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8,9-Dihydro-5-hydroxy-8-(1-hydroxy-1-methylethyl)-6-(2-methyl-1-oxobutyl)-4-propyl-2H-furo[2,3-h]-1-benzopyran-2-one

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 7f4da7ea-2b43-4014-bdc8-ec1361d355af
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Angular furanocoumarins
IUPAC Name 5-hydroxy-8-(2-hydroxypropan-2-yl)-6-(2-methylbutanoyl)-4-propyl-8,9-dihydrofuro[2,3-h]chromen-2-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C22H28O6/c1-6-8-12-9-15(23)28-20-13-10-14(22(4,5)26)27-21(13)17(19(25)16(12)20)18(24)11(3)7-2/h9,11,14,25-26H,6-8,10H2,1-5H3
InChI Key KTJYLXIAFCVVBF-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H28O6
Molecular Weight 388.50 g/mol
Exact Mass 388.18858861 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 4.10
Atomic LogP (AlogP) 3.75
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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30390-15-9
8,9-Dihydro-5-hydroxy-8-(1-hydroxy-1-methylethyl)-6-(2-methyl-1-oxobutyl)-4-propyl-2H-furo[2,3-h]-1-benzopyran-2-one
8,9-Dihydro-5-hydroxy-8-(1-hydroxy-1-methylethyl)-6-(2-methyl-1-oxobutyl)-4-propyl-2H-furo[2,3-h]-1-benzopyran-2-one, 9CI
8,9-Dihydro-5-hydroxy-8-(1-hydroxy-1-methylethyl)-6-(2-methyl-1-oxobutyl)-4-propyl-2H-furo(2,3-h)-1-benzopyran-2-one
8,9-Dihydro-5-hydroxy-8-(1-hydroxy-1-methylethyl)-6-(2-methyl-1-oxobutyl)-4-propyl-2H-furo(2,3-H)-1-benzopyran-2-one, 9ci
RefChem:106776
MAB 4
CHEBI:175944
DTXSID901106268
5-hydroxy-8-(2-hydroxypropan-2-yl)-6-(2-methylbutanoyl)-4-propyl-8,9-dihydrouro[2,3-h]chromen-2-one

2D Structure

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2D Structure of 8,9-Dihydro-5-hydroxy-8-(1-hydroxy-1-methylethyl)-6-(2-methyl-1-oxobutyl)-4-propyl-2H-furo[2,3-h]-1-benzopyran-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 + 0.9560 95.60%
Caco-2 + 0.5858 58.58%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8237 82.37%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7426 74.26%
OATP1B3 inhibitior - 0.2355 23.55%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.6938 69.38%
P-glycoprotein inhibitior - 0.6468 64.68%
P-glycoprotein substrate + 0.5086 50.86%
CYP3A4 substrate + 0.5914 59.14%
CYP2C9 substrate + 0.8488 84.88%
CYP2D6 substrate - 0.8539 85.39%
CYP3A4 inhibition - 0.8503 85.03%
CYP2C9 inhibition - 0.6462 64.62%
CYP2C19 inhibition - 0.7795 77.95%
CYP2D6 inhibition - 0.9206 92.06%
CYP1A2 inhibition - 0.5962 59.62%
CYP2C8 inhibition + 0.5583 55.83%
CYP inhibitory promiscuity - 0.8214 82.14%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5260 52.60%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.7865 78.65%
Skin irritation - 0.7234 72.34%
Skin corrosion - 0.8649 86.49%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4405 44.05%
Micronuclear - 0.7100 71.00%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.8573 85.73%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.8786 87.86%
Acute Oral Toxicity (c) III 0.4874 48.74%
Estrogen receptor binding + 0.7070 70.70%
Androgen receptor binding + 0.6961 69.61%
Thyroid receptor binding - 0.5811 58.11%
Glucocorticoid receptor binding + 0.7877 78.77%
Aromatase binding - 0.5118 51.18%
PPAR gamma + 0.8906 89.06%
Honey bee toxicity - 0.8811 88.11%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9893 98.93%

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 99.28% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.23% 97.25%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 98.75% 89.34%
CHEMBL2581 P07339 Cathepsin D 97.20% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.15% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 91.92% 94.73%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.86% 90.71%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.66% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.41% 86.33%
CHEMBL4040 P28482 MAP kinase ERK2 85.53% 83.82%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.49% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.59% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.57% 89.00%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 83.22% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.93% 94.00%
CHEMBL1907588 P02708 Acetylcholine receptor; alpha1/beta1/delta/gamma 82.58% 98.33%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 82.53% 85.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.33% 95.89%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 82.20% 96.37%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.79% 85.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.49% 93.56%

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.
Mammea africana

Cross-Links

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PubChem 131751071
LOTUS LTS0216228
wikiData Q105145822