5,6,7-Trihydroxy-3-[(4-hydroxyphenyl)methylidene]-8-methoxychromen-4-one

Details

• Internal ID: e4d5b44d-100d-4158-806c-3eb81ee42ff6
• Taxonomy: Phenylpropanoids and polyketides > Homoisoflavonoids
• IUPAC Name: 5,6,7-trihydroxy-3-[(4-hydroxyphenyl)methylidene]-8-methoxychromen-4-one
• SMILES (Canonical): COC1=C2C(=C(C(=C1O)O)O)C(=O)C(=CC3=CC=C(C=C3)O)CO2
• SMILES (Isomeric): COC1=C2C(=C(C(=C1O)O)O)C(=O)C(=CC3=CC=C(C=C3)O)CO2
• InChI: InChI=1S/C17H14O7/c1-23-17-15(22)14(21)13(20)11-12(19)9(7-24-16(11)17)6-8-2-4-10(18)5-3-8/h2-6,18,20-22H,7H2,1H3
• InChI Key: VBEHRZIHLNLYBT-UHFFFAOYSA-N
• Popularity: 0 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): 116.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.18
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9428	94.28%
Caco-2	+	0.5790	57.90%
Blood Brain Barrier	-	0.8129	81.29%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5505	55.05%
OATP2B1 inhibitior	+	0.5661	56.61%
OATP1B1 inhibitior	+	0.8715	87.15%
OATP1B3 inhibitior	+	0.9823	98.23%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5993	59.93%
P-glycoprotein inhibitior	-	0.7763	77.63%
P-glycoprotein substrate	-	0.9278	92.78%
CYP3A4 substrate	+	0.5143	51.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8208	82.08%
CYP3A4 inhibition	+	0.5529	55.29%
CYP2C9 inhibition	-	0.5707	57.07%
CYP2C19 inhibition	+	0.6463	64.63%
CYP2D6 inhibition	-	0.7742	77.42%
CYP1A2 inhibition	+	0.9077	90.77%
CYP2C8 inhibition	-	0.6233	62.33%
CYP inhibitory promiscuity	+	0.8544	85.44%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6944	69.44%
Eye corrosion	-	0.9822	98.22%
Eye irritation	+	0.8641	86.41%
Skin irritation	-	0.7103	71.03%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6998	69.98%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.5617	56.17%
skin sensitisation	-	0.7543	75.43%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5499	54.99%
Acute Oral Toxicity (c)	III	0.6168	61.68%
Estrogen receptor binding	+	0.8858	88.58%
Androgen receptor binding	+	0.7672	76.72%
Thyroid receptor binding	+	0.5704	57.04%
Glucocorticoid receptor binding	+	0.7881	78.81%
Aromatase binding	-	0.5108	51.08%
PPAR gamma	+	0.6731	67.31%
Honey bee toxicity	-	0.8800	88.00%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9384	93.84%

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	97.26%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.06%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.63%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.26%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.62%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.45%	89.00%
CHEMBL301	P24941	Cyclin-dependent kinase 2	84.86%	91.23%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.68%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	83.31%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	82.24%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.46%	96.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.85%	93.10%
CHEMBL242	Q92731	Estrogen receptor beta	80.37%	98.35%
CHEMBL4208	P20618	Proteasome component C5	80.11%	90.00%

Plants that contains it

• Eucomis pallidiflora

Cross-Links

• PubChem: 162989252
• LOTUS: LTS0162894
• wikiData: Q105283193