Vascalagin - Compound Card

Vascalagin

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Vascalagin

Structure
Zoomed Structure
  • Family: Plantae - Fagaceae
  • Kingdom: Plantae
  • Class: Tannin
Canonical Smiles O=C1OC2COC(=O)c3cc(O)c(c(c3c3c(C(=O)O[C@H]2C2OC(=O)c4c(c5c1cc(O)c(c5O)O)c(O)c(O)c(c4c1c4C(=O)O[C@@H]2[C@H](O)c4c(c(c1O)O)O)O)cc(O)c(c3O)O)O)O
InChI InChI=1S/C41H26O26/c42-8-1-5-12(24(48)21(8)45)13-6(2-9(43)22(46)25(13)49)39(60)65-34-11(4-63-37(5)58)64-38(59)7-3-10(44)23(47)26(50)14(7)15-18-16(28(52)32(56)27(15)51)17-19-20(30(54)33(57)29(17)53)31(55)35(66-41(19)62)36(34)67-40(18)61/h1-3,11,31,34-36,42-57H,4H2/t11?,31-,34-,35-,36?/m1/s1
InChIKey UDYKDZHZAKSYCO-OHJDNFKWSA-N
Formula C41H26O26
HBA 26
HBD 16
MW 934.63
Rotatable Bonds 0
TPSA 455.18
LogP 1.32
Number Rings 10
Number Aromatic Rings 5
Heavy Atom Count 67
Formal Charge 0
Fraction CSP3 0.15
Exact Mass 934.07
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Quercus suber Fagaceae Plantae 58331

Showing of synonyms

  • Ito H, Yamaguchi K, et al. (2002). Dimeric and trimeric hydrolyzable tannins from Quercus coccifera and Quercus suber. Journal of Natural Products,2002,65(3),339-345. [View] [PubMed]
Pubchem: 5458626
Nmrshiftdb2: 60067432
CPRiL: 102367
Structure

SMILES: c12c3c4c5c(ccc4)c6c(cccc6)C(=O)OC7C(C(OC5=O)C(OC2=O)Cc1ccc3)OC(=O)c8c(cccc8)c9c(C(=O)OC7)cccc9

Level: 0

Mol. Weight: 934.63 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.33
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
6819.08
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
892245.8

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.12
Plasma Protein Binding
5.54
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
10.39
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-20735.17
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.67
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
-1619365860.37
Rat (Acute)
2.42
Rat (Chronic Oral)
5.95
Fathead Minnow
2044116.05
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
182120506.18
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-99.47
Log(P)
-0.15
Log S
-7.46
Log(Vapor Pressure)
-5997191.61
Melting Point
378.37
pKa Acid
-43685.74
pKa Basic
-313.6
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8067
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8067
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7421
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7421
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 3 0.7126
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 3 0.7126

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