2,4-Dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxybenzoic acid

Details

• Internal ID: 23e13089-e879-4cf0-a70f-af2b1dea4ea3
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: 2,4-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxybenzoic acid
• SMILES (Canonical): C1=CC(=C(C(=C1C(=O)O)O)OC(=O)C2=CC(=C(C(=C2)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C(=C1C(=O)O)O)OC(=O)C2=CC(=C(C(=C2)O)O)O)O
• InChI: InChI=1S/C14H10O9/c15-7-2-1-6(13(20)21)10(18)12(7)23-14(22)5-3-8(16)11(19)9(17)4-5/h1-4,15-19H,(H,20,21)
• InChI Key: QEKBODZRCRMMTC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₀O₉
• Molecular Weight: 322.22 g/mol
• Exact Mass: 322.03248189 g/mol
• Topological Polar Surface Area (TPSA): 165.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.13
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8395	83.95%
Caco-2	-	0.7089	70.89%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7505	75.05%
OATP2B1 inhibitior	+	0.5778	57.78%
OATP1B1 inhibitior	+	0.8932	89.32%
OATP1B3 inhibitior	+	0.8776	87.76%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9255	92.55%
P-glycoprotein inhibitior	-	0.9381	93.81%
P-glycoprotein substrate	-	0.9692	96.92%
CYP3A4 substrate	-	0.7148	71.48%
CYP2C9 substrate	-	0.6433	64.33%
CYP2D6 substrate	-	0.8970	89.70%
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	+	0.5678	56.78%
CYP inhibitory promiscuity	-	0.8663	86.63%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7997	79.97%
Carcinogenicity (trinary)	Non-required	0.6780	67.80%
Eye corrosion	-	0.9930	99.30%
Eye irritation	+	0.9314	93.14%
Skin irritation	-	0.5441	54.41%
Skin corrosion	-	0.9097	90.97%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8285	82.85%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.5438	54.38%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7510	75.10%
Acute Oral Toxicity (c)	III	0.8285	82.85%
Estrogen receptor binding	+	0.6373	63.73%
Androgen receptor binding	+	0.8211	82.11%
Thyroid receptor binding	-	0.6277	62.77%
Glucocorticoid receptor binding	+	0.6476	64.76%
Aromatase binding	-	0.5437	54.37%
PPAR gamma	+	0.6049	60.49%
Honey bee toxicity	-	0.9237	92.37%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7750	77.50%
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	96.47%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.55%	91.11%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	90.54%	94.42%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	89.78%	87.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.88%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.73%	99.15%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	88.40%	81.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.51%	99.17%
CHEMBL1811	P34995	Prostanoid EP1 receptor	84.24%	95.71%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.14%	83.00%
CHEMBL2535	P11166	Glucose transporter	83.50%	98.75%
CHEMBL4208	P20618	Proteasome component C5	82.19%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.98%	95.56%

Plants that contains it

• Koelreuteria paniculata
• Mangifera indica

Cross-Links

• PubChem: 5316679
• NPASS: NPC13140