Dehydrotrigallic acid xanthone - Compound Card

Dehydrotrigallic acid xanthone

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Dehydrotrigallic acid xanthone

Structure
Zoomed Structure
  • Family: Plantae - Tamaricaceae
  • Kingdom: Plantae
  • Class: Polyphenolic
    • Subclass: Polyphenolic Xanthone
Canonical Smiles Oc1cc2c(c(c1O)O)oc1c(c2=O)c2c(c(c1O)O)oc1c(c2=O)c(cc(c1O)O)C(=O)O
InChI InChI=1S/C21H10O13/c22-5-2-4-10(24)8-9-13(27)7-3(21(31)32)1-6(23)12(26)18(7)34-20(9)16(30)15(29)19(8)33-17(4)14(28)11(5)25/h1-2,22-23,25-26,28-30H,(H,31,32)
InChIKey YSVADANGHLGBDA-UHFFFAOYSA-N
Formula C21H10O13
HBA 12
HBD 8
MW 470.3
Rotatable Bonds 1
TPSA 239.33
LogP 1.84
Number Rings 5
Number Aromatic Rings 5
Heavy Atom Count 34
Formal Charge 0
Fraction CSP3 0.0
Exact Mass 470.01
Number of Lipinski Rule Violations 2
# 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(c2=O)c1oc(c2c34)ccc4oc5c(c3=O)cccc5

Level: 0

Mol. Weight: 470.3 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.31
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.930
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
2.47

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.010
Plasma Protein Binding
78.36
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
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
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
10.050
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-3.210
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.120
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.520
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Toxic
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-185.190
Rat (Acute)
2.360
Rat (Chronic Oral)
4.460
Fathead Minnow
4.050
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
723.580
Hydration Free Energy
-3.580
Log(D) at pH=7.4
-2.410
Log(P)
2.7
Log S
-2.64
Log(Vapor Pressure)
-11.07
Melting Point
380.25
pKa Acid
11.74
pKa Basic
3.44
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9123
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9065
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8971
Three-prime repair exonuclease 1 Q91XB0 TREX1_MOUSE Mus musculus 3 0.8845
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 3 0.8622
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8410
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.8171
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 3 0.8074
Single-stranded-DNA-specific exonuclease RecJ D0EM60 D0EM60_DEIRD Deinococcus radiodurans 3 0.8039
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7989
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7743
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.7637
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7632
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7610
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7599
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.7553
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7529
Riboflavin biosynthesis protein Q9WZW1 Q9WZW1_THEMA Thermotoga maritima 4 0.7438
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7420
Cytidine deaminase P19079 CDD_BACSU Bacillus subtilis 4 0.7276
Dodecin Q5SIE3 DODEC_THET8 Thermus thermophilus 5 0.7213
3-hydroxy-3-methylglutaryl-coenzyme A reductase P04035 HMDH_HUMAN Homo sapiens 3 0.7212
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.7201
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.7167
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7162
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 3 0.7135
RNA-directed RNA polymerase P11124 RDRP_BPPH6 Pseudomonas phage phi6 3 0.7083
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7070
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.7043

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