Pergularine B - Compound Card

Pergularine B

Select a section from the left sidebar

Pergularine B

Structure
Zoomed Structure
  • Family: Plantae - Apocynaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Taraxasterol-Type Triterpene
Canonical Smiles O[C@H]1CC[C@]2(C(C1=C)CC[C@@]1(C2[C@H](O)CC2[C@@]1(C)CC[C@@]1(C2C(=C)[C@@H](C)CC1)C)C)C
InChI InChI=1S/C29H46O2/c1-17-8-11-26(4)14-15-28(6)21(24(26)18(17)2)16-23(31)25-27(5)12-10-22(30)19(3)20(27)9-13-29(25,28)7/h17,20-25,30-31H,2-3,8-16H2,1,4-7H3/t17-,20?,21?,22-,23+,24?,25?,26+,27-,28+,29+/m0/s1
InChIKey GTIKTCJNYQHKED-XXAAXARCSA-N
Formula C29H46O2
HBA 2
HBD 2
MW 426.69
Rotatable Bonds 0
TPSA 40.46
LogP 6.53
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.86
Exact Mass 426.35
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Pergularia tomentosa Apocynaceae Plantae 264979

Showing of synonyms

  • Babaamer ZY, Sakhri L, et al. (2012). Two new taraxasterol-type triterpenes from Pergularia tomentosa growing wild in Algeria. Journal of Asian Natural Products Research,2012,14(12),1137-1143. [View] [PubMed]
Pubchem: 162876281
Nmrshiftdb2: 70098337

No compound-protein relationship available.

Structure

SMILES: C=C1CCCC2CCC(C3C12)C4C(CC3)C5C(CC4)C(=C)CCC5

Level: 0

Mol. Weight: 426.69 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.75
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.44
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.67

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.47
Plasma Protein Binding
72.29
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
11.08
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.0
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.0
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.6
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-41.84
Rat (Acute)
3.5
Rat (Chronic Oral)
1.72
Fathead Minnow
3.92
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
390.58
Hydration Free Energy
-2.95
Log(D) at pH=7.4
6.18
Log(P)
6.62
Log S
-6.36
Log(Vapor Pressure)
-8.11
Melting Point
228.16
pKa Acid
11.24
pKa Basic
7.51
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7481
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7481
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7455
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7455
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7389
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7389
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 4 0.7254
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 4 0.7254

Download SDF