(8S)-8-[(E)-4-hydroperoxy-4-methylpent-2-enyl]-8-methylpyrano[2,3-f]chromen-2-one

Details

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Internal ID 28147150-4208-402d-a95a-c9c85ddeb0f2
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
IUPAC Name (8S)-8-[(E)-4-hydroperoxy-4-methylpent-2-enyl]-8-methylpyrano[2,3-f]chromen-2-one
SMILES (Canonical) CC1(C=CC2=C(O1)C=CC3=C2OC(=O)C=C3)CC=CC(C)(C)OO
SMILES (Isomeric) C[C@@]1(C=CC2=C(O1)C=CC3=C2OC(=O)C=C3)C/C=C/C(C)(C)OO
InChI InChI=1S/C19H20O5/c1-18(2,24-21)10-4-11-19(3)12-9-14-15(23-19)7-5-13-6-8-16(20)22-17(13)14/h4-10,12,21H,11H2,1-3H3/b10-4+/t19-/m0/s1
InChI Key JYTYDMHUCUHCFK-KBMDHIKASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H20O5
Molecular Weight 328.40 g/mol
Exact Mass 328.13107373 g/mol
Topological Polar Surface Area (TPSA) 65.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 4.17
H-Bond Acceptor 5
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 (8S)-8-[(E)-4-hydroperoxy-4-methylpent-2-enyl]-8-methylpyrano[2,3-f]chromen-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 + 0.9667 96.67%
Caco-2 + 0.5693 56.93%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6485 64.85%
OATP2B1 inhibitior - 0.8587 85.87%
OATP1B1 inhibitior + 0.8603 86.03%
OATP1B3 inhibitior + 0.9081 90.81%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9863 98.63%
P-glycoprotein inhibitior - 0.5062 50.62%
P-glycoprotein substrate - 0.7936 79.36%
CYP3A4 substrate + 0.5617 56.17%
CYP2C9 substrate - 0.6381 63.81%
CYP2D6 substrate - 0.8137 81.37%
CYP3A4 inhibition - 0.6759 67.59%
CYP2C9 inhibition - 0.5507 55.07%
CYP2C19 inhibition - 0.6324 63.24%
CYP2D6 inhibition - 0.8744 87.44%
CYP1A2 inhibition - 0.6633 66.33%
CYP2C8 inhibition + 0.4647 46.47%
CYP inhibitory promiscuity - 0.6567 65.67%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8713 87.13%
Carcinogenicity (trinary) Non-required 0.4924 49.24%
Eye corrosion - 0.9785 97.85%
Eye irritation - 0.8843 88.43%
Skin irritation - 0.8036 80.36%
Skin corrosion - 0.9473 94.73%
Ames mutagenesis + 0.6246 62.46%
Human Ether-a-go-go-Related Gene inhibition + 0.6457 64.57%
Micronuclear - 0.6000 60.00%
Hepatotoxicity + 0.6726 67.26%
skin sensitisation - 0.7518 75.18%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.6000 60.00%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.5658 56.58%
Acute Oral Toxicity (c) III 0.5487 54.87%
Estrogen receptor binding + 0.9618 96.18%
Androgen receptor binding + 0.6293 62.93%
Thyroid receptor binding + 0.6796 67.96%
Glucocorticoid receptor binding + 0.8850 88.50%
Aromatase binding + 0.8524 85.24%
PPAR gamma + 0.8324 83.24%
Honey bee toxicity - 0.8508 85.08%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9845 98.45%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.28% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.98% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.40% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.76% 86.33%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 91.01% 89.34%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 90.61% 85.30%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.21% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 87.78% 94.73%
CHEMBL1937 Q92769 Histone deacetylase 2 86.70% 94.75%
CHEMBL4208 P20618 Proteasome component C5 85.03% 90.00%
CHEMBL240 Q12809 HERG 83.08% 89.76%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.95% 97.25%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.00% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.55% 99.23%

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.
Boronia lanceolata

Cross-Links

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PubChem 162856192
LOTUS LTS0096343
wikiData Q105137208