(2s)-8-Formyl-6-methylnaringenin

Details

• Internal ID: 0826d654-1f30-452e-8045-a00237663c60
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones
• IUPAC Name: (2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-6-methyl-4-oxo-2,3-dihydrochromene-8-carbaldehyde
• SMILES (Canonical): CC1=C(C(=C2C(=C1O)C(=O)CC(O2)C3=CC=C(C=C3)O)C=O)O
• SMILES (Isomeric): CC1=C(C(=C2C(=C1O)C(=O)C[C@H](O2)C3=CC=C(C=C3)O)C=O)O
• InChI: InChI=1S/C17H14O6/c1-8-15(21)11(7-18)17-14(16(8)22)12(20)6-13(23-17)9-2-4-10(19)5-3-9/h2-5,7,13,19,21-22H,6H2,1H3/t13-/m0/s1
• InChI Key: VRTBAPZJMJAHOL-ZDUSSCGKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₆
• Molecular Weight: 314.29 g/mol
• Exact Mass: 314.07903816 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9078	90.78%
Caco-2	+	0.5483	54.83%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8074	80.74%
OATP2B1 inhibitior	-	0.5907	59.07%
OATP1B1 inhibitior	+	0.7069	70.69%
OATP1B3 inhibitior	+	0.9657	96.57%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6803	68.03%
P-glycoprotein inhibitior	-	0.8997	89.97%
P-glycoprotein substrate	-	0.8596	85.96%
CYP3A4 substrate	+	0.5177	51.77%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.7847	78.47%
CYP3A4 inhibition	+	0.6607	66.07%
CYP2C9 inhibition	+	0.8982	89.82%
CYP2C19 inhibition	+	0.6424	64.24%
CYP2D6 inhibition	-	0.7764	77.64%
CYP1A2 inhibition	+	0.7896	78.96%
CYP2C8 inhibition	-	0.6678	66.78%
CYP inhibitory promiscuity	+	0.5307	53.07%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6355	63.55%
Eye corrosion	-	0.9938	99.38%
Eye irritation	+	0.6391	63.91%
Skin irritation	-	0.6085	60.85%
Skin corrosion	-	0.8863	88.63%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7066	70.66%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.9208	92.08%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4813	48.13%
Acute Oral Toxicity (c)	II	0.3557	35.57%
Estrogen receptor binding	+	0.6271	62.71%
Androgen receptor binding	+	0.7299	72.99%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.8062	80.62%
Aromatase binding	-	0.5456	54.56%
PPAR gamma	+	0.7180	71.80%
Honey bee toxicity	-	0.8908	89.08%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9007	90.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.00%	95.56%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	93.45%	98.11%
CHEMBL2581	P07339	Cathepsin D	91.48%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.29%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.09%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.69%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.36%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	86.28%	94.73%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.95%	85.11%
CHEMBL1951	P21397	Monoamine oxidase A	80.23%	91.49%

Plants that contains it

• Syzygium nervosum

Cross-Links

• PubChem: 25155520
• LOTUS: LTS0035394
• wikiData: Q105291943