Carajuflavone

Details

• Internal ID: 8e1a8cd5-ebe1-4296-b80a-2318b0a92d86
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 5-O-methylated flavonoids
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-6,7-dihydroxy-5-methoxychromen-4-one
• SMILES (Canonical): COC1=C(C(=CC2=C1C(=O)C=C(O2)C3=CC(=C(C=C3)O)O)O)O
• SMILES (Isomeric): COC1=C(C(=CC2=C1C(=O)C=C(O2)C3=CC(=C(C=C3)O)O)O)O
• InChI: InChI=1S/C16H12O7/c1-22-16-14-10(19)5-12(7-2-3-8(17)9(18)4-7)23-13(14)6-11(20)15(16)21/h2-6,17-18,20-21H,1H3
• InChI Key: CDCVPVHYGWRUCI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₇
• Molecular Weight: 316.26 g/mol
• Exact Mass: 316.05830272 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• SCHEMBL7949579
• LMPK12111245

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9577	95.77%
Caco-2	-	0.6138	61.38%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7944	79.44%
OATP2B1 inhibitior	+	0.5704	57.04%
OATP1B1 inhibitior	+	0.9554	95.54%
OATP1B3 inhibitior	+	0.9965	99.65%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8831	88.31%
P-glycoprotein inhibitior	-	0.8256	82.56%
P-glycoprotein substrate	-	0.8570	85.70%
CYP3A4 substrate	+	0.5094	50.94%
CYP2C9 substrate	-	0.8397	83.97%
CYP2D6 substrate	-	0.7876	78.76%
CYP3A4 inhibition	-	0.7179	71.79%
CYP2C9 inhibition	+	0.5494	54.94%
CYP2C19 inhibition	+	0.6827	68.27%
CYP2D6 inhibition	-	0.9018	90.18%
CYP1A2 inhibition	+	0.9263	92.63%
CYP2C8 inhibition	+	0.7418	74.18%
CYP inhibitory promiscuity	+	0.6056	60.56%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5596	55.96%
Eye corrosion	-	0.9766	97.66%
Eye irritation	+	0.7731	77.31%
Skin irritation	-	0.5899	58.99%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7294	72.94%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9318	93.18%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8534	85.34%
Acute Oral Toxicity (c)	III	0.6733	67.33%
Estrogen receptor binding	+	0.8819	88.19%
Androgen receptor binding	+	0.8866	88.66%
Thyroid receptor binding	+	0.6730	67.30%
Glucocorticoid receptor binding	+	0.8827	88.27%
Aromatase binding	+	0.6715	67.15%
PPAR gamma	+	0.8181	81.81%
Honey bee toxicity	-	0.8632	86.32%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8838	88.38%

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	99.63%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.99%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.52%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.52%	99.15%
CHEMBL2581	P07339	Cathepsin D	92.33%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.49%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.26%	86.33%
CHEMBL3194	P02766	Transthyretin	89.12%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	87.69%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.59%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.48%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	84.87%	94.73%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	84.06%	80.78%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	81.70%	98.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.30%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.20%	99.23%

Plants that contains it

• Fridericia chica

Cross-Links

• PubChem: 9879941
• LOTUS: LTS0015432
• wikiData: Q104954220