Vernoguinoside A - Compound Card

Vernoguinoside A

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Vernoguinoside A

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpene Glycoside
Canonical Smiles OC[C@H]1O[C@@H](O[C@H]2CC[C@]3(C(C2)CCC2=C3CC[C@]3(C2=C[C@H]2[C@@H]3[C@@H]3[C@@H](O)O[C@@H]([C@@H]3O2)[C@@](C(=O)C)(C(C)C)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C35H52O11/c1-15(2)35(42,16(3)37)30-29-24(31(41)46-30)25-22(44-29)13-21-19-7-6-17-12-18(8-10-33(17,4)20(19)9-11-34(21,25)5)43-32-28(40)27(39)26(38)23(14-36)45-32/h13,15,17-18,22-32,36,38-42H,6-12,14H2,1-5H3/t17?,18-,22-,23+,24-,25+,26+,27-,28+,29+,30-,31-,32+,33-,34-,35-/m0/s1
InChIKey IUAADJZSNKQVBP-RSQNCDMHSA-N
Formula C35H52O11
HBA 11
HBD 6
MW 648.79
Rotatable Bonds 6
TPSA 175.37
LogP 1.5
Number Rings 7
Number Aromatic Rings 0
Heavy Atom Count 46
Formal Charge 0
Fraction CSP3 0.86
Exact Mass 648.35
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Vernonia guineensis Asteraceae Plantae 3032568

Showing of synonyms

  • Donfack A, Toyang N, et al. (2012). Stigmastane derivatives from the roots of Vernonia guineensis and their antimicrobial activity.. Phytochemistry Letters, 2012, 5(3), 596-599. [View]
Pubchem: 101189693
Nmrshiftdb2: 70094205

No compound-protein relationship available.

Structure

SMILES: C1C2OC(COC3)C3C2C(C=14)CCC5=C4CCC6C5CCC(C6)OC7CCCCO7

Level: 1

Mol. Weight: 648.79 g/mol

Structure

SMILES: C1C2OC(COC3)C3C2C(C=14)CCC5=C4CCC6C5CCCC6

Level: 0

Mol. Weight: 648.79 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 648.79 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.93
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.930
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
54.56

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.860
Plasma Protein Binding
95.93
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
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
3.070
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-3.440
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.760
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
6.880
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Toxic
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-101996.220
Rat (Acute)
3.990
Rat (Chronic Oral)
3.790
Fathead Minnow
141.130
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
8375.000
Hydration Free Energy
-2.920
Log(D) at pH=7.4
3.620
Log(P)
2.48
Log S
-3.64
Log(Vapor Pressure)
-232.84
Melting Point
239.1
pKa Acid
6.45
pKa Basic
4.75
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7936
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7852
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7794
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7367
Putative b-glycan phosphorylase Q21MB1 Q21MB1_SACD2 Saccharophagus degradans 4 0.7170

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