(+)-Peusedanol

Details

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Internal ID 42872f3c-3ace-4263-9e76-e65f3497d718
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 7-hydroxycoumarins
IUPAC Name 6-[(2R)-2,3-dihydroxy-3-methylbutyl]-7-hydroxychromen-2-one
SMILES (Canonical) CC(C)(C(CC1=C(C=C2C(=C1)C=CC(=O)O2)O)O)O
SMILES (Isomeric) CC(C)([C@@H](CC1=C(C=C2C(=C1)C=CC(=O)O2)O)O)O
InChI InChI=1S/C14H16O5/c1-14(2,18)12(16)6-9-5-8-3-4-13(17)19-11(8)7-10(9)15/h3-5,7,12,15-16,18H,6H2,1-2H3/t12-/m1/s1
InChI Key WRTWKAQFZYXAEJ-GFCCVEGCSA-N
Popularity 7 references in papers

Physical and Chemical Properties

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Molecular Formula C14H16O5
Molecular Weight 264.27 g/mol
Exact Mass 264.09977361 g/mol
Topological Polar Surface Area (TPSA) 87.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 1.17
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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20516-23-8
(+)-Peucedanol
6-[(2R)-2,3-dihydroxy-3-methylbutyl]-7-hydroxychromen-2-one
HY-N6063
AKOS037514774
MS-23728
CS-0032277

2D Structure

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2D Structure of (+)-Peusedanol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9698 96.98%
Caco-2 + 0.5000 50.00%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7125 71.25%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9033 90.33%
OATP1B3 inhibitior + 0.9346 93.46%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.7079 70.79%
P-glycoprotein inhibitior - 0.9620 96.20%
P-glycoprotein substrate - 0.8421 84.21%
CYP3A4 substrate - 0.5955 59.55%
CYP2C9 substrate - 0.5914 59.14%
CYP2D6 substrate - 0.8199 81.99%
CYP3A4 inhibition - 0.9389 93.89%
CYP2C9 inhibition - 0.9388 93.88%
CYP2C19 inhibition - 0.9234 92.34%
CYP2D6 inhibition - 0.9241 92.41%
CYP1A2 inhibition - 0.6722 67.22%
CYP2C8 inhibition - 0.8359 83.59%
CYP inhibitory promiscuity - 0.9632 96.32%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6656 66.56%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.7562 75.62%
Skin irritation - 0.6993 69.93%
Skin corrosion - 0.9034 90.34%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5912 59.12%
Micronuclear - 0.5141 51.41%
Hepatotoxicity - 0.6092 60.92%
skin sensitisation - 0.7922 79.22%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.6480 64.80%
Acute Oral Toxicity (c) III 0.6036 60.36%
Estrogen receptor binding + 0.7239 72.39%
Androgen receptor binding + 0.5459 54.59%
Thyroid receptor binding + 0.5373 53.73%
Glucocorticoid receptor binding + 0.7334 73.34%
Aromatase binding + 0.5645 56.45%
PPAR gamma + 0.8014 80.14%
Honey bee toxicity - 0.9226 92.26%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9611 96.11%

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 98.34% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.07% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 92.84% 94.73%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.20% 90.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.01% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.83% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.96% 99.15%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.88% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.75% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.35% 85.14%
CHEMBL4581 P52732 Kinesin-like protein 1 81.26% 93.18%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.00% 97.25%
CHEMBL2535 P11166 Glucose transporter 80.93% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.73% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.06% 86.33%

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.
Heracleum candicans
Peucedanum japonicum

Cross-Links

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PubChem 15296614
NPASS NPC303117
LOTUS LTS0081935
wikiData Q105311579