(-)-Oxypeucedanin; (S)-(-)-Oxypeucedanin; Oxypeucedanin, (-)-

Details

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Internal ID 652fbabf-4df7-46f5-bda1-d6da53ea480a
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins
IUPAC Name 5-[(3,3-dimethyloxiran-2-yl)methoxy]-3,7-dihydrofuro[3,2-g]chromen-2-one
SMILES (Canonical) CC1(C(O1)COC2=CCOC3=C2C=C4CC(=O)OC4=C3)C
SMILES (Isomeric) CC1(C(O1)COC2=CCOC3=C2C=C4CC(=O)OC4=C3)C
InChI InChI=1S/C16H16O5/c1-16(2)14(21-16)8-19-11-3-4-18-13-7-12-9(5-10(11)13)6-15(17)20-12/h3,5,7,14H,4,6,8H2,1-2H3
InChI Key KUEXEFAECRHRKN-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C16H16O5
Molecular Weight 288.29 g/mol
Exact Mass 288.09977361 g/mol
Topological Polar Surface Area (TPSA) 57.30 Ų
XlogP 1.70
Atomic LogP (AlogP) 2.08
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (-)-Oxypeucedanin; (S)-(-)-Oxypeucedanin; Oxypeucedanin, (-)-

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9882 98.82%
Caco-2 + 0.7458 74.58%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.7892 78.92%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9030 90.30%
OATP1B3 inhibitior + 0.9149 91.49%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8510 85.10%
P-glycoprotein inhibitior - 0.7267 72.67%
P-glycoprotein substrate - 0.7028 70.28%
CYP3A4 substrate + 0.5635 56.35%
CYP2C9 substrate - 0.6150 61.50%
CYP2D6 substrate - 0.8023 80.23%
CYP3A4 inhibition - 0.6365 63.65%
CYP2C9 inhibition - 0.6810 68.10%
CYP2C19 inhibition + 0.7438 74.38%
CYP2D6 inhibition - 0.8044 80.44%
CYP1A2 inhibition - 0.5208 52.08%
CYP2C8 inhibition - 0.7153 71.53%
CYP inhibitory promiscuity + 0.6990 69.90%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5764 57.64%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.7115 71.15%
Skin irritation - 0.7755 77.55%
Skin corrosion - 0.9406 94.06%
Ames mutagenesis - 0.5954 59.54%
Human Ether-a-go-go-Related Gene inhibition - 0.5887 58.87%
Micronuclear - 0.5900 59.00%
Hepatotoxicity + 0.5875 58.75%
skin sensitisation + 0.4874 48.74%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity + 0.6636 66.36%
Acute Oral Toxicity (c) III 0.3916 39.16%
Estrogen receptor binding + 0.8311 83.11%
Androgen receptor binding - 0.5282 52.82%
Thyroid receptor binding + 0.6939 69.39%
Glucocorticoid receptor binding + 0.8528 85.28%
Aromatase binding + 0.6700 67.00%
PPAR gamma + 0.6498 64.98%
Honey bee toxicity - 0.8259 82.59%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9899 98.99%

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 98.10% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.38% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.69% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.02% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.20% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.37% 97.25%
CHEMBL2581 P07339 Cathepsin D 87.03% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.58% 89.00%
CHEMBL4208 P20618 Proteasome component C5 86.24% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.92% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 85.20% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.07% 100.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.80% 89.34%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.28% 96.61%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.26% 94.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.42% 96.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.21% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.37% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.03% 90.71%

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.
Angelica dahurica
Paeonia suffruticosa

Cross-Links

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PubChem 53398748
NPASS NPC272016