8,3',4'-Trihydroxy-5,7-dimethoxy-4-phenylcoumarin

Details

• Internal ID: 64ed5b95-e4eb-4deb-a15f-f796e0c603c4
• Taxonomy: Phenylpropanoids and polyketides > Neoflavonoids > Neoflavones
• IUPAC Name: 4-(3,4-dihydroxyphenyl)-8-hydroxy-5,7-dimethoxychromen-2-one
• InChI: InChI=1S/C17H14O7/c1-22-12-7-13(23-2)16(21)17-15(12)9(6-14(20)24-17)8-3-4-10(18)11(19)5-8/h3-7,18-19,21H,1-2H3
• InChI Key: PAGBIWRSIJRQBS-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₇
• Molecular Weight: 330.29 g/mol
• Exact Mass: 330.07395278 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• LMPK12100054

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9165	91.65%
Caco-2	+	0.5711	57.11%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7803	78.03%
OATP2B1 inhibitior	-	0.5639	56.39%
OATP1B1 inhibitior	+	0.9272	92.72%
OATP1B3 inhibitior	+	0.9627	96.27%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5405	54.05%
P-glycoprotein inhibitior	-	0.6049	60.49%
P-glycoprotein substrate	-	0.8693	86.93%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8321	83.21%
CYP2D6 substrate	-	0.8219	82.19%
CYP3A4 inhibition	-	0.8328	83.28%
CYP2C9 inhibition	-	0.7792	77.92%
CYP2C19 inhibition	-	0.7043	70.43%
CYP2D6 inhibition	-	0.9127	91.27%
CYP1A2 inhibition	+	0.5673	56.73%
CYP2C8 inhibition	+	0.7741	77.41%
CYP inhibitory promiscuity	-	0.6045	60.45%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6111	61.11%
Eye corrosion	-	0.9811	98.11%
Eye irritation	+	0.7329	73.29%
Skin irritation	-	0.6828	68.28%
Skin corrosion	-	0.9597	95.97%
Ames mutagenesis	+	0.5936	59.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.6389	63.89%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.9434	94.34%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7719	77.19%
Acute Oral Toxicity (c)	II	0.5139	51.39%
Estrogen receptor binding	+	0.8267	82.67%
Androgen receptor binding	+	0.8354	83.54%
Thyroid receptor binding	+	0.6559	65.59%
Glucocorticoid receptor binding	+	0.8862	88.62%
Aromatase binding	+	0.6649	66.49%
PPAR gamma	+	0.7587	75.87%
Honey bee toxicity	-	0.7962	79.62%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5249	52.49%
Fish aquatic toxicity	+	0.9462	94.62%

Targets

Proven Targets:

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	98.58%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.39%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.04%	94.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	94.04%	98.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.46%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.22%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.09%	95.56%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	90.82%	80.78%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.57%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.57%	89.00%
CHEMBL3194	P02766	Transthyretin	87.20%	90.71%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	86.25%	95.53%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.89%	99.23%
CHEMBL1907	P15144	Aminopeptidase N	81.64%	93.31%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.57%	96.09%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.83%	97.28%
CHEMBL1951	P21397	Monoamine oxidase A	80.49%	91.49%

Plants that contains it

• Coutarea hexandra

Cross-Links

• PubChem: 14309739
• LOTUS: LTS0069431
• wikiData: Q105204510