Hexahydroxydiphenic-glucopyranose - Compound Card

Hexahydroxydiphenic-glucopyranose

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Hexahydroxydiphenic-glucopyranose

Structure
Zoomed Structure
  • Family: Plantae - Myrtaceae
  • Kingdom: Plantae
  • Class: Tannin
    • Subclass: Hydrolyzable Tannin
Canonical Smiles OC[C@@H]1OC2OC(=O)c3cc(O)c(c(c3c3c(C(=O)O[C@H]2[C@@H]([C@H]1O)O)cc(c(c3O)O)O)O)O
InChI InChI=1S/C20H18O14/c21-3-8-13(26)16(29)17-20(32-8)34-19(31)5-2-7(23)12(25)15(28)10(5)9-4(18(30)33-17)1-6(22)11(24)14(9)27/h1-2,8,13,16-17,20-29H,3H2/t8-,13-,16+,17-,20?/m0/s1
InChIKey DUZWDSNQIYKHBJ-PZFPEGIQSA-N
Formula C20H18O14
HBA 14
HBD 9
MW 482.35
Rotatable Bonds 1
TPSA 243.9
LogP -1.28
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 34
Formal Charge 0
Fraction CSP3 0.3
Exact Mass 482.07
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Eucalyptus camaledulensis Myrtaceae Plantae 34316

Showing of synonyms

  • Singab A-N, Ayoub N, et al. (2011). Phenolic Constituents of Eucalyptus camaldulensis Dehnh, with Potential Antioxidant and Cytotoxic Activities. Records of Natural Products,2011,5(4),271-280. [View]

No compound-protein relationship available.

Structure

SMILES: c1cccc(c1c23)C(=O)OC4C(CCCO4)OC(=O)c2cccc3

Level: 0

Mol. Weight: 482.35 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.51
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.950
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
2.8

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.540
Plasma Protein Binding
46.18
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
12.320
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-3.580
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.120
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.020
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
-146.840
Rat (Acute)
2.340
Rat (Chronic Oral)
4.270
Fathead Minnow
3.370
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
660.890
Hydration Free Energy
-3.890
Log(D) at pH=7.4
-1.300
Log(P)
-0.55
Log S
-4.06
Log(Vapor Pressure)
-12.96
Melting Point
226.79
pKa Acid
4.89
pKa Basic
8.16
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 3 0.8213
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7806
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7701
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7676
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7308
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.7223
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7116
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7077

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