Phloroglucinol

Details

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Internal ID d9c1d5c6-df1a-42c7-b0e3-86d4764c7006
Taxonomy Benzenoids > Phenols > Benzenetriols and derivatives > Phloroglucinols and derivatives
IUPAC Name benzene-1,3,5-triol
SMILES (Canonical) C1=C(C=C(C=C1O)O)O
SMILES (Isomeric) C1=C(C=C(C=C1O)O)O
InChI InChI=1S/C6H6O3/c7-4-1-5(8)3-6(9)2-4/h1-3,7-9H
InChI Key QCDYQQDYXPDABM-UHFFFAOYSA-N
Popularity 7,097 references in papers

Physical and Chemical Properties

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Molecular Formula C6H6O3
Molecular Weight 126.11 g/mol
Exact Mass 126.031694049 g/mol
Topological Polar Surface Area (TPSA) 60.70 Ų
XlogP 0.20
Atomic LogP (AlogP) 0.80
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 0

Synonyms

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108-73-6
Benzene-1,3,5-triol
1,3,5-trihydroxybenzene
Phloroglucin
1,3,5-benzenetriol
Phloroglucine
Spasfon-Lyoc
Dilospan S
sym-Trihydroxybenzene
s-Trihydroxybenzene
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Phloroglucinol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9799 97.99%
Caco-2 + 0.8470 84.70%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7706 77.06%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9478 94.78%
OATP1B3 inhibitior + 0.9728 97.28%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.9508 95.08%
P-glycoprotein inhibitior - 0.9835 98.35%
P-glycoprotein substrate - 0.9958 99.58%
CYP3A4 substrate - 0.8585 85.85%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.6676 66.76%
CYP3A4 inhibition - 0.5353 53.53%
CYP2C9 inhibition - 0.7638 76.38%
CYP2C19 inhibition - 0.6454 64.54%
CYP2D6 inhibition - 0.9542 95.42%
CYP1A2 inhibition - 0.6191 61.91%
CYP2C8 inhibition - 0.9571 95.71%
CYP inhibitory promiscuity - 0.6500 65.00%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.6787 67.87%
Carcinogenicity (trinary) Non-required 0.6557 65.57%
Eye corrosion + 0.7480 74.80%
Eye irritation + 0.9921 99.21%
Skin irritation + 0.9245 92.45%
Skin corrosion + 0.6173 61.73%
Ames mutagenesis - 0.9900 99.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7478 74.78%
Micronuclear - 0.5200 52.00%
Hepatotoxicity + 0.6625 66.25%
skin sensitisation + 0.8833 88.33%
Respiratory toxicity - 0.7222 72.22%
Reproductive toxicity - 0.6667 66.67%
Mitochondrial toxicity - 0.8250 82.50%
Nephrotoxicity + 0.5631 56.31%
Acute Oral Toxicity (c) III 0.8100 81.00%
Estrogen receptor binding - 0.8174 81.74%
Androgen receptor binding - 0.8078 80.78%
Thyroid receptor binding - 0.7158 71.58%
Glucocorticoid receptor binding - 0.8858 88.58%
Aromatase binding - 0.8506 85.06%
PPAR gamma - 0.7020 70.20%
Honey bee toxicity - 0.9672 96.72%
Biodegradation + 0.6250 62.50%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity - 0.3924 39.24%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL4822 P56817 Beta-secretase 1 36470 nM
IC50
PMID: 20462757

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.74% 91.11%

Cross-Links

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PubChem 359
NPASS NPC4154
ChEMBL CHEMBL473159
LOTUS LTS0267010
wikiData Q899008