Dehydrodigallic acid

Details

• Internal ID: e73197fb-e082-4c57-9d1b-d4b1289c0729
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylethers
• IUPAC Name: 2-(5-carboxy-2,3-dihydroxyphenoxy)-3,4,5-trihydroxybenzoic acid
• SMILES (Canonical): C1=C(C=C(C(=C1O)O)OC2=C(C(=C(C=C2C(=O)O)O)O)O)C(=O)O
• SMILES (Isomeric): C1=C(C=C(C(=C1O)O)OC2=C(C(=C(C=C2C(=O)O)O)O)O)C(=O)O
• InChI: InChI=1S/C14H10O10/c15-6-1-4(13(20)21)2-8(9(6)17)24-12-5(14(22)23)3-7(16)10(18)11(12)19/h1-3,15-19H,(H,20,21)(H,22,23)
• InChI Key: UFTJIVPLVDDULX-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₀O₁₀
• Molecular Weight: 338.22 g/mol
• Exact Mass: 338.02739651 g/mol
• Topological Polar Surface Area (TPSA): 185.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.40
• H-Bond Acceptor: 8
• H-Bond Donor: 7
• Rotatable Bonds: 4

Synonyms

• 2-(5-Carboxy-2,3-dihydroxyphenoxy)-3,4,5-trihydroxybenzoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8395	83.95%
Caco-2	-	0.9074	90.74%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7505	75.05%
OATP2B1 inhibitior	-	0.5484	54.84%
OATP1B1 inhibitior	+	0.9139	91.39%
OATP1B3 inhibitior	+	0.8776	87.76%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8423	84.23%
P-glycoprotein inhibitior	-	0.9467	94.67%
P-glycoprotein substrate	-	0.9776	97.76%
CYP3A4 substrate	-	0.7274	72.74%
CYP2C9 substrate	-	0.6178	61.78%
CYP2D6 substrate	-	0.8760	87.60%
CYP3A4 inhibition	-	0.8888	88.88%
CYP2C9 inhibition	-	0.7862	78.62%
CYP2C19 inhibition	-	0.9570	95.70%
CYP2D6 inhibition	-	0.9534	95.34%
CYP1A2 inhibition	-	0.8010	80.10%
CYP2C8 inhibition	+	0.5794	57.94%
CYP inhibitory promiscuity	-	0.8663	86.63%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7997	79.97%
Carcinogenicity (trinary)	Non-required	0.6780	67.80%
Eye corrosion	-	0.9930	99.30%
Eye irritation	+	0.9548	95.48%
Skin irritation	-	0.5441	54.41%
Skin corrosion	-	0.9097	90.97%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7393	73.93%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.5438	54.38%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.5765	57.65%
Acute Oral Toxicity (c)	III	0.8285	82.85%
Estrogen receptor binding	+	0.5854	58.54%
Androgen receptor binding	+	0.7172	71.72%
Thyroid receptor binding	-	0.6015	60.15%
Glucocorticoid receptor binding	+	0.6462	64.62%
Aromatase binding	-	0.6270	62.70%
PPAR gamma	+	0.7413	74.13%
Honey bee toxicity	-	0.9558	95.58%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.8450	84.50%
Fish aquatic toxicity	+	0.9902	99.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3194	P02766	Transthyretin	96.32%	90.71%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	94.22%	94.42%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.91%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.68%	99.17%
CHEMBL1811	P34995	Prostanoid EP1 receptor	89.95%	95.71%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	89.53%	87.67%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.37%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.89%	95.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.50%	97.21%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.04%	83.57%
CHEMBL1255126	O15151	Protein Mdm4	85.86%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.59%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.85%	95.56%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.52%	81.11%
CHEMBL2535	P11166	Glucose transporter	81.41%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.31%	96.95%
CHEMBL4208	P20618	Proteasome component C5	80.00%	90.00%

Plants that contains it

• Agrimonia eupatoria
• Alphitonia macrocarpa
• Arisarum vulgare
• Geranium pratense
• Glossocalyx longicuspis
• Glycyrrhiza pallidiflora
• Helianthus divaricatus
• Indigofera linnaei
• Quercus gilva
• Reaumuria vermiculata
• Syringa vulgaris
• Tamarix aphylla

Cross-Links

• PubChem: 14057208
• NPASS: NPC241762
• LOTUS: LTS0091592
• wikiData: Q105272096