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Digallic acid
- Family: Plantae - Anacardiaceae
- Kingdom: Plantae
- Class: Phenolic
| Canonical Smiles | OC(=O)c1cc(O)c(c(c1c1c(cc(c(c1O)O)O)C(=O)O)O)O |
|---|---|
| InChI | InChI=1S/C14H10O10/c15-5-1-3(13(21)22)7(11(19)9(5)17)8-4(14(23)24)2-6(16)10(18)12(8)20/h1-2,15-20H,(H,21,22)(H,23,24) |
| InChIKey | MFTSECOLKFLUSD-UHFFFAOYSA-N |
| Formula | C14H10O10 |
| HBA | 8 |
| HBD | 8 |
| MW | 338.22 |
| Rotatable Bonds | 3 |
| TPSA | 195.98 |
| LogP | 0.98 |
| Number Rings | 2 |
| Number Aromatic Rings | 2 |
| Heavy Atom Count | 24 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.0 |
| Exact Mass | 338.03 |
| Number of Lipinski Rule Violations | 1 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Pistascia lentiscus | Anacardiaceae | Plantae | — |
Showing of synonyms
Digallic acid
536-08-3
M-Digallic acid
M-Galloylgallic acid
M-Galloyl gallic acid
3-Galloyl gallic acid
Gallic acid, 3-gallate
NSC 59263
NSC-59263
3,4-Dihydroxy-5-((3,4,5-trihydroxybenzoyl)oxy)benzoic acid
UNII-404KO0584X
CHEBI:30814
EINECS 208-624-7
Gallic acid 5,6-dihydroxy-3-carboxyphenyl ester
DIGALLIC ACID, M-
404KO0584X
DIGALLIC ACID [MI]
5,6-Dihydroxy-3-carboxyphenyl ester of gallic acid
BRN 2177723
3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxybenzoic acid
3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoic acid
3,4-dihydroxy-5-[(3,4,5-trihydroxybenzoyl)oxy]benzoic acid
DTXSID50871747
3-10-00-02086 (Beilstein Handbook Reference)
Benzoic acid, 3,4-dihydroxy-5-((3,4,5-trihydroxybenzoyl)oxy)-
4,5-DIHYDROXYBENZOIC ACID MONOGALLATE
Benzoic acid, 3,4-dihydroxy-5-[(3,4,5-trihydroxybenzoyl)oxy]-
DTXCID60819377
Benzoic acid, 3,4-dihydroxy-5-((3,4,5-trihydroxybenzoyl)oxy)-(9CI)
Gallic acid 3-monogallate
CHEMBL366356
NSC59263
Digallussaure
3-galloyloxy-4,5-dihydroxy-benzoic acid
DIGALLIC ACID, META
NCIOpen2_007819
SCHEMBL39415
COVFEVWNJUOYRL-UHFFFAOYSA-N
BCP32287
BDBM50056937
AKOS040751568
DISCONTINUED. Please see D445080
NS00043027
C01572
G91394
Q4140499
3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxy-benzoic acid
Benzoic acid,4-dihydroxy-5-[(3,4,5-trihydroxybenzoyl)oxy]-
Pubchem:
341
Cas:
536-08-3
Zinc:
ZINC000003869510
Kegg Ligand:
C01572
Chebi:
30814
Nmrshiftdb2:
60028386
Chembl:
CHEMBL366356
Bindingdb:
50056937
CPRiL:
209753
SMILES: c1ccccc1-c2ccccc2
Level: 1
Mol. Weight: 338.22 g/mol
SMILES: c1ccccc1
Level: 0
Mol. Weight: 338.22 g/mol
Antioxidant
Antiproliferative
Apoptotic properties
Absorption
- Caco-2 (logPapp)
- -6.27
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- -6.38
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -1.64
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.73
- Plasma Protein Binding
- 64.87
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-Inhibitor
- CYP 1A2 Inhibitor
- Non-Inhibitor
- CYP 1A2 Substrate
- Non-Substrate
- CYP 2C19 Inhibitor
- Non-Inhibitor
- CYP 2C19 Substrate
- Non-Substrate
- CYP 2C9 Inhibitor
- Non-Inhibitor
- CYP 2C9 Substrate
- Non-Substrate
- CYP 2D6 Inhibitor
- Non-Inhibitor
- CYP 2D6 Substrate
- Non-Substrate
- CYP 3A4 Inhibitor
- Non-Inhibitor
- CYP 3A4 Substrate
- Non-Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 7.67
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Safe
- Bioconcentration Factor
- -1.04
- Biodegradation
- Toxic
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.61
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 3.64
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Safe
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Safe
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- 4.03
- Rat (Acute)
- 1.93
- Rat (Chronic Oral)
- 4.35
- Fathead Minnow
- 2.92
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 552.02
- Hydration Free Energy
- -9.09
- Log(D) at pH=7.4
- -3.45
- Log(P)
- 1.92
- Log S
- -1.52
- Log(Vapor Pressure)
- -12.08
- Melting Point
- 261.63
- pKa Acid
- 5.63
- pKa Basic
- 7.63
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Serpin domain-containing protein | H0ZQY2 | H0ZQY2_TAEGU | Taeniopygia guttata | 3 | 0.9207 |
| Serpin domain-containing protein | H0ZQY2 | H0ZQY2_TAEGU | Taeniopygia guttata | 3 | 0.9207 |
| Glycogen synthase kinase-3 beta | P49841 | GSK3B_HUMAN | Homo sapiens | 3 | 0.7462 |
| Glycogen synthase kinase-3 beta | P49841 | GSK3B_HUMAN | Homo sapiens | 3 | 0.7462 |
| Polymerase acidic protein | Q5EP34 | Q5EP34_9INFA | Influenza A virus | 3 | 0.7434 |
| Polymerase acidic protein | Q5EP34 | Q5EP34_9INFA | Influenza A virus | 3 | 0.7434 |
| Uracil phosphoribosyltransferase | Q26998 | UPP_TOXGO | Toxoplasma gondii | 3 | 0.7130 |
| Uracil phosphoribosyltransferase | Q26998 | UPP_TOXGO | Toxoplasma gondii | 3 | 0.7130 |