Celerin

Details

• Internal ID: 8b81252d-c33a-43cf-8f4c-88c67756d9a4
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins
• IUPAC Name: 8-hydroxy-7-methoxy-5-(2-methylbut-3-en-2-yl)chromen-2-one
• SMILES (Canonical): CC(C)(C=C)C1=CC(=C(C2=C1C=CC(=O)O2)O)OC
• SMILES (Isomeric): CC(C)(C=C)C1=CC(=C(C2=C1C=CC(=O)O2)O)OC
• InChI: InChI=1S/C15H16O4/c1-5-15(2,3)10-8-11(18-4)13(17)14-9(10)6-7-12(16)19-14/h5-8,17H,1H2,2-4H3
• InChI Key: KATNIMBVOAPAGX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.97
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• UNII-G99WVK4E7Y
• G99WVK4E7Y
• 73815-20-0
• 2H-1-Benzopyran-2-one, 5-(1,1-dimethyl-2-propenyl)-8-hydroxy-7-methoxy-
• 2H-1-BENZOPYRAN-2-ONE, 5-(1,1-DIMETHYL-2-PROPEN-1-YL)-8-HYDROXY-7-METHOXY-
• DTXSID80224242
• CHEBI:172503
• 8-hydroxy-7-methoxy-5-(2-methylbut-3-en-2-yl)chromen-2-one
• Q27278960
• 8-hydroxy-7-methoxy-5-(2-methylbut-3-en-2-yl)-2H-chromen-2-one
• 4-(1,1-Dimethyl-2-propenyl)-8-hydroxy-7-methoxy-2H-1-benzopyran-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9739	97.39%
Caco-2	-	0.5191	51.91%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6555	65.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8824	88.24%
OATP1B3 inhibitior	+	0.9670	96.70%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6612	66.12%
P-glycoprotein inhibitior	-	0.8112	81.12%
P-glycoprotein substrate	-	0.7959	79.59%
CYP3A4 substrate	+	0.5063	50.63%
CYP2C9 substrate	-	0.6506	65.06%
CYP2D6 substrate	-	0.8395	83.95%
CYP3A4 inhibition	+	0.7431	74.31%
CYP2C9 inhibition	-	0.9035	90.35%
CYP2C19 inhibition	-	0.5571	55.71%
CYP2D6 inhibition	-	0.8572	85.72%
CYP1A2 inhibition	-	0.5273	52.73%
CYP2C8 inhibition	+	0.5334	53.34%
CYP inhibitory promiscuity	-	0.6824	68.24%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4531	45.31%
Eye corrosion	-	0.9825	98.25%
Eye irritation	+	0.8036	80.36%
Skin irritation	-	0.7491	74.91%
Skin corrosion	-	0.9565	95.65%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7516	75.16%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8222	82.22%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7963	79.63%
Acute Oral Toxicity (c)	III	0.4496	44.96%
Estrogen receptor binding	+	0.8409	84.09%
Androgen receptor binding	+	0.6613	66.13%
Thyroid receptor binding	+	0.5726	57.26%
Glucocorticoid receptor binding	+	0.7929	79.29%
Aromatase binding	+	0.7963	79.63%
PPAR gamma	+	0.7442	74.42%
Honey bee toxicity	-	0.8507	85.07%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9895	98.95%

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	98.72%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.87%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.41%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.23%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	88.79%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.45%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.09%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.74%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.56%	89.00%

Plants that contains it

• Apium graveolens
• Rehmannia glutinosa

Cross-Links

• PubChem: 156431
• NPASS: NPC44448