Lacinartin

Details

• Internal ID: 33857076-01d3-4600-821e-c6409ca09dd6
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 8-methoxy-7-(3-methylbut-2-enoxy)chromen-2-one
• SMILES (Canonical): CC(=CCOC1=C(C2=C(C=C1)C=CC(=O)O2)OC)C
• SMILES (Isomeric): CC(=CCOC1=C(C2=C(C=C1)C=CC(=O)O2)OC)C
• InChI: InChI=1S/C15H16O4/c1-10(2)8-9-18-12-6-4-11-5-7-13(16)19-14(11)15(12)17-3/h4-8H,9H2,1-3H3
• InChI Key: KBHJUIRMCYXTBK-UHFFFAOYSA-N
• Popularity: 8 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): 44.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.15
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 8-methoxy-7-(3-methylbut-2-enoxy)chromen-2-one
• CHEMBL567517
• BDBM50491068
• InChI=1/C15H16O4/c1-10(2)8-9-18-12-6-4-11-5-7-13(16)19-14(11)15(12)17-3/h4-8H,9H2,1-3H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9910	99.10%
Caco-2	+	0.9452	94.52%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6969	69.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9552	95.52%
OATP1B3 inhibitior	+	0.9407	94.07%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6394	63.94%
P-glycoprotein inhibitior	-	0.6672	66.72%
P-glycoprotein substrate	-	0.9066	90.66%
CYP3A4 substrate	-	0.5943	59.43%
CYP2C9 substrate	-	0.7071	70.71%
CYP2D6 substrate	-	0.8388	83.88%
CYP3A4 inhibition	-	0.6758	67.58%
CYP2C9 inhibition	+	0.5649	56.49%
CYP2C19 inhibition	+	0.9422	94.22%
CYP2D6 inhibition	-	0.6148	61.48%
CYP1A2 inhibition	+	0.9589	95.89%
CYP2C8 inhibition	-	0.7444	74.44%
CYP inhibitory promiscuity	+	0.8889	88.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7285	72.85%
Eye corrosion	-	0.9791	97.91%
Eye irritation	+	0.6625	66.25%
Skin irritation	-	0.7969	79.69%
Skin corrosion	-	0.9771	97.71%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7825	78.25%
Micronuclear	-	0.5326	53.26%
Hepatotoxicity	+	0.8625	86.25%
skin sensitisation	-	0.7676	76.76%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.4925	49.25%
Acute Oral Toxicity (c)	III	0.6862	68.62%
Estrogen receptor binding	+	0.8608	86.08%
Androgen receptor binding	+	0.7179	71.79%
Thyroid receptor binding	-	0.5328	53.28%
Glucocorticoid receptor binding	+	0.5972	59.72%
Aromatase binding	+	0.8491	84.91%
PPAR gamma	+	0.5684	56.84%
Honey bee toxicity	-	0.9273	92.73%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9927	99.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.07%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.82%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.39%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	88.30%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.13%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.60%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.28%	91.11%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.33%	97.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.48%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.03%	96.00%
CHEMBL4208	P20618	Proteasome component C5	82.53%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.84%	99.23%
CHEMBL2581	P07339	Cathepsin D	80.89%	98.95%

Plants that contains it

• Artemisia carvifolia
• Artemisia laciniata
• Artemisia tanacetifolia
• Diosma acmaephylla
• Zanthoxylum schinifolium

Cross-Links

• PubChem: 5324625
• LOTUS: LTS0193231
• wikiData: Q105138207