Mitralactonal - Compound Card

Mitralactonal

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Mitralactonal

Structure
Zoomed Structure
  • Family: Plantae - Rubiaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Indole Alkaloid
Canonical Smiles CC[C@@H]1CN2CCC3=c4c(=NC3=C2c2c1c(C=O)c(o2)O)cccc4OC
InChI InChI=1S/C21H20N2O4/c1-3-11-9-23-8-7-12-17-14(5-4-6-15(17)26-2)22-18(12)19(23)20-16(11)13(10-24)21(25)27-20/h4-6,10-11,25H,3,7-9H2,1-2H3/t11-/m1/s1
InChIKey JKVWXUSSTMSAFR-LLVKDONJSA-N
Formula C21H20N2O4
HBA 6
HBD 1
MW 364.4
Rotatable Bonds 3
TPSA 75.27
LogP 2.17
Number Rings 5
Number Aromatic Rings 2
Heavy Atom Count 27
Formal Charge 0
Fraction CSP3 0.33
Exact Mass 364.14
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Mitragyna inermis Rubiaceae Plantae 170023

Showing of synonyms

  • Toklo PM, Alowanou GG, et al. (2023). UPLC-QToF-ESI-MS identification and anthelmintic activity of Mitragyna inermis (Willd.) Kuntze (Rubiaceae). Heliyon 9 (2023) e16448. [View]
Pubchem: 135506146

No compound-protein relationship available.

Structure

SMILES: c1cccc2=NC(C3=c12)=C4c5c(cco5)CCN4CC3

Level: 0

Mol. Weight: 364.4 g/mol

Anthelmintic
Antioxidant
Larval toxicity

Absorption

Caco-2 (logPapp)
-4.85
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.94
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.35

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.57
Plasma Protein Binding
45.91
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.45
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.21
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.02
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.86
Micronucleos
Toxic
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
Toxic
T. Pyriformis
-13.31
Rat (Acute)
2.7
Rat (Chronic Oral)
1.94
Fathead Minnow
4.55
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
472.02
Hydration Free Energy
-6.07
Log(D) at pH=7.4
2.76
Log(P)
3.05
Log S
-4.83
Log(Vapor Pressure)
-9.86
Melting Point
221.62
pKa Acid
5.91
pKa Basic
6.12
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8999
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8817
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8405
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8373
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.8364
Plasma membrane ATPase Q42932 Q42932_NICPL Nicotiana plumbaginifolia 3 0.8276
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8237
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8059
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7794
Cyclic nucleotide-binding protein B8FW11 B8FW11_DESHD Desulfitobacterium hafniense 3 0.7740
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7635
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7578
Jasmonoyl--L-amino acid synthetase JAR1 Q9SKE2 JAR1_ARATH Arabidopsis thaliana 3 0.7568
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7549
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7549
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7479
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.7386
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase Q6T1W8 FDTA_ANETH Aneurinibacillus thermoaerophilus 4 0.7307
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7300
Protein polybromo-1 Q86U86 PB1_HUMAN Homo sapiens 4 0.7259
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7202
Chalcone synthase 2 P30074 CHS2_MEDSA Medicago sativa 2 0.7202
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7197
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7172
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7076
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7059
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.7055
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7035
Pantothenate kinase P9WPA7 COAA_MYCTU Mycobacterium tuberculosis 3 0.7023

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