Performone B

Details

• Internal ID: c320fa54-0296-4e97-a44f-26e82f791dd1
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 5-hydroxy-8-(1-hydroxy-3-methylbut-3-enyl)-7-methoxy-2-methylchromen-4-one
• SMILES (Canonical): CC1=CC(=O)C2=C(O1)C(=C(C=C2O)OC)C(CC(=C)C)O
• SMILES (Isomeric): CC1=CC(=O)C2=C(O1)C(=C(C=C2O)OC)C(CC(=C)C)O
• InChI: InChI=1S/C16H18O5/c1-8(2)5-10(17)15-13(20-4)7-12(19)14-11(18)6-9(3)21-16(14)15/h6-7,10,17,19H,1,5H2,2-4H3
• InChI Key: NECCMSLPKRWTRS-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₅
• Molecular Weight: 290.31 g/mol
• Exact Mass: 290.11542367 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.82
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• CHEBI:66730
• Perforamone B
• CHEMBL2204371
• Q27135352
• 5-hydroxy-8-(1-hydroxy-3-methylbut-3-enyl)-7-methoxy-2-methylchromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9863	98.63%
Caco-2	+	0.7087	70.87%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6227	62.27%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.9009	90.09%
OATP1B3 inhibitior	+	0.9405	94.05%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8154	81.54%
P-glycoprotein inhibitior	-	0.6846	68.46%
P-glycoprotein substrate	-	0.7367	73.67%
CYP3A4 substrate	+	0.5697	56.97%
CYP2C9 substrate	-	0.5948	59.48%
CYP2D6 substrate	-	0.7986	79.86%
CYP3A4 inhibition	+	0.5379	53.79%
CYP2C9 inhibition	-	0.7217	72.17%
CYP2C19 inhibition	+	0.7092	70.92%
CYP2D6 inhibition	-	0.7380	73.80%
CYP1A2 inhibition	+	0.6941	69.41%
CYP2C8 inhibition	-	0.6040	60.40%
CYP inhibitory promiscuity	+	0.6987	69.87%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.6434	64.34%
Eye corrosion	-	0.9877	98.77%
Eye irritation	+	0.6416	64.16%
Skin irritation	-	0.7901	79.01%
Skin corrosion	-	0.9620	96.20%
Ames mutagenesis	-	0.6064	60.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.6543	65.43%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.7562	75.62%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5455	54.55%
Acute Oral Toxicity (c)	III	0.4176	41.76%
Estrogen receptor binding	-	0.4846	48.46%
Androgen receptor binding	+	0.6630	66.30%
Thyroid receptor binding	+	0.5665	56.65%
Glucocorticoid receptor binding	+	0.6496	64.96%
Aromatase binding	+	0.6066	60.66%
PPAR gamma	+	0.6593	65.93%
Honey bee toxicity	-	0.7545	75.45%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9795	97.95%

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	98.25%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.01%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.86%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	93.85%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.72%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.98%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.57%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.18%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.16%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.02%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.66%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.61%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.59%	86.92%
CHEMBL1255126	O15151	Protein Mdm4	80.11%	90.20%

Plants that contains it

• Harrisonia perforata
• Solanum lycopersicum

Cross-Links

• PubChem: 11608981
• LOTUS: LTS0021989
• wikiData: Q27135352