5,7-Dihydroxy-3-[(4-hydroxy-1,3-benzodioxol-5-yl)methyl]-8-methylchromen-4-one

Details

• Internal ID: 7a3f2195-a10c-434e-8ea6-eca42cb9b97e
• Taxonomy: Phenylpropanoids and polyketides > Homoisoflavonoids > Homoisoflavones
• IUPAC Name: 5,7-dihydroxy-3-[(4-hydroxy-1,3-benzodioxol-5-yl)methyl]-8-methylchromen-4-one
• InChI: InChI=1S/C18H14O7/c1-8-11(19)5-12(20)14-15(21)10(6-23-17(8)14)4-9-2-3-13-18(16(9)22)25-7-24-13/h2-3,5-6,19-20,22H,4,7H2,1H3
• InChI Key: ZNOCNRYPSGUFEH-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₇
• Molecular Weight: 342.30 g/mol
• Exact Mass: 342.07395278 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8318	83.18%
Caco-2	+	0.5063	50.63%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7167	71.67%
OATP2B1 inhibitior	-	0.5600	56.00%
OATP1B1 inhibitior	+	0.8784	87.84%
OATP1B3 inhibitior	+	0.9254	92.54%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5345	53.45%
P-glycoprotein inhibitior	-	0.6522	65.22%
P-glycoprotein substrate	-	0.8577	85.77%
CYP3A4 substrate	+	0.5248	52.48%
CYP2C9 substrate	-	0.5797	57.97%
CYP2D6 substrate	-	0.8467	84.67%
CYP3A4 inhibition	+	0.6592	65.92%
CYP2C9 inhibition	+	0.5796	57.96%
CYP2C19 inhibition	-	0.5328	53.28%
CYP2D6 inhibition	-	0.8196	81.96%
CYP1A2 inhibition	-	0.6530	65.30%
CYP2C8 inhibition	-	0.6142	61.42%
CYP inhibitory promiscuity	+	0.6925	69.25%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5824	58.24%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.5638	56.38%
Skin irritation	-	0.6886	68.86%
Skin corrosion	-	0.9336	93.36%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6685	66.85%
Micronuclear	+	0.7333	73.33%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8101	81.01%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6241	62.41%
Acute Oral Toxicity (c)	III	0.5460	54.60%
Estrogen receptor binding	+	0.8917	89.17%
Androgen receptor binding	+	0.8053	80.53%
Thyroid receptor binding	+	0.5887	58.87%
Glucocorticoid receptor binding	+	0.8939	89.39%
Aromatase binding	+	0.6635	66.35%
PPAR gamma	+	0.8138	81.38%
Honey bee toxicity	-	0.8772	87.72%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9263	92.63%

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	97.87%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.59%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.60%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.27%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.08%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	90.81%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.79%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.61%	94.80%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.05%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.24%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.66%	99.15%
CHEMBL4208	P20618	Proteasome component C5	84.08%	90.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.89%	89.34%

Plants that contains it

• Ophiopogon japonicus

Cross-Links

• PubChem: 10427457
• LOTUS: LTS0004904
• wikiData: Q105380141