[(9R,10R)-9-hydroxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] (2R)-2-methylbutanoate

Details

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Internal ID f20895e7-dcf0-461b-9d93-927f9f31569a
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
IUPAC Name [(9R,10R)-9-hydroxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] (2R)-2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1C(C(OC2=C1C3=C(C=C2)C=CC(=O)O3)(C)C)O
SMILES (Isomeric) CC[C@@H](C)C(=O)O[C@H]1[C@H](C(OC2=C1C3=C(C=C2)C=CC(=O)O3)(C)C)O
InChI InChI=1S/C19H22O6/c1-5-10(2)18(22)24-16-14-12(25-19(3,4)17(16)21)8-6-11-7-9-13(20)23-15(11)14/h6-10,16-17,21H,5H2,1-4H3/t10-,16-,17-/m1/s1
InChI Key TWKADGWDAZRLNV-FDOKIQAASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H22O6
Molecular Weight 346.40 g/mol
Exact Mass 346.14163842 g/mol
Topological Polar Surface Area (TPSA) 82.10 Ų
XlogP 2.80
Atomic LogP (AlogP) 2.96
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(9R,10R)-9-hydroxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] (2R)-2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9590 95.90%
Caco-2 + 0.7384 73.84%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6928 69.28%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8941 89.41%
OATP1B3 inhibitior + 0.9068 90.68%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6292 62.92%
P-glycoprotein inhibitior - 0.4390 43.90%
P-glycoprotein substrate - 0.7864 78.64%
CYP3A4 substrate + 0.5429 54.29%
CYP2C9 substrate - 0.8024 80.24%
CYP2D6 substrate - 0.8245 82.45%
CYP3A4 inhibition - 0.8299 82.99%
CYP2C9 inhibition - 0.5631 56.31%
CYP2C19 inhibition - 0.7977 79.77%
CYP2D6 inhibition - 0.9480 94.80%
CYP1A2 inhibition - 0.7234 72.34%
CYP2C8 inhibition - 0.6626 66.26%
CYP inhibitory promiscuity - 0.8457 84.57%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5699 56.99%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9561 95.61%
Skin irritation - 0.8212 82.12%
Skin corrosion - 0.9495 94.95%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7607 76.07%
Micronuclear + 0.5100 51.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8423 84.23%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.5556 55.56%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.7111 71.11%
Acute Oral Toxicity (c) III 0.7271 72.71%
Estrogen receptor binding + 0.7580 75.80%
Androgen receptor binding + 0.6779 67.79%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7945 79.45%
Aromatase binding - 0.4884 48.84%
PPAR gamma + 0.6435 64.35%
Honey bee toxicity - 0.8495 84.95%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.9906 99.06%

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
CHEMBL2581 P07339 Cathepsin D 97.65% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.62% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 95.86% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.70% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.67% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.60% 99.23%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.29% 97.25%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.45% 94.00%
CHEMBL221 P23219 Cyclooxygenase-1 83.26% 90.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.15% 92.62%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.81% 95.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.33% 95.56%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.26% 96.95%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 81.21% 85.30%

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.
Levisticum officinale
Musineon divaricatum

Cross-Links

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PubChem 51422443
NPASS NPC86509
LOTUS LTS0218146
wikiData Q105265865