Decarboxythamnolic acid

Details

• Internal ID: d9dd7b6b-320c-491d-a45f-23583484d613
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: 3-(3-formyl-2,4-dihydroxy-6-methylphenoxy)carbonyl-2-hydroxy-6-methoxy-4-methylbenzoic acid
• InChI: InChI=1S/C18H16O9/c1-7-5-11(26-3)13(17(23)24)15(22)12(7)18(25)27-16-8(2)4-10(20)9(6-19)14(16)21/h4-6,20-22H,1-3H3,(H,23,24)
• InChI Key: JQHGZAGUFPJYDL-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₉
• Molecular Weight: 376.30 g/mol
• Exact Mass: 376.07943208 g/mol
• Topological Polar Surface Area (TPSA): 151.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.16
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

• vermicularin
• CHEBI:144224
• 3-(3-formyl-2,4-dihydroxy-6-methylphenoxy)carbonyl-2-hydroxy-6-methoxy-4-methylbenzoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9159	91.59%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7691	76.91%
OATP2B1 inhibitior	-	0.5652	56.52%
OATP1B1 inhibitior	+	0.9165	91.65%
OATP1B3 inhibitior	-	0.5745	57.45%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8136	81.36%
P-glycoprotein inhibitior	-	0.8126	81.26%
P-glycoprotein substrate	-	0.8977	89.77%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	0.6050	60.50%
CYP2D6 substrate	-	0.8888	88.88%
CYP3A4 inhibition	-	0.8570	85.70%
CYP2C9 inhibition	-	0.7932	79.32%
CYP2C19 inhibition	-	0.8990	89.90%
CYP2D6 inhibition	-	0.8817	88.17%
CYP1A2 inhibition	-	0.7072	70.72%
CYP2C8 inhibition	+	0.6242	62.42%
CYP inhibitory promiscuity	-	0.7666	76.66%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7608	76.08%
Carcinogenicity (trinary)	Non-required	0.6965	69.65%
Eye corrosion	-	0.9828	98.28%
Eye irritation	+	0.6363	63.63%
Skin irritation	-	0.8062	80.62%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6003	60.03%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.9261	92.61%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.6503	65.03%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.5758	57.58%
Acute Oral Toxicity (c)	II	0.4286	42.86%
Estrogen receptor binding	+	0.8299	82.99%
Androgen receptor binding	-	0.5197	51.97%
Thyroid receptor binding	-	0.6532	65.32%
Glucocorticoid receptor binding	+	0.5474	54.74%
Aromatase binding	+	0.5542	55.42%
PPAR gamma	+	0.6304	63.04%
Honey bee toxicity	-	0.8640	86.40%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9826	98.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	99.26%	98.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.38%	95.56%
CHEMBL3194	P02766	Transthyretin	94.71%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.56%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.55%	86.33%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.48%	94.42%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.69%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	85.41%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.98%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.61%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.21%	99.15%
CHEMBL1255126	O15151	Protein Mdm4	80.92%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.44%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 13387679
• LOTUS: LTS0151980
• wikiData: Q77559597