2-(4-Hydroxyphenyl)chromenylium-5,7-diol

Details

• Internal ID: f5bc094c-a247-403d-a06e-20d36aa5d792
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Hydroxyflavonoids > 7-hydroxyflavonoids
• IUPAC Name: 2-(4-hydroxyphenyl)chromenylium-5,7-diol
• SMILES (Canonical): C1=CC(=CC=C1C2=[O+]C3=CC(=CC(=C3C=C2)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2=[O+]C3=CC(=CC(=C3C=C2)O)O)O
• InChI: InChI=1S/C15H10O4/c16-10-3-1-9(2-4-10)14-6-5-12-13(18)7-11(17)8-15(12)19-14/h1-8H,(H2-,16,17,18)/p+1
• InChI Key: ZKMZBAABQFUXFE-UHFFFAOYSA-O
• Popularity: 13 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₁O₄+
• Molecular Weight: 255.24 g/mol
• Exact Mass: 255.06573383 g/mol
• Topological Polar Surface Area (TPSA): 61.70 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 3.50
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• 2-(4-hydroxyphenyl)chromenylium-5,7-diol
• CHEBI:2772
• AC1L9BF4
• APIGENINIDINCHLORIDE
• C08574
• SCHEMBL5692415
• CHEMBL1197890
• CPD-7096

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8432	84.32%
Caco-2	+	0.8419	84.19%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5599	55.99%
OATP2B1 inhibitior	-	0.5570	55.70%
OATP1B1 inhibitior	+	0.9047	90.47%
OATP1B3 inhibitior	+	0.9430	94.30%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6356	63.56%
P-glycoprotein inhibitior	-	0.8523	85.23%
P-glycoprotein substrate	-	0.8912	89.12%
CYP3A4 substrate	-	0.5991	59.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7212	72.12%
CYP3A4 inhibition	+	0.9050	90.50%
CYP2C9 inhibition	+	0.7012	70.12%
CYP2C19 inhibition	+	0.6908	69.08%
CYP2D6 inhibition	-	0.8884	88.84%
CYP1A2 inhibition	+	0.8556	85.56%
CYP2C8 inhibition	+	0.8155	81.55%
CYP inhibitory promiscuity	+	0.7223	72.23%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5603	56.03%
Eye corrosion	-	0.9828	98.28%
Eye irritation	+	0.9720	97.20%
Skin irritation	-	0.5421	54.21%
Skin corrosion	-	0.9613	96.13%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8553	85.53%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8963	89.63%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.5223	52.23%
Acute Oral Toxicity (c)	III	0.6841	68.41%
Estrogen receptor binding	+	0.9529	95.29%
Androgen receptor binding	+	0.9426	94.26%
Thyroid receptor binding	+	0.7680	76.80%
Glucocorticoid receptor binding	+	0.9517	95.17%
Aromatase binding	+	0.9619	96.19%
PPAR gamma	+	0.9634	96.34%
Honey bee toxicity	-	0.9052	90.52%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.7745	77.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL242	Q92731	Estrogen receptor beta	98.67%	98.35%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.20%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	93.45%	91.49%
CHEMBL1929	P47989	Xanthine dehydrogenase	93.39%	96.12%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.93%	99.15%
CHEMBL240	Q12809	HERG	89.52%	89.76%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	87.34%	97.23%
CHEMBL3194	P02766	Transthyretin	87.01%	90.71%
CHEMBL2581	P07339	Cathepsin D	85.90%	98.95%
CHEMBL3438	Q05513	Protein kinase C zeta	83.31%	88.48%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.76%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.20%	95.56%

Plants that contains it

• Ephedra breana
• Glycine max
• Hibiscus rosa-sinensis
• Sinningia cardinalis

Cross-Links

• PubChem: 441647
• LOTUS: LTS0223333
• wikiData: Q99746004