Unguinolic acid

Details

• Internal ID: 296864d7-678b-4df3-8042-03e1169e015a
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylethers
• IUPAC Name: 2-[6-[(E)-but-2-en-2-yl]-2,4-dihydroxy-3-methylphenoxy]-4-hydroxy-6-methylbenzoic acid
• SMILES (Canonical): CC=C(C)C1=CC(=C(C(=C1OC2=C(C(=CC(=C2)O)C)C(=O)O)O)C)O
• SMILES (Isomeric): C/C=C(\C)/C1=CC(=C(C(=C1OC2=C(C(=CC(=C2)O)C)C(=O)O)O)C)O
• InChI: InChI=1S/C19H20O6/c1-5-9(2)13-8-14(21)11(4)17(22)18(13)25-15-7-12(20)6-10(3)16(15)19(23)24/h5-8,20-22H,1-4H3,(H,23,24)/b9-5+
• InChI Key: KVBFDOJSIOUODO-WEVVVXLNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₆
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.12598835 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.33
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9781	97.81%
Caco-2	+	0.8203	82.03%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7321	73.21%
OATP2B1 inhibitior	-	0.5583	55.83%
OATP1B1 inhibitior	+	0.8920	89.20%
OATP1B3 inhibitior	+	0.8408	84.08%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7385	73.85%
P-glycoprotein inhibitior	-	0.8165	81.65%
P-glycoprotein substrate	-	0.8809	88.09%
CYP3A4 substrate	-	0.5159	51.59%
CYP2C9 substrate	-	0.6060	60.60%
CYP2D6 substrate	-	0.9017	90.17%
CYP3A4 inhibition	-	0.6932	69.32%
CYP2C9 inhibition	+	0.5991	59.91%
CYP2C19 inhibition	+	0.7187	71.87%
CYP2D6 inhibition	-	0.8822	88.22%
CYP1A2 inhibition	+	0.6604	66.04%
CYP2C8 inhibition	+	0.6746	67.46%
CYP inhibitory promiscuity	+	0.8047	80.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7805	78.05%
Carcinogenicity (trinary)	Non-required	0.5670	56.70%
Eye corrosion	-	0.9909	99.09%
Eye irritation	+	0.8068	80.68%
Skin irritation	-	0.7647	76.47%
Skin corrosion	-	0.9657	96.57%
Ames mutagenesis	-	0.6578	65.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.6792	67.92%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.5410	54.10%
skin sensitisation	-	0.5575	55.75%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.4866	48.66%
Acute Oral Toxicity (c)	III	0.5535	55.35%
Estrogen receptor binding	+	0.8987	89.87%
Androgen receptor binding	+	0.6249	62.49%
Thyroid receptor binding	+	0.6168	61.68%
Glucocorticoid receptor binding	+	0.6245	62.45%
Aromatase binding	+	0.6483	64.83%
PPAR gamma	+	0.7469	74.69%
Honey bee toxicity	-	0.8585	85.85%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9968	99.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	94.50%	83.82%
CHEMBL3194	P02766	Transthyretin	94.48%	90.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	93.12%	97.21%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	92.70%	94.42%
CHEMBL3401	O75469	Pregnane X receptor	92.37%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.87%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.57%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.03%	99.15%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.91%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.99%	99.17%
CHEMBL2581	P07339	Cathepsin D	85.78%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.38%	96.95%
CHEMBL4208	P20618	Proteasome component C5	83.25%	90.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.64%	83.57%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.36%	86.33%
CHEMBL2535	P11166	Glucose transporter	81.23%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684018
• LOTUS: LTS0219538
• wikiData: Q105146443