Protoprimulagenin A - Compound Card

Protoprimulagenin A

Select a section from the left sidebar

Protoprimulagenin A

Structure
Zoomed Structure
  • Family: Plantae - Myrsinaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpenoid
Canonical Smiles O[C@@H]1C[C@@]2(C)[C@]3(C)CC[C@@H]4[C@]([C@H]3CC[C@@]32[C@H]2[C@]1(CO3)CCC(C2)(C)C)(C)CC[C@@H](C4(C)C)O
InChI InChI=1S/C30H50O3/c1-24(2)14-15-29-18-33-30(21(29)16-24)13-9-20-26(5)11-10-22(31)25(3,4)19(26)8-12-27(20,6)28(30,7)17-23(29)32/h19-23,31-32H,8-18H2,1-7H3/t19-,20+,21+,22-,23+,26-,27+,28-,29+,30-/m0/s1
InChIKey LFBHIAAGGTTWAT-DNSXXVLGSA-N
Formula C30H50O3
HBA 3
HBD 2
MW 458.73
Rotatable Bonds 0
TPSA 49.69
LogP 6.35
Number Rings 6
Number Aromatic Rings 0
Heavy Atom Count 33
Formal Charge 0
Fraction CSP3 1.0
Exact Mass 458.38
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Embelia schimperi Myrsinaceae Plantae 2595069
2 Embelia schimperi Myrsinaceae Plantae 2595069

Showing of synonyms

  • Manguro LO, Okwiri SO, et al. (2006). Oleanane-type triterpenes of Embelia schimperi leaves.. Phytochemistry,2006,67(24),2641-2650. [View] [PubMed]
  • Machocho AK, Kiprono PC, et al. (2003). Pentacyclic triterpenoids from Embelia schimperi.. Phytochemistry,2003,62(4),573-577. [View] [PubMed]
Pubchem: 12114129
Chebi: 70987

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C123)C4(OC2)C(CC3)C5C(CC4)C6C(CC5)CCCC6

Level: 0

Mol. Weight: 458.73 g/mol

Antibacterial

Absorption

Caco-2 (logPapp)
-4.8
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.56
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.42

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.13
Plasma Protein Binding
83.28
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
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
13.05
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.92
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.16
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
5.68
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
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
-116.84
Rat (Acute)
2.31
Rat (Chronic Oral)
1.49
Fathead Minnow
3.77
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
441.6
Hydration Free Energy
-2.55
Log(D) at pH=7.4
6.33
Log(P)
6.77
Log S
-6.44
Log(Vapor Pressure)
-8.42
Melting Point
259.79
pKa Acid
11.13
pKa Basic
8.64
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7258
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7258
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7159
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7159

Download SDF