Bis-2,3,4,6-hexahydroxydiphenoyl-(alpha/beta)-glucose - Compound Card

Bis-2,3,4,6-hexahydroxydiphenoyl-(alpha/beta)-glucose

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Bis-2,3,4,6-hexahydroxydiphenoyl-(alpha/beta)-glucose

Structure
Zoomed Structure
  • Family: Plantae - Rosaceae
  • Kingdom: Plantae
  • Class: Tannin
    • Subclass: Ellagitannin
Canonical Smiles OC1OC2COC(=O)c3cc(O)c(c(c3c3c(C(=O)O[C@H]2C2[C@@H]1OC(=O)c1cc(O)c(c(c1c1c(C(=O)O2)cc(c(c1O)O)O)O)O)cc(O)c(c3O)O)O)O
InChI InChI=1S/C34H24O22/c35-10-1-6-15(23(43)19(10)39)16-7(2-11(36)20(40)24(16)44)31(48)54-27-14(5-52-30(6)47)53-34(51)29-28(27)55-32(49)8-3-12(37)21(41)25(45)17(8)18-9(33(50)56-29)4-13(38)22(42)26(18)46/h1-4,14,27-29,34-46,51H,5H2/t14?,27-,28?,29+,34?/m1/s1
InChIKey IYMHVUYNBVWXKH-JMJRBJSASA-N
Formula C34H24O22
HBA 22
HBD 13
MW 784.54
Rotatable Bonds 0
TPSA 377.42
LogP 0.67
Number Rings 7
Number Aromatic Rings 4
Heavy Atom Count 56
Formal Charge 0
Fraction CSP3 0.18
Exact Mass 784.08
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Rubus sanctus Rosaceae Plantae 75089

Showing of synonyms

  • Hussein S.A, Ayoub N.A, et al. (2003). Caffeoyl sugar esters and an ellagitannin from Rubus sanctus. Phytochemistry, 2003, 63(8), 905-11. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1cccc(c1c23)C(=O)OC4C(OC(=O)c2cccc3)C5C(OC4)COC(=O)c6c(cccc6)c7c(C(=O)O5)cccc7

Level: 0

Mol. Weight: 784.54 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.44
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
22.62
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
3871.51

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.37
Plasma Protein Binding
6.69
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
11.71
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-88.72
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.34
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.9
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
-7016645.59
Rat (Acute)
2.54
Rat (Chronic Oral)
4.38
Fathead Minnow
8867.02
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
778632.48
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-3.18
Log(P)
0.09
Log S
-6.07
Log(Vapor Pressure)
-25694.07
Melting Point
389.27
pKa Acid
-171.18
pKa Basic
6.54
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 0.7910
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7826
Maltose/maltodextrin-binding periplasmic protein P0AEX9 MALE_ECOLI Escherichia coli 3 0.7775
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7577
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7077
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7059

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