5,7-dihydroxy-8-[(E)-4-hydroxy-3-methylbut-2-enyl]-2-methylchromen-4-one

Details

• Internal ID: d5c00e42-0695-4737-8a40-309183924a68
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 5,7-dihydroxy-8-[(E)-4-hydroxy-3-methylbut-2-enyl]-2-methylchromen-4-one
• SMILES (Canonical): CC1=CC(=O)C2=C(C=C(C(=C2O1)CC=C(C)CO)O)O
• SMILES (Isomeric): CC1=CC(=O)C2=C(C=C(C(=C2O1)C/C=C(\C)/CO)O)O
• InChI: InChI=1S/C15H16O5/c1-8(7-16)3-4-10-11(17)6-13(19)14-12(18)5-9(2)20-15(10)14/h3,5-6,16-17,19H,4,7H2,1-2H3/b8-3+
• InChI Key: BXCQFHUFZLOMKG-FPYGCLRLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.99
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9694	96.94%
Caco-2	+	0.6445	64.45%
Blood Brain Barrier	-	0.5951	59.51%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6814	68.14%
OATP2B1 inhibitior	-	0.5599	55.99%
OATP1B1 inhibitior	+	0.9080	90.80%
OATP1B3 inhibitior	+	0.9606	96.06%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7267	72.67%
P-glycoprotein inhibitior	-	0.8753	87.53%
P-glycoprotein substrate	-	0.8396	83.96%
CYP3A4 substrate	-	0.5120	51.20%
CYP2C9 substrate	-	0.5826	58.26%
CYP2D6 substrate	-	0.8345	83.45%
CYP3A4 inhibition	+	0.6654	66.54%
CYP2C9 inhibition	-	0.5440	54.40%
CYP2C19 inhibition	+	0.6744	67.44%
CYP2D6 inhibition	-	0.6670	66.70%
CYP1A2 inhibition	+	0.8826	88.26%
CYP2C8 inhibition	-	0.8262	82.62%
CYP inhibitory promiscuity	+	0.8234	82.34%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7610	76.10%
Eye corrosion	-	0.9900	99.00%
Eye irritation	+	0.7769	77.69%
Skin irritation	-	0.7569	75.69%
Skin corrosion	-	0.9399	93.99%
Ames mutagenesis	+	0.5736	57.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.6565	65.65%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.7954	79.54%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6981	69.81%
Acute Oral Toxicity (c)	III	0.4699	46.99%
Estrogen receptor binding	+	0.7617	76.17%
Androgen receptor binding	+	0.6935	69.35%
Thyroid receptor binding	-	0.6390	63.90%
Glucocorticoid receptor binding	+	0.8962	89.62%
Aromatase binding	+	0.6906	69.06%
PPAR gamma	+	0.9136	91.36%
Honey bee toxicity	-	0.8998	89.98%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9958	99.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.25%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.32%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	97.21%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	93.81%	89.34%
CHEMBL2581	P07339	Cathepsin D	93.63%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.98%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.12%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.38%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.76%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.54%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.31%	94.45%

Plants that contains it

• Eranthis cilicica

Cross-Links

• PubChem: 102286688
• LOTUS: LTS0140295
• wikiData: Q104947862