Lansiumarin A

Details

• Internal ID: dc691db3-eee1-4c85-860f-7ca57aca0f56
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: 9-[(2E)-3,7-dimethyl-6-oxoocta-2,7-dienoxy]furo[3,2-g]chromen-7-one
• SMILES (Canonical): CC(=C)C(=O)CCC(=CCOC1=C2C(=CC3=C1OC=C3)C=CC(=O)O2)C
• SMILES (Isomeric): CC(=C)C(=O)CC/C(=C/COC1=C2C(=CC3=C1OC=C3)C=CC(=O)O2)/C
• InChI: InChI=1S/C21H20O5/c1-13(2)17(22)6-4-14(3)8-10-25-21-19-16(9-11-24-19)12-15-5-7-18(23)26-20(15)21/h5,7-9,11-12H,1,4,6,10H2,2-3H3/b14-8+
• InChI Key: XWVDCVZOOVTJKF-RIYZIHGNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₅
• Molecular Weight: 352.40 g/mol
• Exact Mass: 352.13107373 g/mol
• Topological Polar Surface Area (TPSA): 65.70 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.79
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

• 205115-73-7
• 9-[(2E)-3,7-dimethyl-6-oxoocta-2,7-dienoxy]furo[3,2-g]chromen-7-one
• CHEBI:175510
• DTXSID001317787
• AKOS040735388
• 9-[(2E)-3,7-dimethyl-6-oxoocta-2,7-dienoxy]uro[3,2-g]chromen-7-one
• 9-{[(2E)-3,7-dimethyl-6-oxoocta-2,7-dien-1-yl]oxy}-2H-furo[3,2-g]chromen-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9868	98.68%
Caco-2	-	0.6072	60.72%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8218	82.18%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	+	0.9196	91.96%
OATP1B3 inhibitior	+	0.8073	80.73%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8353	83.53%
P-glycoprotein inhibitior	+	0.7658	76.58%
P-glycoprotein substrate	-	0.8330	83.30%
CYP3A4 substrate	-	0.5052	50.52%
CYP2C9 substrate	-	0.7938	79.38%
CYP2D6 substrate	-	0.8432	84.32%
CYP3A4 inhibition	+	0.7992	79.92%
CYP2C9 inhibition	-	0.6124	61.24%
CYP2C19 inhibition	+	0.6207	62.07%
CYP2D6 inhibition	-	0.6548	65.48%
CYP1A2 inhibition	+	0.7238	72.38%
CYP2C8 inhibition	+	0.5405	54.05%
CYP inhibitory promiscuity	+	0.6444	64.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6344	63.44%
Eye corrosion	-	0.9829	98.29%
Eye irritation	-	0.8920	89.20%
Skin irritation	-	0.7363	73.63%
Skin corrosion	-	0.9464	94.64%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8660	86.60%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.8750	87.50%
skin sensitisation	-	0.7848	78.48%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7189	71.89%
Acute Oral Toxicity (c)	III	0.4632	46.32%
Estrogen receptor binding	+	0.6709	67.09%
Androgen receptor binding	+	0.8261	82.61%
Thyroid receptor binding	+	0.5985	59.85%
Glucocorticoid receptor binding	+	0.8446	84.46%
Aromatase binding	+	0.6622	66.22%
PPAR gamma	+	0.7593	75.93%
Honey bee toxicity	-	0.8679	86.79%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.45%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.92%	99.17%
CHEMBL2581	P07339	Cathepsin D	91.80%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.93%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.57%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.41%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.91%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.82%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.81%	99.23%
CHEMBL4208	P20618	Proteasome component C5	83.75%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.87%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.36%	94.45%

Plants that contains it

• Clausena lansium

Cross-Links

• PubChem: 11792299
• LOTUS: LTS0244949
• wikiData: Q76422074