Melitric acid A

Details

• Internal ID: 336fcf50-db91-4c92-a502-8db5e0afdc3a
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenylpyruvic acid derivatives
• IUPAC Name: 2-[(E)-3-[4-[(Z)-1-carboxy-2-(3,4-dihydroxyphenyl)ethenoxy]-3-hydroxyphenyl]prop-2-enoyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid
• SMILES (Canonical): C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=CC(=C(C=C2)OC(=CC3=CC(=C(C=C3)O)O)C(=O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1CC(C(=O)O)OC(=O)/C=C/C2=CC(=C(C=C2)O/C(=C\C3=CC(=C(C=C3)O)O)/C(=O)O)O)O)O
• InChI: InChI=1S/C27H22O12/c28-17-5-1-15(10-19(17)30)12-23(26(34)35)38-22-7-3-14(9-21(22)32)4-8-25(33)39-24(27(36)37)13-16-2-6-18(29)20(31)11-16/h1-12,24,28-32H,13H2,(H,34,35)(H,36,37)/b8-4+,23-12-
• InChI Key: MZSGWZGPESCJAN-JKXXRSRDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₂O₁₂
• Molecular Weight: 538.50 g/mol
• Exact Mass: 538.11112613 g/mol
• Topological Polar Surface Area (TPSA): 211.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 2.97
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

• Melitric acid A
• Schizotenuin E
• 150072-80-3
• (2Z)-2-{4-[(1E)-3-[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl]-2-hydroxyphenoxy}-3-(3,4-dihydroxyphenyl)prop-2-enoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9019	90.19%
Caco-2	-	0.9128	91.28%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8430	84.30%
OATP2B1 inhibitior	-	0.5637	56.37%
OATP1B1 inhibitior	+	0.9197	91.97%
OATP1B3 inhibitior	+	0.9413	94.13%
MATE1 inhibitior	-	0.5000	50.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.4618	46.18%
P-glycoprotein inhibitior	+	0.6864	68.64%
P-glycoprotein substrate	-	0.7561	75.61%
CYP3A4 substrate	+	0.5379	53.79%
CYP2C9 substrate	-	0.5981	59.81%
CYP2D6 substrate	-	0.8608	86.08%
CYP3A4 inhibition	-	0.8691	86.91%
CYP2C9 inhibition	-	0.7936	79.36%
CYP2C19 inhibition	-	0.8630	86.30%
CYP2D6 inhibition	-	0.8998	89.98%
CYP1A2 inhibition	-	0.5421	54.21%
CYP2C8 inhibition	+	0.7434	74.34%
CYP inhibitory promiscuity	-	0.7451	74.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7941	79.41%
Carcinogenicity (trinary)	Non-required	0.6160	61.60%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.7649	76.49%
Skin irritation	-	0.7319	73.19%
Skin corrosion	-	0.9492	94.92%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6812	68.12%
Micronuclear	+	0.7218	72.18%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8414	84.14%
Acute Oral Toxicity (c)	III	0.6609	66.09%
Estrogen receptor binding	+	0.6719	67.19%
Androgen receptor binding	+	0.8190	81.90%
Thyroid receptor binding	+	0.5754	57.54%
Glucocorticoid receptor binding	+	0.6494	64.94%
Aromatase binding	-	0.5057	50.57%
PPAR gamma	+	0.6528	65.28%
Honey bee toxicity	-	0.6835	68.35%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9963	99.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.59%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.99%	91.11%
CHEMBL3194	P02766	Transthyretin	95.72%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.87%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.27%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.08%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.25%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	93.13%	90.20%
CHEMBL2581	P07339	Cathepsin D	88.89%	98.95%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.58%	95.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.53%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.26%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.36%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.73%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.87%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.25%	96.95%
CHEMBL4040	P28482	MAP kinase ERK2	84.23%	83.82%
CHEMBL4208	P20618	Proteasome component C5	80.75%	90.00%

Plants that contains it

• Melissa officinalis
• Salvia cavaleriei
• Salvia miltiorrhiza
• Salvia officinalis

Cross-Links

• PubChem: 10459878
• NPASS: NPC255617
• LOTUS: LTS0019220
• wikiData: Q105176004