Dehydrodigallic acid xanthone - Compound Card

Dehydrodigallic acid xanthone

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Dehydrodigallic acid xanthone

Structure
Zoomed Structure
  • Family: Plantae - Tamaricaceae
  • Kingdom: Plantae
  • Class: Polyphenolic
    • Subclass: Polyphenolic Xanthone
Canonical Smiles Oc1cc(C(=O)O)c2c(c1O)oc1c(c2=O)cc(c(c1O)O)O
InChI InChI=1S/C14H8O9/c15-5-2-4-8(17)7-3(14(21)22)1-6(16)10(19)13(7)23-12(4)11(20)9(5)18/h1-2,15-16,18-20H,(H,21,22)
InChIKey WOYYYBAYJXXKSG-UHFFFAOYSA-N
Formula C14H8O9
HBA 8
HBD 6
MW 320.21
Rotatable Bonds 1
TPSA 168.66
LogP 1.17
Number Rings 3
Number Aromatic Rings 3
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.0
Exact Mass 320.02
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Tamarix aphylla Tamaricaceae Plantae 189786

Showing of synonyms

  • Nawwar M.A.M., Hussein S.A.M., et al. (1994). Tamarixellagic Acid, an Ellagitannin from the Galls of Tamarix Aphylla. Phytochemistry,1994,35(5),1349-1354. [View]

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)oc3c(c2=O)cccc3

Level: 0

Mol. Weight: 320.21 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.52
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.71
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.78
Plasma Protein Binding
69.76
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
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
8.58
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-1.6
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.84
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.57
Micronucleos
Toxic
NR-AhR
Toxic
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
3.0
Rat (Acute)
2.27
Rat (Chronic Oral)
3.88
Fathead Minnow
3.74
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
549.28
Hydration Free Energy
-10.75
Log(D) at pH=7.4
-1.83
Log(P)
1.5
Log S
-1.63
Log(Vapor Pressure)
-8.82
Melting Point
301.47
pKa Acid
7.99
pKa Basic
5.11
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 3 0.9253
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9212
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 3 0.9210
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.9083
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9045
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9012
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 3 0.8675
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8471
CalS13 Q8KND8 Q8KND8_MICEC Micromonospora echinospora 4 0.8258
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8182
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.8133
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7932
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.7931
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.7865
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7824
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7765
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7756
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7705
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7678
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7669
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 4 0.7650
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.7555
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 4 0.7510
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7499
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7494
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7479
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.7449
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 3 0.7427
Dodecin Q5SIE3 DODEC_THET8 Thermus thermophilus 5 0.7426
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7343
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.7331
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.7324
Riboflavin biosynthesis protein Q9WZW1 Q9WZW1_THEMA Thermotoga maritima 4 0.7293
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7265
Cytidine deaminase P19079 CDD_BACSU Bacillus subtilis 4 0.7247
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7245
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7201
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7193
Flavin reductase like domain-containing protein Q4UKE8 Q4UKE8_RICFE Rickettsia felis 4 0.7173
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 4 0.7154
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7137
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 4 0.7116
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7093
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7084
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7082
NADPH--cytochrome P450 reductase P00388 NCPR_RAT Rattus norvegicus 4 0.7048
Leucine--tRNA ligase P07813 SYL_ECOLI Escherichia coli 3 0.7046
Aspartate aminotransferase P00509 AAT_ECOLI Escherichia coli 3 0.7043
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7029

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