Citrinolactone B

Details

• Internal ID: a0f1dc4f-a3fc-47fd-af82-687bbff8e976
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: (1S)-1,6-dihydroxy-8-methyl-2,3-dihydro-1H-cyclopenta[c]isochromen-5-one
• InChI: InChI=1S/C13H12O4/c1-6-4-7-11-8(14)2-3-10(11)17-13(16)12(7)9(15)5-6/h4-5,8,14-15H,2-3H2,1H3/t8-/m0/s1
• InChI Key: DMYRPFPADKEUEO-QMMMGPOBSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₄
• Molecular Weight: 232.23 g/mol
• Exact Mass: 232.07355886 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.79
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• Q63392675

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9687	96.87%
Caco-2	+	0.7038	70.38%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7836	78.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9374	93.74%
OATP1B3 inhibitior	+	0.9537	95.37%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8571	85.71%
BSEP inhibitior	-	0.8262	82.62%
P-glycoprotein inhibitior	-	0.9095	90.95%
P-glycoprotein substrate	-	0.9091	90.91%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	+	0.6609	66.09%
CYP2D6 substrate	-	0.8478	84.78%
CYP3A4 inhibition	-	0.8313	83.13%
CYP2C9 inhibition	-	0.7328	73.28%
CYP2C19 inhibition	-	0.6054	60.54%
CYP2D6 inhibition	-	0.8263	82.63%
CYP1A2 inhibition	+	0.7692	76.92%
CYP2C8 inhibition	-	0.8629	86.29%
CYP inhibitory promiscuity	-	0.9018	90.18%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5020	50.20%
Eye corrosion	-	0.9898	98.98%
Eye irritation	+	0.7173	71.73%
Skin irritation	-	0.6512	65.12%
Skin corrosion	-	0.9267	92.67%
Ames mutagenesis	+	0.5136	51.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.7797	77.97%
Micronuclear	+	0.5559	55.59%
Hepatotoxicity	+	0.5928	59.28%
skin sensitisation	-	0.8517	85.17%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8575	85.75%
Acute Oral Toxicity (c)	I	0.4640	46.40%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.5663	56.63%
Thyroid receptor binding	-	0.5836	58.36%
Glucocorticoid receptor binding	+	0.7747	77.47%
Aromatase binding	-	0.7597	75.97%
PPAR gamma	+	0.7057	70.57%
Honey bee toxicity	-	0.9218	92.18%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7472	74.72%

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	98.88%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.33%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.75%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.21%	89.00%
CHEMBL2581	P07339	Cathepsin D	90.43%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.14%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.67%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.15%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.61%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.01%	93.03%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.96%	93.40%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.90%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.89%	92.94%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.64%	93.65%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.33%	93.04%
CHEMBL3401	O75469	Pregnane X receptor	81.95%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.77%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.75%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102595350
• LOTUS: LTS0113052
• wikiData: Q63392675