6,7-dihydroxy-3-[(1R)-1-hydroxy-3-oxobutyl]-4-oxochromene-5-carboxylic acid

Details

• Internal ID: 7772a303-6c04-4b41-8a16-19cdac387976
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 6,7-dihydroxy-3-[(1R)-1-hydroxy-3-oxobutyl]-4-oxochromene-5-carboxylic acid
• InChI: InChI=1S/C14H12O8/c1-5(15)2-7(16)6-4-22-9-3-8(17)13(19)11(14(20)21)10(9)12(6)18/h3-4,7,16-17,19H,2H2,1H3,(H,20,21)/t7-/m1/s1
• InChI Key: HHVDQUSRYNYGQX-SSDOTTSWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₈
• Molecular Weight: 308.24 g/mol
• Exact Mass: 308.05321734 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.91
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7326	73.26%
Caco-2	-	0.6626	66.26%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4983	49.83%
OATP2B1 inhibitior	-	0.5631	56.31%
OATP1B1 inhibitior	+	0.9155	91.55%
OATP1B3 inhibitior	+	0.9545	95.45%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8218	82.18%
P-glycoprotein inhibitior	-	0.9355	93.55%
P-glycoprotein substrate	-	0.7914	79.14%
CYP3A4 substrate	-	0.5319	53.19%
CYP2C9 substrate	+	0.6233	62.33%
CYP2D6 substrate	-	0.8632	86.32%
CYP3A4 inhibition	-	0.8490	84.90%
CYP2C9 inhibition	-	0.9601	96.01%
CYP2C19 inhibition	-	0.9745	97.45%
CYP2D6 inhibition	-	0.9354	93.54%
CYP1A2 inhibition	-	0.8266	82.66%
CYP2C8 inhibition	-	0.8296	82.96%
CYP inhibitory promiscuity	-	0.9577	95.77%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6631	66.31%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.5764	57.64%
Skin irritation	-	0.6806	68.06%
Skin corrosion	-	0.9010	90.10%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5942	59.42%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.5659	56.59%
skin sensitisation	-	0.8258	82.58%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.5650	56.50%
Acute Oral Toxicity (c)	III	0.4672	46.72%
Estrogen receptor binding	+	0.5691	56.91%
Androgen receptor binding	+	0.6589	65.89%
Thyroid receptor binding	-	0.6582	65.82%
Glucocorticoid receptor binding	+	0.7964	79.64%
Aromatase binding	-	0.6189	61.89%
PPAR gamma	+	0.7014	70.14%
Honey bee toxicity	-	0.9374	93.74%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
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	99.40%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.39%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.57%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.68%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.81%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.35%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.28%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.16%	99.15%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	85.64%	94.42%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.56%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	81.44%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.69%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.55%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162965682
• LOTUS: LTS0164382
• wikiData: Q105028603