[(3S,4R,5S)-5-(1,3-benzodioxol-5-yl)-4-(hydroxymethyl)oxolan-3-yl]-(4-methoxy-1,3-benzodioxol-5-yl)methanone

Details

Top
Internal ID 2fb10a9c-d3eb-4e9a-91f4-8a80dc9a66e2
Taxonomy Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,9-epoxylignans
IUPAC Name [(3S,4R,5S)-5-(1,3-benzodioxol-5-yl)-4-(hydroxymethyl)oxolan-3-yl]-(4-methoxy-1,3-benzodioxol-5-yl)methanone
SMILES (Canonical) COC1=C(C=CC2=C1OCO2)C(=O)C3COC(C3CO)C4=CC5=C(C=C4)OCO5
SMILES (Isomeric) COC1=C(C=CC2=C1OCO2)C(=O)[C@@H]3CO[C@@H]([C@H]3CO)C4=CC5=C(C=C4)OCO5
InChI InChI=1S/C21H20O8/c1-24-20-12(3-5-16-21(20)29-10-27-16)18(23)14-8-25-19(13(14)7-22)11-2-4-15-17(6-11)28-9-26-15/h2-6,13-14,19,22H,7-10H2,1H3/t13-,14+,19+/m0/s1
InChI Key HRDPOIAEGBHOIR-IQUTYRLHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C21H20O8
Molecular Weight 400.40 g/mol
Exact Mass 400.11581759 g/mol
Topological Polar Surface Area (TPSA) 92.70 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.33
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(3S,4R,5S)-5-(1,3-benzodioxol-5-yl)-4-(hydroxymethyl)oxolan-3-yl]-(4-methoxy-1,3-benzodioxol-5-yl)methanone

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9713 97.13%
Caco-2 - 0.5200 52.00%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8129 81.29%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8893 88.93%
OATP1B3 inhibitior + 0.9700 97.00%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9302 93.02%
P-glycoprotein inhibitior + 0.7676 76.76%
P-glycoprotein substrate - 0.8666 86.66%
CYP3A4 substrate + 0.5567 55.67%
CYP2C9 substrate - 0.8038 80.38%
CYP2D6 substrate - 0.7958 79.58%
CYP3A4 inhibition + 0.8871 88.71%
CYP2C9 inhibition + 0.8228 82.28%
CYP2C19 inhibition + 0.8220 82.20%
CYP2D6 inhibition - 0.6492 64.92%
CYP1A2 inhibition - 0.6669 66.69%
CYP2C8 inhibition + 0.4681 46.81%
CYP inhibitory promiscuity + 0.8809 88.09%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.4656 46.56%
Eye corrosion - 0.9869 98.69%
Eye irritation - 0.9148 91.48%
Skin irritation - 0.7810 78.10%
Skin corrosion - 0.9620 96.20%
Ames mutagenesis + 0.6492 64.92%
Human Ether-a-go-go-Related Gene inhibition - 0.4075 40.75%
Micronuclear + 0.6559 65.59%
Hepatotoxicity - 0.6512 65.12%
skin sensitisation - 0.7939 79.39%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.6723 67.23%
Acute Oral Toxicity (c) III 0.5168 51.68%
Estrogen receptor binding + 0.8268 82.68%
Androgen receptor binding + 0.8276 82.76%
Thyroid receptor binding - 0.5164 51.64%
Glucocorticoid receptor binding + 0.6935 69.35%
Aromatase binding - 0.7210 72.10%
PPAR gamma + 0.7192 71.92%
Honey bee toxicity - 0.8376 83.76%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6455 64.55%
Fish aquatic toxicity + 0.9750 97.50%

Targets

Top

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 98.22% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.89% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.36% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.03% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.64% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.06% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.79% 92.62%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 89.07% 94.80%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.72% 86.33%
CHEMBL2535 P11166 Glucose transporter 87.66% 98.75%
CHEMBL2581 P07339 Cathepsin D 85.65% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.15% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 84.00% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.54% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 82.20% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.39% 89.00%

Plants that contains it

Top
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.
Vitex altissima

Cross-Links

Top
PubChem 11632717
LOTUS LTS0142369
wikiData Q105032598