Leplaeric acid 3,21-dimethyl ester - Compound Card

Leplaeric acid 3,21-dimethyl ester

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Leplaeric acid 3,21-dimethyl ester

Structure
Zoomed Structure
  • Family: Plantae - Meliaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpene
Canonical Smiles COC(=O)[C@@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@H]1C2=CC[C@@H]([C@@]1(C)CCC(=O)OC)C(=C)C)C)CCC=C(C)C
InChI InChI=1S/C32H50O4/c1-21(2)11-10-12-23(29(34)36-9)25-15-19-32(7)27-14-13-24(22(3)4)30(5,18-17-28(33)35-8)26(27)16-20-31(25,32)6/h11,14,23-26H,3,10,12-13,15-20H2,1-2,4-9H3/t23-,24-,25-,26-,30-,31-,32+/m1/s1
InChIKey LSYQAEFRWVIPAP-NRJFUURPSA-N
Formula C32H50O4
HBA 4
HBD 0
MW 498.75
Rotatable Bonds 9
TPSA 52.6
LogP 7.84
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 36
Formal Charge 0
Fraction CSP3 0.75
Exact Mass 498.37
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Leplaea mayombensis Meliaceae Plantae 1672002

Showing of synonyms

  • Sidjui LS, Eyong KO, et al. (2017). Bioactive Seco-Lanostane-Type Triterpenoids from the Roots of Leplaea mayombensis.. Journal of natural products,2017, 80(10), 2644-2651. [View] [PubMed]
Pubchem: 145949525

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CCC3C2=CCCC3

Level: 0

Mol. Weight: 498.75 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.81
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.900
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.69

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
2.010
Plasma Protein Binding
91.38
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
2.460
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.390
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.550
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
7.380
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
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
-304.130
Rat (Acute)
2.480
Rat (Chronic Oral)
2.060
Fathead Minnow
4.560
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
476.210
Hydration Free Energy
-3.010
Log(D) at pH=7.4
5.870
Log(P)
8.6
Log S
-6.89
Log(Vapor Pressure)
-7.86
Melting Point
105.5
pKa Acid
11.7
pKa Basic
5.56
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.8129
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8052
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7959
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7653
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7621
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7581
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7568
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7470
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7459
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7296
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7211
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7197
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7135
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7128
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7025

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