4-hydroxy-3-[(Z)-3-hydroxy-3-methylbut-1-enyl]benzoic acid

Details

• Internal ID: 2e46b173-21ad-4e48-8b99-119bb349d75a
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives
• IUPAC Name: 4-hydroxy-3-[(Z)-3-hydroxy-3-methylbut-1-enyl]benzoic acid
• InChI: InChI=1S/C12H14O4/c1-12(2,16)6-5-8-7-9(11(14)15)3-4-10(8)13/h3-7,13,16H,1-2H3,(H,14,15)/b6-5-
• InChI Key: CDJANGMERFTPSE-WAYWQWQTSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₄
• Molecular Weight: 222.24 g/mol
• Exact Mass: 222.08920892 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.87
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• (z)-4-hydroxy3-(3-hydroxy-3-methylbut-1-en-1-yl)benzoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9905	99.05%
Caco-2	+	0.7194	71.94%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.9291	92.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9302	93.02%
OATP1B3 inhibitior	+	0.9740	97.40%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8423	84.23%
P-glycoprotein inhibitior	-	0.9515	95.15%
P-glycoprotein substrate	-	0.9647	96.47%
CYP3A4 substrate	-	0.6644	66.44%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.8770	87.70%
CYP3A4 inhibition	-	0.6987	69.87%
CYP2C9 inhibition	-	0.5267	52.67%
CYP2C19 inhibition	-	0.7737	77.37%
CYP2D6 inhibition	-	0.9031	90.31%
CYP1A2 inhibition	-	0.7525	75.25%
CYP2C8 inhibition	-	0.5660	56.60%
CYP inhibitory promiscuity	-	0.8085	80.85%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.6627	66.27%
Carcinogenicity (trinary)	Non-required	0.7051	70.51%
Eye corrosion	-	0.8118	81.18%
Eye irritation	+	0.9748	97.48%
Skin irritation	+	0.6446	64.46%
Skin corrosion	-	0.7148	71.48%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7602	76.02%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	+	0.6361	63.61%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.5553	55.53%
Acute Oral Toxicity (c)	III	0.7975	79.75%
Estrogen receptor binding	+	0.8376	83.76%
Androgen receptor binding	-	0.6461	64.61%
Thyroid receptor binding	+	0.5614	56.14%
Glucocorticoid receptor binding	+	0.7169	71.69%
Aromatase binding	-	0.5836	58.36%
PPAR gamma	-	0.5712	57.12%
Honey bee toxicity	-	0.9631	96.31%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.9000	90.00%
Fish aquatic toxicity	+	0.9914	99.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3194	P02766	Transthyretin	95.33%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.91%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.55%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.95%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.55%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	87.24%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.86%	99.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.88%	100.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	83.40%	87.67%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.38%	89.34%
CHEMBL4208	P20618	Proteasome component C5	81.68%	90.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.11%	80.78%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590907
• LOTUS: LTS0258171
• wikiData: Q104954517