2-Hydroxy-4-phenylphenalen-1-one

Details

• Internal ID: 72f405b5-39aa-4b50-921c-507443b6b551
• Taxonomy: Benzenoids > Naphthalenes > Phenylnaphthalenes
• IUPAC Name: 2-hydroxy-4-phenylphenalen-1-one
• SMILES (Canonical): C1=CC=C(C=C1)C2=C3C=C(C(=O)C4=CC=CC(=C43)C=C2)O
• SMILES (Isomeric): C1=CC=C(C=C1)C2=C3C=C(C(=O)C4=CC=CC(=C43)C=C2)O
• InChI: InChI=1S/C19H12O2/c20-17-11-16-14(12-5-2-1-3-6-12)10-9-13-7-4-8-15(18(13)16)19(17)21/h1-11,20H
• InChI Key: WQFZXPBMLGMQBO-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₂O₂
• Molecular Weight: 272.30 g/mol
• Exact Mass: 272.083729621 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.60
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5896	58.96%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7047	70.47%
OATP2B1 inhibitior	-	0.7281	72.81%
OATP1B1 inhibitior	+	0.9269	92.69%
OATP1B3 inhibitior	+	0.9304	93.04%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6288	62.88%
P-glycoprotein inhibitior	-	0.8670	86.70%
P-glycoprotein substrate	-	0.8787	87.87%
CYP3A4 substrate	-	0.6038	60.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7910	79.10%
CYP3A4 inhibition	-	0.8901	89.01%
CYP2C9 inhibition	+	0.7395	73.95%
CYP2C19 inhibition	+	0.5652	56.52%
CYP2D6 inhibition	-	0.8013	80.13%
CYP1A2 inhibition	+	0.8926	89.26%
CYP2C8 inhibition	-	0.6824	68.24%
CYP inhibitory promiscuity	+	0.7214	72.14%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5080	50.80%
Eye corrosion	-	0.9907	99.07%
Eye irritation	+	0.9191	91.91%
Skin irritation	+	0.7084	70.84%
Skin corrosion	-	0.9860	98.60%
Ames mutagenesis	+	0.7046	70.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.8596	85.96%
Micronuclear	-	0.5416	54.16%
Hepatotoxicity	+	0.5443	54.43%
skin sensitisation	+	0.8459	84.59%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.7887	78.87%
Acute Oral Toxicity (c)	II	0.4812	48.12%
Estrogen receptor binding	+	0.9156	91.56%
Androgen receptor binding	+	0.8711	87.11%
Thyroid receptor binding	+	0.7036	70.36%
Glucocorticoid receptor binding	+	0.9137	91.37%
Aromatase binding	+	0.8958	89.58%
PPAR gamma	+	0.9249	92.49%
Honey bee toxicity	-	0.8596	85.96%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9854	98.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.48%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.79%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.53%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.48%	91.11%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	92.48%	96.09%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	90.73%	96.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.47%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.58%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.09%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	82.93%	90.17%
CHEMBL1937	Q92769	Histone deacetylase 2	80.71%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.58%	82.69%
CHEMBL1255126	O15151	Protein Mdm4	80.57%	90.20%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.48%	96.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.06%	93.56%
CHEMBL1907	P15144	Aminopeptidase N	80.05%	93.31%

Plants that contains it

• Musa acuminata

Cross-Links

• PubChem: 46906667
• LOTUS: LTS0245850
• wikiData: Q105310695