Decarboxyunguinolic acid

Details

• Internal ID: 3fa01508-6fff-47f9-825e-d296513fe116
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylethers
• IUPAC Name: 5-[(E)-but-2-en-2-yl]-4-(3-hydroxy-5-methylphenoxy)-2-methylbenzene-1,3-diol
• SMILES (Canonical): CC=C(C)C1=CC(=C(C(=C1OC2=CC(=CC(=C2)O)C)O)C)O
• SMILES (Isomeric): C/C=C(\C)/C1=CC(=C(C(=C1OC2=CC(=CC(=C2)O)C)O)C)O
• InChI: InChI=1S/C18H20O4/c1-5-11(3)15-9-16(20)12(4)17(21)18(15)22-14-7-10(2)6-13(19)8-14/h5-9,19-21H,1-4H3/b11-5+
• InChI Key: RSKUSVAJGZVWLB-VZUCSPMQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₄
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.13615911 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.64
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9776	97.76%
Caco-2	+	0.8159	81.59%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6350	63.50%
OATP2B1 inhibitior	-	0.5661	56.61%
OATP1B1 inhibitior	+	0.8151	81.51%
OATP1B3 inhibitior	+	0.9342	93.42%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8159	81.59%
P-glycoprotein inhibitior	-	0.7900	79.00%
P-glycoprotein substrate	-	0.9385	93.85%
CYP3A4 substrate	-	0.5252	52.52%
CYP2C9 substrate	-	0.7791	77.91%
CYP2D6 substrate	-	0.7302	73.02%
CYP3A4 inhibition	+	0.6414	64.14%
CYP2C9 inhibition	+	0.7352	73.52%
CYP2C19 inhibition	+	0.7816	78.16%
CYP2D6 inhibition	-	0.8309	83.09%
CYP1A2 inhibition	+	0.8994	89.94%
CYP2C8 inhibition	+	0.5697	56.97%
CYP inhibitory promiscuity	+	0.9307	93.07%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7794	77.94%
Carcinogenicity (trinary)	Non-required	0.6086	60.86%
Eye corrosion	-	0.9866	98.66%
Eye irritation	+	0.8896	88.96%
Skin irritation	-	0.8048	80.48%
Skin corrosion	-	0.8969	89.69%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6924	69.24%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	+	0.5829	58.29%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.6121	61.21%
Acute Oral Toxicity (c)	III	0.6337	63.37%
Estrogen receptor binding	+	0.8710	87.10%
Androgen receptor binding	+	0.6796	67.96%
Thyroid receptor binding	+	0.8348	83.48%
Glucocorticoid receptor binding	+	0.6390	63.90%
Aromatase binding	+	0.7550	75.50%
PPAR gamma	+	0.7674	76.74%
Honey bee toxicity	-	0.7191	71.91%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.9922	99.22%

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	94.70%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.46%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.73%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	91.85%	94.73%
CHEMBL2581	P07339	Cathepsin D	90.02%	98.95%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	89.19%	92.68%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.90%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.64%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.17%	99.17%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.55%	93.65%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.65%	91.71%
CHEMBL4208	P20618	Proteasome component C5	83.62%	90.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.56%	94.42%
CHEMBL3194	P02766	Transthyretin	82.23%	90.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.09%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684019
• LOTUS: LTS0011280
• wikiData: Q105244718