Maesanin - Compound Card

Maesanin

Select a section from the left sidebar

Maesanin

Structure
Zoomed Structure
  • Family: Plantae - Myrsinaceae
  • Kingdom: Plantae
  • Class: Quinone
    • Subclass: Benzoquinone
Canonical Smiles CCCC/C=C\CCCCCCCCCC1=C(O)C(=O)C=C(C1=O)OC
InChI InChI=1S/C22H34O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18-21(24)19(23)17-20(26-2)22(18)25/h6-7,17,24H,3-5,8-16H2,1-2H3/b7-6-
InChIKey WVHQJXPRVZBEFP-SREVYHEPSA-N
Formula C22H34O4
HBA 4
HBD 1
MW 362.51
Rotatable Bonds 14
TPSA 63.6
LogP 5.74
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.64
Exact Mass 362.25
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Maesa lanceolata Myrsinaceae Plantae 992730
2 Maesa lanceolata Myrsinaceae Plantae 992730
3 Maesa lanceolata Myrsinaceae Plantae 992730
4 Maesa lanceolata Myrsinaceae Plantae 992730

Showing of synonyms

  • Midiwo JO, Odingo JO, et al. (1990). Benzoqidnone pigments in kenyan myrsinaceae: new 2, 5-dlhydroxyalkyl derivatives from Maesa lanceolata.. Bulletin of the Chemical Society of Ethiopia,1990,4(1),71-73. [View] [PubMed]
  • Midiwo JO, Arot LM, et al. (1988). Distribution of benzoquinone pigments in Kenyan Myrsinaceae.. Bulletin of the Chemical Society of Ethiopia,1988,2(2),83-85. [View] [PubMed]
  • Taniguchi M, Kubo I. (1993). Ethnobotanical drug discovery based on medicine men's trials in the African savanna: screening of east African plants for antimicrobial activity II.. Journal of Natural Products,1993,56(9),1539-1546. [View] [PubMed]
  • He W, De Kimpe N. (2000). Study of biological active principles from Kenyan medicinal plants. PhD Thesis, University of Ghent, Belgium, 2000-2001. [View]
Pubchem: 5384838
Nmrshiftdb2: 70027921
CPRiL: 379583
Structure

SMILES: O=C1C=CC(=O)C=C1

Level: 0

Mol. Weight: 362.51 g/mol

Antifouling
Antimicrobial

Absorption

Caco-2 (logPapp)
-4.95
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.37
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.34

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.63
Plasma Protein Binding
42.06
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-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
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
2.54
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.63
Biodegradation
Toxic
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.62
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
6.95
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
Toxic
T. Pyriformis
3.3
Rat (Acute)
1.99
Rat (Chronic Oral)
2.69
Fathead Minnow
4.48
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
409.93
Hydration Free Energy
-6.53
Log(D) at pH=7.4
4.34
Log(P)
6.46
Log S
-4.58
Log(Vapor Pressure)
-7.37
Melting Point
44.08
pKa Acid
6.5
pKa Basic
4.4
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
thiamine diphosphokinase Q82ZE3 Q82ZE3_ENTFA Enterococcus faecalis 3 0.9122
thiamine diphosphokinase Q82ZE3 Q82ZE3_ENTFA Enterococcus faecalis 3 0.9122
3-hydroxy-3-methylglutaryl-coenzyme A reductase P13702 MVAA_PSEMV Pseudomonas mevalonii 3 0.8397
3-hydroxy-3-methylglutaryl-coenzyme A reductase P13702 MVAA_PSEMV Pseudomonas mevalonii 3 0.8397
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 3 0.8253
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 3 0.8253
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7366
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7366
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7331
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7331
Triosephosphate isomerase P00942 TPIS_YEAST Saccharomyces cerevisiae 2 0.7223
Triosephosphate isomerase P00942 TPIS_YEAST Saccharomyces cerevisiae 2 0.7223
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7206
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7206
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7148
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7148
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7106
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7106
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7033
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7033

Download SDF