[4,5-f][1,3]benzodioxole

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9908 99.08%
Caco-2 + 0.6475 64.75%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6861 68.61%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9190 91.90%
OATP1B3 inhibitior + 0.9361 93.61%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9260 92.60%
P-glycoprotein inhibitior + 0.7121 71.21%
P-glycoprotein substrate - 0.8135 81.35%
CYP3A4 substrate + 0.5931 59.31%
CYP2C9 substrate - 0.8149 81.49%
CYP2D6 substrate + 0.3817 38.17%
CYP3A4 inhibition + 0.8555 85.55%
CYP2C9 inhibition + 0.9038 90.38%
CYP2C19 inhibition + 0.9348 93.48%
CYP2D6 inhibition + 0.7586 75.86%
CYP1A2 inhibition + 0.5529 55.29%
CYP2C8 inhibition - 0.5589 55.89%
CYP inhibitory promiscuity + 0.9382 93.82%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9108 91.08%
Carcinogenicity (trinary) Warning 0.4004 40.04%
Eye corrosion - 0.9831 98.31%
Eye irritation - 0.8017 80.17%
Skin irritation - 0.8230 82.30%
Skin corrosion - 0.9697 96.97%
Ames mutagenesis + 0.7646 76.46%
Human Ether-a-go-go-Related Gene inhibition + 0.8426 84.26%
Micronuclear + 0.7359 73.59%
Hepatotoxicity - 0.7250 72.50%
skin sensitisation - 0.5868 58.68%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.8102 81.02%
Acute Oral Toxicity (c) III 0.7626 76.26%
Estrogen receptor binding + 0.8346 83.46%
Androgen receptor binding + 0.6975 69.75%
Thyroid receptor binding + 0.6450 64.50%
Glucocorticoid receptor binding + 0.7089 70.89%
Aromatase binding - 0.6064 60.64%
PPAR gamma + 0.7488 74.88%
Honey bee toxicity - 0.8224 82.24%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6600 66.00%
Fish aquatic toxicity + 0.8528 85.28%

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
CHEMBL3137262 O60341 LSD1/CoREST complex 97.07% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.14% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.42% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.31% 95.56%
CHEMBL2039 P27338 Monoamine oxidase B 90.23% 92.51%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.89% 93.99%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.12% 92.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.89% 97.14%
CHEMBL4040 P28482 MAP kinase ERK2 82.38% 83.82%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.94% 94.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.72% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.97% 86.33%
CHEMBL4208 P20618 Proteasome component C5 80.81% 90.00%
CHEMBL226 P30542 Adenosine A1 receptor 80.79% 95.93%

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.
Commiphora wightii

Cross-Links

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PubChem 9549055
LOTUS LTS0049597
wikiData Q104888438