6-Hydroxy-3,4,8-trimethoxy-2-oxochromene-5-carbaldehyde

Details

• Internal ID: dec13ebf-1d35-453e-9b22-71479c3de269
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins
• IUPAC Name: 6-hydroxy-3,4,8-trimethoxy-2-oxochromene-5-carbaldehyde
• SMILES (Canonical): COC1=C2C(=C(C(=C1)O)C=O)C(=C(C(=O)O2)OC)OC
• SMILES (Isomeric): COC1=C2C(=C(C(=C1)O)C=O)C(=C(C(=O)O2)OC)OC
• InChI: InChI=1S/C13H12O7/c1-17-8-4-7(15)6(5-14)9-10(8)20-13(16)12(19-3)11(9)18-2/h4-5,15H,1-3H3
• InChI Key: UYQUBLIVXOKOHE-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₇
• Molecular Weight: 280.23 g/mol
• Exact Mass: 280.05830272 g/mol
• Topological Polar Surface Area (TPSA): 91.30 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.34
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9402	94.02%
Caco-2	+	0.5651	56.51%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6634	66.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8332	83.32%
OATP1B3 inhibitior	+	0.9524	95.24%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7406	74.06%
P-glycoprotein inhibitior	-	0.7768	77.68%
P-glycoprotein substrate	-	0.9422	94.22%
CYP3A4 substrate	-	0.5382	53.82%
CYP2C9 substrate	-	0.5539	55.39%
CYP2D6 substrate	-	0.8624	86.24%
CYP3A4 inhibition	-	0.9093	90.93%
CYP2C9 inhibition	-	0.9808	98.08%
CYP2C19 inhibition	-	0.9780	97.80%
CYP2D6 inhibition	-	0.9549	95.49%
CYP1A2 inhibition	+	0.7882	78.82%
CYP2C8 inhibition	-	0.6705	67.05%
CYP inhibitory promiscuity	-	0.8585	85.85%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5728	57.28%
Eye corrosion	-	0.9777	97.77%
Eye irritation	+	0.8158	81.58%
Skin irritation	-	0.7482	74.82%
Skin corrosion	-	0.9804	98.04%
Ames mutagenesis	-	0.6164	61.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.6659	66.59%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.9484	94.84%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6033	60.33%
Acute Oral Toxicity (c)	II	0.6878	68.78%
Estrogen receptor binding	+	0.7410	74.10%
Androgen receptor binding	+	0.6331	63.31%
Thyroid receptor binding	-	0.6084	60.84%
Glucocorticoid receptor binding	-	0.5394	53.94%
Aromatase binding	-	0.5062	50.62%
PPAR gamma	+	0.7551	75.51%
Honey bee toxicity	-	0.8525	85.25%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9427	94.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	99.51%	98.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.41%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.11%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.73%	94.00%
CHEMBL3194	P02766	Transthyretin	89.66%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.08%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.65%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.59%	99.17%
CHEMBL2581	P07339	Cathepsin D	83.29%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	82.81%	94.73%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.82%	80.78%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.06%	95.50%

Plants that contains it

• Perezia pinnatifida

Cross-Links

• PubChem: 71439576
• LOTUS: LTS0034752
• wikiData: Q105281857