2,6-Dihydroxy-5-methoxy-7-phenylphenalen-1-one

Details

• Internal ID: 4c77857f-e3f8-4dec-8a39-1331cc69de2e
• Taxonomy: Benzenoids > Naphthalenes > Phenylnaphthalenes
• IUPAC Name: 2,6-dihydroxy-5-methoxy-7-phenylphenalen-1-one
• SMILES (Canonical): COC1=C(C2=C(C=CC3=C2C(=C1)C=C(C3=O)O)C4=CC=CC=C4)O
• SMILES (Isomeric): COC1=C(C2=C(C=CC3=C2C(=C1)C=C(C3=O)O)C4=CC=CC=C4)O
• InChI: InChI=1S/C20H14O4/c1-24-16-10-12-9-15(21)19(22)14-8-7-13(11-5-3-2-4-6-11)18(17(12)14)20(16)23/h2-10,21,23H,1H3
• InChI Key: DCZSXXOUFZGESF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₄O₄
• Molecular Weight: 318.30 g/mol
• Exact Mass: 318.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.32
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.5758	57.58%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8319	83.19%
OATP2B1 inhibitior	-	0.5737	57.37%
OATP1B1 inhibitior	+	0.9128	91.28%
OATP1B3 inhibitior	+	0.9570	95.70%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6911	69.11%
P-glycoprotein inhibitior	-	0.5864	58.64%
P-glycoprotein substrate	-	0.7989	79.89%
CYP3A4 substrate	+	0.5368	53.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7586	75.86%
CYP3A4 inhibition	+	0.5401	54.01%
CYP2C9 inhibition	+	0.9609	96.09%
CYP2C19 inhibition	+	0.8919	89.19%
CYP2D6 inhibition	-	0.8336	83.36%
CYP1A2 inhibition	+	0.9210	92.10%
CYP2C8 inhibition	+	0.4438	44.38%
CYP inhibitory promiscuity	+	0.8828	88.28%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8673	86.73%
Carcinogenicity (trinary)	Non-required	0.4062	40.62%
Eye corrosion	-	0.9873	98.73%
Eye irritation	+	0.8478	84.78%
Skin irritation	-	0.5615	56.15%
Skin corrosion	-	0.9673	96.73%
Ames mutagenesis	-	0.5864	58.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.8083	80.83%
Micronuclear	+	0.8159	81.59%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8225	82.25%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.5099	50.99%
Acute Oral Toxicity (c)	III	0.5136	51.36%
Estrogen receptor binding	+	0.9420	94.20%
Androgen receptor binding	+	0.7894	78.94%
Thyroid receptor binding	+	0.5596	55.96%
Glucocorticoid receptor binding	+	0.8465	84.65%
Aromatase binding	+	0.6602	66.02%
PPAR gamma	+	0.7747	77.47%
Honey bee toxicity	-	0.8103	81.03%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5051	50.51%
Fish aquatic toxicity	+	0.9916	99.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.67%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.87%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.96%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.29%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.88%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	89.95%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.70%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.61%	96.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	85.95%	96.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.00%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.90%	89.00%
CHEMBL1255126	O15151	Protein Mdm4	82.57%	90.20%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	82.01%	98.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.82%	99.23%

Plants that contains it

• Wachendorfia thyrsiflora

Cross-Links

• PubChem: 162936181
• LOTUS: LTS0244722
• wikiData: Q104976164