(2S)-2,5,7-trihydroxy-6-methyl-4-oxo-2-phenyl-3H-chromene-8-carbaldehyde

Details

• Internal ID: 11702261-fbc7-44e1-ba23-8165dfb312d6
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Hydroxyflavonoids > 7-hydroxyflavonoids
• IUPAC Name: (2S)-2,5,7-trihydroxy-6-methyl-4-oxo-2-phenyl-3H-chromene-8-carbaldehyde
• SMILES (Canonical): CC1=C(C(=C2C(=C1O)C(=O)CC(O2)(C3=CC=CC=C3)O)C=O)O
• SMILES (Isomeric): CC1=C(C(=C2C(=C1O)C(=O)C[C@](O2)(C3=CC=CC=C3)O)C=O)O
• InChI: InChI=1S/C17H14O6/c1-9-14(20)11(8-18)16-13(15(9)21)12(19)7-17(22,23-16)10-5-3-2-4-6-10/h2-6,8,20-22H,7H2,1H3/t17-/m0/s1
• InChI Key: PTQOJHUHQGPAFD-KRWDZBQOSA-N
• Popularity: 0 references 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: 2.40
• Atomic LogP (AlogP): 2.03
• 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	+	0.8239	82.39%
Caco-2	-	0.6227	62.27%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7337	73.37%
OATP2B1 inhibitior	-	0.5780	57.80%
OATP1B1 inhibitior	+	0.8123	81.23%
OATP1B3 inhibitior	+	0.9297	92.97%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6944	69.44%
P-glycoprotein inhibitior	-	0.8562	85.62%
P-glycoprotein substrate	-	0.8576	85.76%
CYP3A4 substrate	-	0.5271	52.71%
CYP2C9 substrate	+	0.5979	59.79%
CYP2D6 substrate	-	0.8303	83.03%
CYP3A4 inhibition	-	0.6051	60.51%
CYP2C9 inhibition	-	0.5718	57.18%
CYP2C19 inhibition	-	0.8933	89.33%
CYP2D6 inhibition	-	0.9068	90.68%
CYP1A2 inhibition	-	0.9053	90.53%
CYP2C8 inhibition	-	0.6960	69.60%
CYP inhibitory promiscuity	-	0.8883	88.83%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5807	58.07%
Eye corrosion	-	0.9939	99.39%
Eye irritation	+	0.5668	56.68%
Skin irritation	-	0.6463	64.63%
Skin corrosion	-	0.8981	89.81%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7998	79.98%
Micronuclear	+	0.8059	80.59%
Hepatotoxicity	+	0.5806	58.06%
skin sensitisation	-	0.9286	92.86%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6482	64.82%
Acute Oral Toxicity (c)	I	0.4319	43.19%
Estrogen receptor binding	+	0.7445	74.45%
Androgen receptor binding	+	0.6269	62.69%
Thyroid receptor binding	-	0.5115	51.15%
Glucocorticoid receptor binding	+	0.7479	74.79%
Aromatase binding	+	0.6853	68.53%
PPAR gamma	+	0.7246	72.46%
Honey bee toxicity	-	0.9329	93.29%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9174	91.74%

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	98.82%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.95%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.37%	98.95%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	86.81%	98.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.07%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.86%	99.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.23%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.51%	94.08%
CHEMBL3401	O75469	Pregnane X receptor	81.81%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.36%	86.33%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.55%	90.24%

Plants that contains it

• Desmos chinensis

Cross-Links

• PubChem: 162935055
• LOTUS: LTS0270385
• wikiData: Q105214838