Pergularine A - Compound Card

Pergularine A

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Pergularine A

Structure
Zoomed Structure
  • Family: Plantae - Apocynaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Taraxasterol-Type Triterpene
Canonical Smiles O=C(O[C@H]1CC[C@]2(C(C1(C)C)CC[C@@]1(C2CCC2[C@@]1(C)CC[C@@]1(C2C(=C)[C@@H](C)CC1)C)C)C)CC=C(C)C
InChI InChI=1S/C36H58O2/c1-23(2)11-14-30(37)38-29-17-19-34(8)27(32(29,5)6)16-20-36(10)28(34)13-12-26-31-25(4)24(3)15-18-33(31,7)21-22-35(26,36)9/h11,24,26-29,31H,4,12-22H2,1-3,5-10H3/t24-,26?,27?,28?,29-,31?,33+,34-,35+,36+/m0/s1
InChIKey SOKIHCAMPJLTAJ-XWFTXFNQSA-N
Formula C36H58O2
HBA 2
HBD 0
MW 522.86
Rotatable Bonds 3
TPSA 26.3
LogP 9.93
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 38
Formal Charge 0
Fraction CSP3 0.86
Exact Mass 522.44
Number of Lipinski Rule Violations 2
# 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: 162918230
Nmrshiftdb2: 70098342

No compound-protein relationship available.

Structure

SMILES: C=C1CCCC2CCC(C3C12)C4C(CC3)C5C(CC4)CCCC5

Level: 0

Mol. Weight: 522.86 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.79
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.67
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.05

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
2.3
Plasma Protein Binding
95.88
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
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
4.22
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.7
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.42
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
7.33
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
Safe
T. Pyriformis
-861.04
Rat (Acute)
2.26
Rat (Chronic Oral)
1.56
Fathead Minnow
6.49
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
461.64
Hydration Free Energy
-2.93
Log(D) at pH=7.4
8.39
Log(P)
10.32
Log S
-7.71
Log(Vapor Pressure)
-8.08
Melting Point
186.34
pKa Acid
12.78
pKa Basic
6.51
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8651
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8651
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7872
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7872
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7769
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7769
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7613
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7613
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7427
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7427
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7332
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7332
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7031
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7031

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