(3S)-6,7-dihydroxy-3-[(Z)-1-hydroxy-3-oxobut-1-enyl]-4-oxo-2,3-dihydrochromene-5-carboxylic acid

Details

• Internal ID: 7220ad94-e56f-4b5a-bdb7-be6d96c0c51c
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: (3S)-6,7-dihydroxy-3-[(Z)-1-hydroxy-3-oxobut-1-enyl]-4-oxo-2,3-dihydrochromene-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/h2-3,6,16-17,19H,4H2,1H3,(H,20,21)/b7-2-/t6-/m0/s1
• InChI Key: KHUIDQVNEUBAJB-VLJCEMICSA-N
• Popularity: 4 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: 0.90
• Atomic LogP (AlogP): 1.02
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8940	89.40%
Caco-2	-	0.8671	86.71%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6109	61.09%
OATP2B1 inhibitior	-	0.7040	70.40%
OATP1B1 inhibitior	+	0.9151	91.51%
OATP1B3 inhibitior	+	0.9695	96.95%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7812	78.12%
P-glycoprotein inhibitior	-	0.9513	95.13%
P-glycoprotein substrate	-	0.8106	81.06%
CYP3A4 substrate	-	0.5302	53.02%
CYP2C9 substrate	-	0.5898	58.98%
CYP2D6 substrate	-	0.8814	88.14%
CYP3A4 inhibition	-	0.8928	89.28%
CYP2C9 inhibition	-	0.6744	67.44%
CYP2C19 inhibition	-	0.7294	72.94%
CYP2D6 inhibition	-	0.9474	94.74%
CYP1A2 inhibition	-	0.5771	57.71%
CYP2C8 inhibition	-	0.7505	75.05%
CYP inhibitory promiscuity	-	0.7682	76.82%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6946	69.46%
Eye corrosion	-	0.9860	98.60%
Eye irritation	+	0.7510	75.10%
Skin irritation	-	0.6162	61.62%
Skin corrosion	-	0.9075	90.75%
Ames mutagenesis	+	0.5845	58.45%
Human Ether-a-go-go-Related Gene inhibition	-	0.6172	61.72%
Micronuclear	+	0.7574	75.74%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.7058	70.58%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.5859	58.59%
Acute Oral Toxicity (c)	III	0.3979	39.79%
Estrogen receptor binding	+	0.6987	69.87%
Androgen receptor binding	+	0.8253	82.53%
Thyroid receptor binding	-	0.6348	63.48%
Glucocorticoid receptor binding	+	0.8399	83.99%
Aromatase binding	-	0.7638	76.38%
PPAR gamma	+	0.5611	56.11%
Honey bee toxicity	-	0.9400	94.00%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9686	96.86%

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	99.21%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.50%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.40%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.32%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.17%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.93%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.60%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.33%	100.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.05%	94.80%
CHEMBL3401	O75469	Pregnane X receptor	83.92%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	83.64%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.66%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	81.18%	91.49%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.14%	94.42%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163191010
• LOTUS: LTS0144275
• wikiData: Q105141335