3-(5,7-Dihydroxy-4-oxochromen-2-yl)prop-2-enoic acid

Details

• Internal ID: d5e49708-8e47-4964-a138-f25e545fccb9
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 3-(5,7-dihydroxy-4-oxochromen-2-yl)prop-2-enoic acid
• SMILES (Canonical): C1=C(C=C2C(=C1O)C(=O)C=C(O2)C=CC(=O)O)O
• SMILES (Isomeric): C1=C(C=C2C(=C1O)C(=O)C=C(O2)C=CC(=O)O)O
• InChI: InChI=1S/C12H8O6/c13-6-3-8(14)12-9(15)5-7(1-2-11(16)17)18-10(12)4-6/h1-5,13-14H,(H,16,17)
• InChI Key: FYKNAKSBWANSLS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₈O₆
• Molecular Weight: 248.19 g/mol
• Exact Mass: 248.03208797 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.30
• H-Bond Acceptor: 5
• 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	+	0.9310	93.10%
Caco-2	+	0.8696	86.96%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5453	54.53%
OATP2B1 inhibitior	-	0.6925	69.25%
OATP1B1 inhibitior	+	0.9246	92.46%
OATP1B3 inhibitior	+	0.9647	96.47%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9124	91.24%
P-glycoprotein inhibitior	-	0.9725	97.25%
P-glycoprotein substrate	-	0.9114	91.14%
CYP3A4 substrate	-	0.5703	57.03%
CYP2C9 substrate	-	0.7908	79.08%
CYP2D6 substrate	-	0.8907	89.07%
CYP3A4 inhibition	+	0.7431	74.31%
CYP2C9 inhibition	-	0.6365	63.65%
CYP2C19 inhibition	-	0.8144	81.44%
CYP2D6 inhibition	-	0.9483	94.83%
CYP1A2 inhibition	-	0.8423	84.23%
CYP2C8 inhibition	-	0.5686	56.86%
CYP inhibitory promiscuity	-	0.7204	72.04%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5115	51.15%
Eye corrosion	-	0.9823	98.23%
Eye irritation	+	0.9936	99.36%
Skin irritation	+	0.5325	53.25%
Skin corrosion	-	0.9676	96.76%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8014	80.14%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8317	83.17%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6538	65.38%
Acute Oral Toxicity (c)	III	0.4579	45.79%
Estrogen receptor binding	+	0.6469	64.69%
Androgen receptor binding	+	0.7959	79.59%
Thyroid receptor binding	-	0.5382	53.82%
Glucocorticoid receptor binding	+	0.6943	69.43%
Aromatase binding	+	0.7572	75.72%
PPAR gamma	+	0.7783	77.83%
Honey bee toxicity	-	0.8935	89.35%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9617	96.17%

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	98.70%	91.11%
CHEMBL3194	P02766	Transthyretin	97.25%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.74%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.25%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.62%	86.33%
CHEMBL1929	P47989	Xanthine dehydrogenase	85.36%	96.12%
CHEMBL1951	P21397	Monoamine oxidase A	84.09%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.06%	99.17%
CHEMBL2039	P27338	Monoamine oxidase B	83.05%	92.51%
CHEMBL3401	O75469	Pregnane X receptor	82.95%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.42%	99.23%

Plants that contains it

• Aloe jacksonii

Cross-Links

• PubChem: 66746700
• LOTUS: LTS0224271
• wikiData: Q105004541