4-[3-(1,3-Benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenol

Details

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Internal ID 87ebe833-0b65-485b-a643-4a378f2f79b5
Taxonomy Lignans, neolignans and related compounds > Furanoid lignans
IUPAC Name 4-[3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenol
SMILES (Canonical) COC1=CC(=CC(=C1O)OC)C2C3COC(C3CO2)C4=CC5=C(C=C4)OCO5
SMILES (Isomeric) COC1=CC(=CC(=C1O)OC)C2C3COC(C3CO2)C4=CC5=C(C=C4)OCO5
InChI InChI=1S/C21H22O7/c1-23-17-6-12(7-18(24-2)19(17)22)21-14-9-25-20(13(14)8-26-21)11-3-4-15-16(5-11)28-10-27-15/h3-7,13-14,20-22H,8-10H2,1-2H3
InChI Key WQXZSCSXVJCPOG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H22O7
Molecular Weight 386.40 g/mol
Exact Mass 386.13655304 g/mol
Topological Polar Surface Area (TPSA) 75.60 Ų
XlogP 2.50
Atomic LogP (AlogP) 3.21
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-[3-(1,3-Benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9832 98.32%
Caco-2 + 0.6291 62.91%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7830 78.30%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8678 86.78%
OATP1B3 inhibitior + 0.9640 96.40%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.7614 76.14%
P-glycoprotein inhibitior + 0.6840 68.40%
P-glycoprotein substrate - 0.8768 87.68%
CYP3A4 substrate + 0.5238 52.38%
CYP2C9 substrate - 0.7953 79.53%
CYP2D6 substrate + 0.3482 34.82%
CYP3A4 inhibition + 0.8993 89.93%
CYP2C9 inhibition + 0.8798 87.98%
CYP2C19 inhibition + 0.9062 90.62%
CYP2D6 inhibition + 0.6146 61.46%
CYP1A2 inhibition - 0.5102 51.02%
CYP2C8 inhibition - 0.5675 56.75%
CYP inhibitory promiscuity + 0.8843 88.43%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9008 90.08%
Carcinogenicity (trinary) Non-required 0.4375 43.75%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.7751 77.51%
Skin irritation - 0.8154 81.54%
Skin corrosion - 0.9674 96.74%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6767 67.67%
Micronuclear + 0.7400 74.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.7006 70.06%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.8505 85.05%
Acute Oral Toxicity (c) III 0.6236 62.36%
Estrogen receptor binding + 0.8382 83.82%
Androgen receptor binding + 0.7342 73.42%
Thyroid receptor binding + 0.7017 70.17%
Glucocorticoid receptor binding + 0.7240 72.40%
Aromatase binding - 0.6092 60.92%
PPAR gamma + 0.7439 74.39%
Honey bee toxicity - 0.8772 87.72%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9828 98.28%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.19% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.28% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.38% 85.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 92.64% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.97% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.26% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.16% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.57% 86.33%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 88.86% 89.62%
CHEMBL3438 Q05513 Protein kinase C zeta 88.85% 88.48%
CHEMBL2581 P07339 Cathepsin D 86.36% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.34% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.55% 94.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.06% 96.00%
CHEMBL2535 P11166 Glucose transporter 81.55% 98.75%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 80.67% 85.49%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.19% 96.77%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.13% 92.94%

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.
Peperomia heyneana

Cross-Links

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PubChem 162859678
LOTUS LTS0186267
wikiData Q105311062