Ligustrone A

Details

• Internal ID: f2b1da76-5486-4cbe-8ac8-51b3af72e020
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: 5-hydroxy-11-methoxy-2-methylindeno[5,6-h]chromene-4,10-dione
• InChI: InChI=1S/C18H12O5/c1-8-5-12(20)16-13(21)7-10-6-9-3-4-11(19)14(9)17(22-2)15(10)18(16)23-8/h3-7,21H,1-2H3
• InChI Key: SHDCMOBRUYNKEN-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₂O₅
• Molecular Weight: 308.30 g/mol
• Exact Mass: 308.06847348 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.18
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9908	99.08%
Caco-2	+	0.7762	77.62%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7425	74.25%
OATP2B1 inhibitior	-	0.7125	71.25%
OATP1B1 inhibitior	+	0.9314	93.14%
OATP1B3 inhibitior	+	0.9894	98.94%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7111	71.11%
P-glycoprotein inhibitior	-	0.5736	57.36%
P-glycoprotein substrate	-	0.8053	80.53%
CYP3A4 substrate	+	0.5753	57.53%
CYP2C9 substrate	-	0.6141	61.41%
CYP2D6 substrate	-	0.8621	86.21%
CYP3A4 inhibition	+	0.6082	60.82%
CYP2C9 inhibition	+	0.6373	63.73%
CYP2C19 inhibition	+	0.7088	70.88%
CYP2D6 inhibition	-	0.6932	69.32%
CYP1A2 inhibition	+	0.9393	93.93%
CYP2C8 inhibition	-	0.6717	67.17%
CYP inhibitory promiscuity	+	0.6663	66.63%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.5259	52.59%
Eye corrosion	-	0.9759	97.59%
Eye irritation	+	0.6765	67.65%
Skin irritation	-	0.7156	71.56%
Skin corrosion	-	0.9757	97.57%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6119	61.19%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8808	88.08%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.4923	49.23%
Acute Oral Toxicity (c)	II	0.6480	64.80%
Estrogen receptor binding	+	0.8420	84.20%
Androgen receptor binding	+	0.7449	74.49%
Thyroid receptor binding	-	0.4931	49.31%
Glucocorticoid receptor binding	+	0.7389	73.89%
Aromatase binding	+	0.7211	72.11%
PPAR gamma	+	0.8800	88.00%
Honey bee toxicity	-	0.8716	87.16%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9496	94.96%

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	97.15%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.83%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.12%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.98%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.28%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	89.96%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.24%	99.15%
CHEMBL2581	P07339	Cathepsin D	87.68%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.33%	86.33%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	86.11%	96.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.27%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.22%	85.14%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.27%	93.65%
CHEMBL1951	P21397	Monoamine oxidase A	84.21%	91.49%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.16%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.39%	96.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.20%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.96%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71438741
• LOTUS: LTS0243495
• wikiData: Q77504733