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5,8-Dihydroxycoumarin

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 a9a433d0-d728-4493-b415-de2561f25286
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins
IUPAC Name 5,8-dihydroxychromen-2-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C9H6O4/c10-6-2-3-7(11)9-5(6)1-4-8(12)13-9/h1-4,10-11H
InChI Key MKMBENZACCCGKI-UHFFFAOYSA-N
Popularity 7 references in papers

Physical and Chemical Properties

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Molecular Formula C9H6O4
Molecular Weight 178.14 g/mol
Exact Mass 178.02660867 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 1.20
Atomic LogP (AlogP) 1.20
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 0

Synonyms

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26753-47-9
5,8-Dihydroxy-2H-1-benzopyran-2-one
SCHEMBL16283613
DTXSID80780479

2D Structure

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2D Structure of 5,8-Dihydroxycoumarin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9547 95.47%
Caco-2 + 0.5507 55.07%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.6065 60.65%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9583 95.83%
OATP1B3 inhibitior + 0.9492 94.92%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior - 0.9382 93.82%
P-glycoprotein inhibitior - 0.9598 95.98%
P-glycoprotein substrate - 0.9764 97.64%
CYP3A4 substrate - 0.7418 74.18%
CYP2C9 substrate - 0.8392 83.92%
CYP2D6 substrate - 0.8390 83.90%
CYP3A4 inhibition - 0.7176 71.76%
CYP2C9 inhibition - 0.7585 75.85%
CYP2C19 inhibition - 0.9060 90.60%
CYP2D6 inhibition - 0.9440 94.40%
CYP1A2 inhibition + 0.6498 64.98%
CYP2C8 inhibition - 0.9234 92.34%
CYP inhibitory promiscuity - 0.8256 82.56%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5209 52.09%
Eye corrosion - 0.9696 96.96%
Eye irritation + 0.9934 99.34%
Skin irritation + 0.6323 63.23%
Skin corrosion - 0.9843 98.43%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8460 84.60%
Micronuclear + 0.8400 84.00%
Hepatotoxicity + 0.6586 65.86%
skin sensitisation - 0.8368 83.68%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.6686 66.86%
Acute Oral Toxicity (c) III 0.5246 52.46%
Estrogen receptor binding + 0.5986 59.86%
Androgen receptor binding + 0.6949 69.49%
Thyroid receptor binding - 0.6696 66.96%
Glucocorticoid receptor binding + 0.7453 74.53%
Aromatase binding + 0.5875 58.75%
PPAR gamma + 0.6318 63.18%
Honey bee toxicity - 0.9258 92.58%
Biodegradation + 0.6000 60.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.8635 86.35%

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 96.56% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.84% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.57% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.94% 94.45%
CHEMBL1951 P21397 Monoamine oxidase A 86.63% 91.49%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.00% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.77% 89.00%
CHEMBL2581 P07339 Cathepsin D 82.49% 98.95%
CHEMBL3194 P02766 Transthyretin 81.94% 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.
There are no matching plants.

Cross-Links

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PubChem 71356338
LOTUS LTS0271542
wikiData Q82743675