Dehydrotrigallic acid - Compound Card

Dehydrotrigallic acid

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Dehydrotrigallic acid

Structure
Zoomed Structure
  • Family: Plantae - Tamaricaceae
  • Kingdom: Plantae
  • Class: Phenolic
Canonical Smiles OC(=O)c1cc(Oc2c(cc(c(c2O)O)O)C(=O)O)c(c(c1Oc1cc(cc(c1O)O)C(=O)O)O)O
InChI InChI=1S/C21H14O15/c22-8-1-5(19(29)30)2-10(12(8)24)35-18-7(21(33)34)4-11(14(26)16(18)28)36-17-6(20(31)32)3-9(23)13(25)15(17)27/h1-4,22-28H,(H,29,30)(H,31,32)(H,33,34)
InChIKey IOORXELYIIHLSI-UHFFFAOYSA-N
Formula C21H14O15
HBA 12
HBD 10
MW 506.33
Rotatable Bonds 7
TPSA 271.97
LogP 2.31
Number Rings 3
Number Aromatic Rings 3
Heavy Atom Count 36
Formal Charge 0
Fraction CSP3 0.0
Exact Mass 506.03
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Tamarix aphylla Tamaricaceae Plantae 189786

Showing of synonyms

  • Orabi MA, Yoshimura M, et al. (2015). Ellagitannins, gallotannins, and gallo-ellagitannins from the galls of Tamarix aphylla. Fitoterapia,2015,104,55-63. [View] [PubMed]
Pubchem: 101664513
Nmrshiftdb2: 70060297

No compound-protein relationship available.

Structure

SMILES: c1ccccc1Oc2ccc(cc2)Oc3ccccc3

Level: 2

Mol. Weight: 506.33 g/mol

Structure

SMILES: c1ccccc1Oc2ccccc2

Level: 1

Mol. Weight: 506.33 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 506.33 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.45
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-6.59
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.22

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.9
Plasma Protein Binding
56.45
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
6.31
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-2.21
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.71
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.93
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
-236.15
Rat (Acute)
1.97
Rat (Chronic Oral)
4.6
Fathead Minnow
2.68
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
690.09
Hydration Free Energy
-2.77
Log(D) at pH=7.4
-6.09
Log(P)
3.08
Log S
-2.77
Log(Vapor Pressure)
-14.81
Melting Point
273.64
pKa Acid
7.51
pKa Basic
3.21
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.9326
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.9326
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8898
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8898
Chalcone synthase 2 P30074 CHS2_MEDSA Medicago sativa 3 0.8803
Chalcone synthase 2 P30074 CHS2_MEDSA Medicago sativa 3 0.8803
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8672
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8672
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.8668
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.8668
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.8419
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.8419
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.8393
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.8393
Probable nicotinate-nucleotide adenylyltransferase Q9HX21 NADD_PSEAE Pseudomonas aeruginosa 3 0.8281
Probable nicotinate-nucleotide adenylyltransferase Q9HX21 NADD_PSEAE Pseudomonas aeruginosa 3 0.8281
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 4 0.8267
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 4 0.8267
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 3 0.8015
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 3 0.8015
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7999
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7999
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7969
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7969
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7966
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7966
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 3 0.7899
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7899
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 3 0.7899
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7899
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 3 0.7851
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 3 0.7851
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 3 0.7818
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 3 0.7818
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7798
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7798
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.7748
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.7748
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7703
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7703
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7693
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7693
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7651
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7651
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7595
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7595
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 3 0.7574
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 3 0.7574
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7519
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7519
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7516
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7516
Polymerase basic protein 2 P31345 PB2_I75A3 Influenza A virus 3 0.7490
Polymerase basic protein 2 P31345 PB2_I75A3 Influenza A virus 3 0.7490
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7487
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7487
Adenosylmethionine-8-amino-7-oxononanoate aminotransferase P12995 BIOA_ECOLI Escherichia coli 3 0.7437
Adenosylmethionine-8-amino-7-oxononanoate aminotransferase P12995 BIOA_ECOLI Escherichia coli 3 0.7437
Shikimate dehydrogenase (NADP(+)) P56119 AROE_HELPY Helicobacter pylori 3 0.7389
Shikimate dehydrogenase (NADP(+)) P56119 AROE_HELPY Helicobacter pylori 3 0.7389
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 4 0.7340
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 4 0.7340
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7334
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7334
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7302
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7302
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7280
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7280
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7237
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7237
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7231
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7231
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 3 0.7222
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 3 0.7222
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 3 0.7220
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 3 0.7220
Formate--tetrahydrofolate ligase P21164 FTHS_MOOTH Moorella thermoacetica 3 0.7188
Formate--tetrahydrofolate ligase P21164 FTHS_MOOTH Moorella thermoacetica 3 0.7188
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 3 0.7182
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 3 0.7182
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 3 0.7153
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 3 0.7153
Angiotensin-converting enzyme Q10714 ACE_DROME Drosophila melanogaster 2 0.7122
Angiotensin-converting enzyme Q10714 ACE_DROME Drosophila melanogaster 2 0.7122
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 3 0.7120
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 3 0.7120
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7099
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7099
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7076
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7076
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.7069
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.7069
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7042
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7042
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7039
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7039
3-hydroxybenzoate 4-monooxygenase Q6SSJ6 MOBA_COMTE Comamonas testosteroni 3 0.7020
3-hydroxybenzoate 4-monooxygenase Q6SSJ6 MOBA_COMTE Comamonas testosteroni 3 0.7020
Thymidylate synthase P04818 TYSY_HUMAN Homo sapiens 3 0.7020
Thymidylate synthase P04818 TYSY_HUMAN Homo sapiens 3 0.7020

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