Leplaeric acid A - Compound Card

Leplaeric acid A

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Leplaeric acid A

Structure
Zoomed Structure
  • Family: Plantae - Meliaceae
  • Kingdom: Plantae
  • Class: Terpenoid
Canonical Smiles OC(=O)CC[C@]1(C)[C@H](CC=C2[C@H]1CC[C@]1([C@@]2(C)CC[C@@H]1[C@H](C(=O)O)CCC=C(C)C)C)C(=C)C
InChI InChI=1S/C30H46O4/c1-19(2)9-8-10-21(27(33)34)23-13-17-30(7)25-12-11-22(20(3)4)28(5,16-15-26(31)32)24(25)14-18-29(23,30)6/h9,12,21-24H,3,8,10-11,13-18H2,1-2,4-7H3,(H,31,32)(H,33,34)/t21-,22-,23-,24-,28-,29-,30+/m1/s1
InChIKey HIONHMYURGHMTP-WIBDTVFISA-N
Formula C30H46O4
HBA 2
HBD 2
MW 470.69
Rotatable Bonds 9
TPSA 74.6
LogP 7.66
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 34
Formal Charge 0
Fraction CSP3 0.73
Exact Mass 470.34
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: 139050970

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CCC3C2=CCCC3

Level: 0

Mol. Weight: 470.69 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.09
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.17
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.51

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
2.27
Plasma Protein Binding
105.2
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
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
0.16
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.89
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.66
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
2.46
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
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
-101.45
Rat (Acute)
2.48
Rat (Chronic Oral)
1.82
Fathead Minnow
3.95
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
458.41
Hydration Free Energy
-3.06
Log(D) at pH=7.4
2.22
Log(P)
8.22
Log S
-5.9
Log(Vapor Pressure)
-10.87
Melting Point
201.53
pKa Acid
6.04
pKa Basic
7.83
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.8492
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8412
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8337
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8118
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8103
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.7865
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 3 0.7828
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7688
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7525
Cellular retinoic acid-binding protein 2 P29373 RABP2_HUMAN Homo sapiens 3 0.7322
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 4 0.7318
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7246
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7229
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7227
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7206
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7201
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7182
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7157
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7140
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7059

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