(3R,4S)-3-(1,3-benzodioxole-5-carbonyl)-4-(1,3-benzodioxol-5-ylmethyl)oxolan-2-one

Details

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Internal ID 9260c1a2-a453-4928-a4ab-36a547708216
Taxonomy Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 9,9-epoxylignans > Dibenzylbutyrolactone lignans
IUPAC Name (3R,4S)-3-(1,3-benzodioxole-5-carbonyl)-4-(1,3-benzodioxol-5-ylmethyl)oxolan-2-one
SMILES (Canonical) C1C(C(C(=O)O1)C(=O)C2=CC3=C(C=C2)OCO3)CC4=CC5=C(C=C4)OCO5
SMILES (Isomeric) C1[C@H]([C@@H](C(=O)O1)C(=O)C2=CC3=C(C=C2)OCO3)CC4=CC5=C(C=C4)OCO5
InChI InChI=1S/C20H16O7/c21-19(12-2-4-15-17(7-12)27-10-25-15)18-13(8-23-20(18)22)5-11-1-3-14-16(6-11)26-9-24-14/h1-4,6-7,13,18H,5,8-10H2/t13-,18-/m1/s1
InChI Key NJTZMJYMSGEBJC-FZKQIMNGSA-N
Popularity 0 references 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) 80.30 Ų
XlogP 3.30
Atomic LogP (AlogP) 2.36
H-Bond Acceptor 7
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 (3R,4S)-3-(1,3-benzodioxole-5-carbonyl)-4-(1,3-benzodioxol-5-ylmethyl)oxolan-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9859 98.59%
Caco-2 - 0.5570 55.70%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7173 71.73%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9275 92.75%
OATP1B3 inhibitior + 0.9595 95.95%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8747 87.47%
P-glycoprotein inhibitior + 0.6711 67.11%
P-glycoprotein substrate - 0.8901 89.01%
CYP3A4 substrate - 0.5357 53.57%
CYP2C9 substrate + 0.6259 62.59%
CYP2D6 substrate - 0.8315 83.15%
CYP3A4 inhibition + 0.6550 65.50%
CYP2C9 inhibition + 0.8063 80.63%
CYP2C19 inhibition + 0.8322 83.22%
CYP2D6 inhibition - 0.5540 55.40%
CYP1A2 inhibition + 0.6482 64.82%
CYP2C8 inhibition - 0.7783 77.83%
CYP inhibitory promiscuity + 0.7300 73.00%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9143 91.43%
Carcinogenicity (trinary) Non-required 0.4461 44.61%
Eye corrosion - 0.9766 97.66%
Eye irritation - 0.5452 54.52%
Skin irritation - 0.6341 63.41%
Skin corrosion - 0.9249 92.49%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4451 44.51%
Micronuclear + 0.7033 70.33%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation + 0.4885 48.85%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity - 0.5111 51.11%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.4742 47.42%
Acute Oral Toxicity (c) III 0.6484 64.84%
Estrogen receptor binding + 0.8974 89.74%
Androgen receptor binding + 0.7412 74.12%
Thyroid receptor binding - 0.5141 51.41%
Glucocorticoid receptor binding + 0.6402 64.02%
Aromatase binding - 0.5209 52.09%
PPAR gamma + 0.7453 74.53%
Honey bee toxicity - 0.9044 90.44%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6552 65.52%
Fish aquatic toxicity + 0.9789 97.89%

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 98.21% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.24% 96.77%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 97.02% 94.80%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.51% 94.45%
CHEMBL2581 P07339 Cathepsin D 92.62% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 92.62% 83.82%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.34% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.11% 92.62%
CHEMBL4208 P20618 Proteasome component C5 88.96% 90.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.23% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.10% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.78% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.78% 97.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.96% 93.00%
CHEMBL261 P00915 Carbonic anhydrase I 83.71% 96.76%
CHEMBL3401 O75469 Pregnane X receptor 82.24% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.87% 95.89%

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.
Calocedrus formosana
Juniperus chinensis

Cross-Links

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PubChem 101154383
LOTUS LTS0166190
wikiData Q104401910