Lanceaefolic acid methyl ester

Details

• Internal ID: 594b4b0b-e448-4b24-a487-6f44b9b91215
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > p-Hydroxybenzoic acid esters > p-Hydroxybenzoic acid alkyl esters
• IUPAC Name: methyl 3,4-dihydroxy-5-(3-methylbut-2-enoyl)benzoate
• SMILES (Canonical): CC(=CC(=O)C1=C(C(=CC(=C1)C(=O)OC)O)O)C
• SMILES (Isomeric): CC(=CC(=O)C1=C(C(=CC(=C1)C(=O)OC)O)O)C
• InChI: InChI=1S/C13H14O5/c1-7(2)4-10(14)9-5-8(13(17)18-3)6-11(15)12(9)16/h4-6,15-16H,1-3H3
• InChI Key: KPPDNWSCOKXHFG-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₅
• Molecular Weight: 250.25 g/mol
• Exact Mass: 250.08412354 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.03
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• CHEMBL499359

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9710	97.10%
Caco-2	+	0.6516	65.16%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8324	83.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7956	79.56%
OATP1B3 inhibitior	+	0.9059	90.59%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9045	90.45%
P-glycoprotein inhibitior	-	0.9254	92.54%
P-glycoprotein substrate	-	0.8697	86.97%
CYP3A4 substrate	-	0.5789	57.89%
CYP2C9 substrate	-	0.5953	59.53%
CYP2D6 substrate	-	0.8948	89.48%
CYP3A4 inhibition	-	0.8912	89.12%
CYP2C9 inhibition	-	0.5495	54.95%
CYP2C19 inhibition	-	0.6014	60.14%
CYP2D6 inhibition	-	0.8843	88.43%
CYP1A2 inhibition	-	0.6636	66.36%
CYP2C8 inhibition	-	0.6011	60.11%
CYP inhibitory promiscuity	-	0.8447	84.47%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7351	73.51%
Carcinogenicity (trinary)	Non-required	0.6384	63.84%
Eye corrosion	-	0.9618	96.18%
Eye irritation	+	0.9572	95.72%
Skin irritation	-	0.6846	68.46%
Skin corrosion	-	0.9346	93.46%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6778	67.78%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.6789	67.89%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.6793	67.93%
Acute Oral Toxicity (c)	III	0.4281	42.81%
Estrogen receptor binding	+	0.8550	85.50%
Androgen receptor binding	+	0.5530	55.30%
Thyroid receptor binding	-	0.6366	63.66%
Glucocorticoid receptor binding	+	0.7223	72.23%
Aromatase binding	+	0.7332	73.32%
PPAR gamma	+	0.5606	56.06%
Honey bee toxicity	-	0.9037	90.37%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9908	99.08%

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	98.25%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.93%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	88.65%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.53%	89.34%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.44%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.05%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.73%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.72%	94.45%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	85.37%	81.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.37%	95.50%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	85.16%	94.42%
CHEMBL4208	P20618	Proteasome component C5	83.62%	90.00%
CHEMBL2535	P11166	Glucose transporter	83.47%	98.75%
CHEMBL1951	P21397	Monoamine oxidase A	81.25%	91.49%
CHEMBL340	P08684	Cytochrome P450 3A4	80.32%	91.19%
CHEMBL3194	P02766	Transthyretin	80.14%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10354719
• LOTUS: LTS0171142
• wikiData: Q105144309