Vulculic acid

Details

• Internal ID: 278b8acf-f8b6-43ab-bca4-85397157a6e1
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 2-(2-acetyl-3,4-dihydroxy-5-methoxyphenyl)acetic acid
• InChI: InChI=1S/C11H12O6/c1-5(12)9-6(4-8(13)14)3-7(17-2)10(15)11(9)16/h3,15-16H,4H2,1-2H3,(H,13,14)
• InChI Key: VZNCGLFWZZLBMT-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₆
• Molecular Weight: 240.21 g/mol
• Exact Mass: 240.06338810 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.94
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• 2-(2-acetyl-3,4-dihydroxy-5-methoxyphenyl)acetic acid
• RefChem:194697
• 135351-78-9
• 2-Acetyl-3,4-dihydroxy-5-methoxyphenylacetic acid
• SCHEMBL27675059
• SCHEMBL29690009
• CHEBI:212271

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8313	83.13%
Caco-2	+	0.6369	63.69%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8193	81.93%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.8493	84.93%
OATP1B3 inhibitior	+	0.9363	93.63%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9314	93.14%
P-glycoprotein inhibitior	-	0.9495	94.95%
P-glycoprotein substrate	-	0.8574	85.74%
CYP3A4 substrate	-	0.6281	62.81%
CYP2C9 substrate	+	0.5791	57.91%
CYP2D6 substrate	-	0.8604	86.04%
CYP3A4 inhibition	-	0.9203	92.03%
CYP2C9 inhibition	-	0.9114	91.14%
CYP2C19 inhibition	-	0.8898	88.98%
CYP2D6 inhibition	-	0.8595	85.95%
CYP1A2 inhibition	-	0.8452	84.52%
CYP2C8 inhibition	-	0.6257	62.57%
CYP inhibitory promiscuity	-	0.9621	96.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7811	78.11%
Carcinogenicity (trinary)	Non-required	0.7201	72.01%
Eye corrosion	-	0.9564	95.64%
Eye irritation	+	0.8542	85.42%
Skin irritation	-	0.6694	66.94%
Skin corrosion	-	0.9044	90.44%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7964	79.64%
Micronuclear	+	0.5818	58.18%
Hepatotoxicity	+	0.6552	65.52%
skin sensitisation	-	0.7710	77.10%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6772	67.72%
Acute Oral Toxicity (c)	III	0.6316	63.16%
Estrogen receptor binding	-	0.5179	51.79%
Androgen receptor binding	-	0.6921	69.21%
Thyroid receptor binding	-	0.8096	80.96%
Glucocorticoid receptor binding	-	0.6554	65.54%
Aromatase binding	-	0.8074	80.74%
PPAR gamma	-	0.6325	63.25%
Honey bee toxicity	-	0.9427	94.27%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.8104	81.04%
Fish aquatic toxicity	+	0.8659	86.59%

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	97.35%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.96%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.19%	85.14%
CHEMBL1255126	O15151	Protein Mdm4	91.76%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.22%	86.33%
CHEMBL2581	P07339	Cathepsin D	88.80%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.73%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.79%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.65%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	80.07%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85614581
• LOTUS: LTS0251153
• wikiData: Q105299860