5,7-Dihydroxy-2-propylchromone

Details

• Internal ID: e8bae290-fd33-46a2-ad8e-5f68ca2af58f
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 5,7-dihydroxy-2-propylchromen-4-one
• SMILES (Canonical): CCCC1=CC(=O)C2=C(C=C(C=C2O1)O)O
• SMILES (Isomeric): CCCC1=CC(=O)C2=C(C=C(C=C2O1)O)O
• InChI: InChI=1S/C12H12O4/c1-2-3-8-6-10(15)12-9(14)4-7(13)5-11(12)16-8/h4-6,13-14H,2-3H2,1H3
• InChI Key: VNMQMINAFBHHBP-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂O₄
• Molecular Weight: 220.22 g/mol
• Exact Mass: 220.07355886 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.16
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEMBL485814
• 5,7-dihydroxy-2-propyl-chromen-4-one
• 5,7-Dihydroxy-2-propyl-4H-chromen-4-one
• 2-Propyl-5,7-dihydroxy-4H-1-benzopyran-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9527	95.27%
Caco-2	+	0.9335	93.35%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4371	43.71%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.9090	90.90%
OATP1B3 inhibitior	+	0.9741	97.41%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9365	93.65%
P-glycoprotein inhibitior	-	0.9134	91.34%
P-glycoprotein substrate	-	0.8159	81.59%
CYP3A4 substrate	-	0.5769	57.69%
CYP2C9 substrate	-	0.5690	56.90%
CYP2D6 substrate	-	0.8293	82.93%
CYP3A4 inhibition	+	0.8737	87.37%
CYP2C9 inhibition	-	0.6671	66.71%
CYP2C19 inhibition	+	0.5685	56.85%
CYP2D6 inhibition	-	0.8606	86.06%
CYP1A2 inhibition	+	0.8452	84.52%
CYP2C8 inhibition	-	0.6711	67.11%
CYP inhibitory promiscuity	+	0.5697	56.97%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6060	60.60%
Eye corrosion	-	0.9784	97.84%
Eye irritation	+	0.9259	92.59%
Skin irritation	-	0.6967	69.67%
Skin corrosion	-	0.9153	91.53%
Ames mutagenesis	-	0.6137	61.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6399	63.99%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8228	82.28%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6372	63.72%
Acute Oral Toxicity (c)	III	0.7644	76.44%
Estrogen receptor binding	+	0.7975	79.75%
Androgen receptor binding	+	0.6874	68.74%
Thyroid receptor binding	-	0.6788	67.88%
Glucocorticoid receptor binding	+	0.8707	87.07%
Aromatase binding	-	0.5165	51.65%
PPAR gamma	+	0.7757	77.57%
Honey bee toxicity	-	0.9433	94.33%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5932	59.32%
Fish aquatic toxicity	+	0.7784	77.84%

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	97.55%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.61%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.78%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.30%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.84%	86.33%
CHEMBL1929	P47989	Xanthine dehydrogenase	88.67%	96.12%
CHEMBL3194	P02766	Transthyretin	87.80%	90.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.32%	90.71%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.77%	93.65%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.73%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.94%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.53%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.22%	96.95%

Plants that contains it

• Agrimonia pilosa

Cross-Links

• PubChem: 5480902
• NPASS: NPC5515
• ChEMBL: CHEMBL485814