Citrinolactone A

Details

• Internal ID: 2348fd82-273e-4f5f-9738-c57c26eec5b9
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: methyl (1S)-1,6-dihydroxy-8-methyl-5-oxo-2,3-dihydrocyclopenta[c]isochromene-1-carboxylate
• InChI: InChI=1S/C15H14O6/c1-7-5-8-11(9(16)6-7)13(17)21-10-3-4-15(19,12(8)10)14(18)20-2/h5-6,16,19H,3-4H2,1-2H3/t15-/m0/s1
• InChI Key: MWJQDTTVNPGMAY-HNNXBMFYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₆
• Molecular Weight: 290.27 g/mol
• Exact Mass: 290.07903816 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.11
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• Q63409792

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9035	90.35%
Caco-2	+	0.5717	57.17%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7335	73.35%
OATP2B1 inhibitior	-	0.7180	71.80%
OATP1B1 inhibitior	+	0.9309	93.09%
OATP1B3 inhibitior	+	0.9087	90.87%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.7571	75.71%
BSEP inhibitior	-	0.6721	67.21%
P-glycoprotein inhibitior	-	0.8617	86.17%
P-glycoprotein substrate	-	0.7765	77.65%
CYP3A4 substrate	+	0.5971	59.71%
CYP2C9 substrate	+	0.6673	66.73%
CYP2D6 substrate	-	0.8691	86.91%
CYP3A4 inhibition	-	0.9008	90.08%
CYP2C9 inhibition	-	0.8390	83.90%
CYP2C19 inhibition	-	0.8252	82.52%
CYP2D6 inhibition	-	0.8841	88.41%
CYP1A2 inhibition	+	0.5181	51.81%
CYP2C8 inhibition	-	0.6648	66.48%
CYP inhibitory promiscuity	-	0.9344	93.44%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5536	55.36%
Eye corrosion	-	0.9889	98.89%
Eye irritation	+	0.6187	61.87%
Skin irritation	-	0.7602	76.02%
Skin corrosion	-	0.9102	91.02%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8383	83.83%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.6121	61.21%
skin sensitisation	-	0.8964	89.64%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8493	84.93%
Acute Oral Toxicity (c)	III	0.3304	33.04%
Estrogen receptor binding	+	0.7767	77.67%
Androgen receptor binding	+	0.7269	72.69%
Thyroid receptor binding	-	0.5797	57.97%
Glucocorticoid receptor binding	+	0.8552	85.52%
Aromatase binding	-	0.5651	56.51%
PPAR gamma	+	0.8281	82.81%
Honey bee toxicity	-	0.8859	88.59%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.7278	72.78%

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	99.62%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.61%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.19%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.98%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.76%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.12%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	89.90%	91.19%
CHEMBL2581	P07339	Cathepsin D	88.90%	98.95%
CHEMBL2535	P11166	Glucose transporter	85.85%	98.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.98%	93.03%
CHEMBL3401	O75469	Pregnane X receptor	82.08%	94.73%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.33%	81.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.45%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.06%	90.71%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.02%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102595349
• LOTUS: LTS0065488
• wikiData: Q63409792