7-Hydroxy-2-oxochromene-8-carboxylic acid

Details

• Internal ID: 1d3966dc-c27a-49fb-934c-eeff13ba3226
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 7-hydroxycoumarins
• IUPAC Name: 7-hydroxy-2-oxochromene-8-carboxylic acid
• SMILES (Canonical): C1=CC(=C(C2=C1C=CC(=O)O2)C(=O)O)O
• SMILES (Isomeric): C1=CC(=C(C2=C1C=CC(=O)O2)C(=O)O)O
• InChI: InChI=1S/C10H6O5/c11-6-3-1-5-2-4-7(12)15-9(5)8(6)10(13)14/h1-4,11H,(H,13,14)
• InChI Key: TWQSBELIZGCPLE-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₆O₅
• Molecular Weight: 206.15 g/mol
• Exact Mass: 206.02152329 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.20
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8838	88.38%
Caco-2	+	0.5438	54.38%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6704	67.04%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.9484	94.84%
OATP1B3 inhibitior	-	0.2432	24.32%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9553	95.53%
P-glycoprotein inhibitior	-	0.9516	95.16%
P-glycoprotein substrate	-	0.9849	98.49%
CYP3A4 substrate	-	0.7660	76.60%
CYP2C9 substrate	+	0.6262	62.62%
CYP2D6 substrate	-	0.9034	90.34%
CYP3A4 inhibition	-	0.7198	71.98%
CYP2C9 inhibition	+	0.5463	54.63%
CYP2C19 inhibition	-	0.8648	86.48%
CYP2D6 inhibition	-	0.9622	96.22%
CYP1A2 inhibition	-	0.7987	79.87%
CYP2C8 inhibition	-	0.9057	90.57%
CYP inhibitory promiscuity	-	0.8223	82.23%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7247	72.47%
Eye corrosion	-	0.9912	99.12%
Eye irritation	+	0.9945	99.45%
Skin irritation	+	0.5968	59.68%
Skin corrosion	-	0.9655	96.55%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9333	93.33%
Micronuclear	+	0.9500	95.00%
Hepatotoxicity	+	0.5908	59.08%
skin sensitisation	-	0.8530	85.30%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5746	57.46%
Acute Oral Toxicity (c)	II	0.5490	54.90%
Estrogen receptor binding	-	0.4884	48.84%
Androgen receptor binding	+	0.7311	73.11%
Thyroid receptor binding	-	0.5933	59.33%
Glucocorticoid receptor binding	+	0.8217	82.17%
Aromatase binding	-	0.5231	52.31%
PPAR gamma	+	0.6967	69.67%
Honey bee toxicity	-	0.9733	97.33%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.9576	95.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.74%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.58%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.25%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.61%	99.15%
CHEMBL3194	P02766	Transthyretin	86.68%	90.71%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	84.11%	85.30%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.99%	94.42%
CHEMBL1811	P34995	Prostanoid EP1 receptor	82.14%	95.71%

Plants that contains it

• Kitagawia praeruptora

Cross-Links

• PubChem: 90946065
• NPASS: NPC276611
• LOTUS: LTS0258926
• wikiData: Q105266017