Veronicoside - Compound Card

Veronicoside

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Veronicoside

Structure
Zoomed Structure
  • Family: Plantae - Scrophulariaceae
  • Kingdom: Plantae
  • Class: Glycoside
    • Subclass: Iridoid Glucoside
Canonical Smiles OC[C@H]1O[C@@H](O[C@@H]2OC=C[C@@H]3[C@H]2[C@@]2(CO)O[C@H]2[C@H]3OC(=O)c2ccccc2)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C22H26O11/c23-8-12-14(25)15(26)16(27)21(30-12)32-20-13-11(6-7-29-20)17(18-22(13,9-24)33-18)31-19(28)10-4-2-1-3-5-10/h1-7,11-18,20-21,23-27H,8-9H2/t11-,12-,13-,14-,15+,16-,17+,18+,20+,21+,22-/m1/s1
InChIKey GOHHRVCULPSXEU-RWORTQBESA-N
Formula C22H26O11
HBA 11
HBD 5
MW 466.44
Rotatable Bonds 6
TPSA 167.67
LogP -1.73
Number Rings 5
Number Aromatic Rings 1
Heavy Atom Count 33
Formal Charge 0
Fraction CSP3 0.59
Exact Mass 466.15
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Veronica anagalIis-aquatica Scrophulariaceae Plantae 1421714

Showing of synonyms

  • Lahloub M, Zaghloul M, et al. (1993). Iridoid glycosides from veronica anagallis-aquatica. Phytochemistry, 1993, 33(2), 401-405. [View]
Pubchem: 13848081

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C(=O)OC(C(O2)C23)C4C3C(OC=C4)OC5CCCCO5

Level: 2

Mol. Weight: 466.44 g/mol

Structure

SMILES: c1ccccc1C(=O)OC(C(O2)C23)C4C3COC=C4

Level: 1

Mol. Weight: 466.44 g/mol

Structure

SMILES: C12C(O2)CC3C1C(OC=C3)OC4CCCCO4

Level: 1

Mol. Weight: 466.44 g/mol

Structure

SMILES: C12C(O2)CC3C1COC=C3

Level: 0

Mol. Weight: 466.44 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 466.44 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 466.44 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.45
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.780
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.4

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.790
Plasma Protein Binding
41.28
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
Non-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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.340
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.030
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.590
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.280
Micronucleos
Toxic
NR-AhR
Safe
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
-302.500
Rat (Acute)
3.020
Rat (Chronic Oral)
3.500
Fathead Minnow
4.020
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
509.670
Hydration Free Energy
-3.310
Log(D) at pH=7.4
-0.520
Log(P)
-0.61
Log S
-2.02
Log(Vapor Pressure)
-12.42
Melting Point
131.21
pKa Acid
4.6
pKa Basic
1.91
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.8716
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 4 0.8477
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.8421
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8264
Acetyl-CoA carboxylase 2 O00763 ACACB_HUMAN Homo sapiens 4 0.8128
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 4 0.7910
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7897
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7786
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7545
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7351
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 2 0.7341
Phenylpyruvate C(3)-methyltransferase Q643C8 MPPJ_STRHY Streptomyces hygroscopicus 2 0.7250
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7234
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7196
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7166
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7165
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7163
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7163
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 2 0.7161
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7122
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7111
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7102
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 2 0.7088
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7087
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 2 0.7065
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7024
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7021
Raucaffricine-O-beta-D-glucosidase Q9SPP9 RG1_RAUSE Rauvolfia serpentina 4 0.7011
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 2 0.7007

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