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

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

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2,3-O-hexahydroxydiphenoyl-4,6-O-sanguisorboyl-(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)c(Oc1cc(cc(c1O)O)C(=O)O)c(O)c(c3O)O)O)O
InChI InChI=1S/C41H28O27/c42-11-1-7(36(56)57)2-15(22(11)46)64-33-21-20(29(53)30(54)31(33)55)19-8(3-12(43)25(49)28(19)52)37(58)63-6-16-32(66-40(21)61)34-35(41(62)65-16)68-39(60)10-5-14(45)24(48)27(51)18(10)17-9(38(59)67-34)4-13(44)23(47)26(17)50/h1-5,16,32,34-35,41-55,62H,6H2,(H,56,57)/t16?,32-,34?,35+,41?/m1/s1
InChIKey KGFYOSJVKULAKR-VLCULAQDSA-N
Formula C41H28O27
HBA 26
HBD 16
MW 952.65
Rotatable Bonds 3
TPSA 464.41
LogP 1.57
Number Rings 8
Number Aromatic Rings 5
Heavy Atom Count 68
Formal Charge 0
Fraction CSP3 0.15
Exact Mass 952.08
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: c1ccccc1Oc(ccc2)c3C(=O)OC(C4COC(=O)c(c5c23)cccc5)C6C(CO4)OC(=O)c7c(cccc7)c8c(C(=O)O6)cccc8

Level: 1

Mol. Weight: 952.65 g/mol

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: 952.65 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 952.65 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
8462.28
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
1106971.93

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.3
Plasma Protein Binding
1.57
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
Inhibitor

Excretion

Clearance
9.93
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-25733.67
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.47
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.05
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
-2009087511.01
Rat (Acute)
2.49
Rat (Chronic Oral)
7.11
Fathead Minnow
2536051.71
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
225953897.6
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-122.77
Log(P)
1.66
Log S
-5.69
Log(Vapor Pressure)
-7440585.32
Melting Point
361.8
pKa Acid
-54195.43
pKa Basic
-402.57
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7910

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