Homoaconitic acid - Compound Card

Homoaconitic acid

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Homoaconitic acid

Structure
Zoomed Structure
  • Family: Plantae - Commelinaceae
  • Kingdom: Plantae
  • Class: Tricarboxylic Acid
Canonical Smiles OC(=O)CC/C(=C/C(=O)O)/C(=O)O
InChI InChI=1S/C7H8O6/c8-5(9)2-1-4(7(12)13)3-6(10)11/h3H,1-2H2,(H,8,9)(H,10,11)(H,12,13)/b4-3-
InChIKey BJYPZFUWWJSAKC-ARJAWSKDSA-N
Formula C7H8O6
HBA 3
HBD 3
MW 188.13
Rotatable Bonds 5
TPSA 111.9
LogP -0.05
Number Rings 0
Number Aromatic Rings 0
Heavy Atom Count 13
Formal Charge 0
Fraction CSP3 0.29
Exact Mass 188.03
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Callisia fragrans Commelinaceae Plantae 428217

Showing of synonyms

  • El Sohafy S.M, Nassra R.A, et al. (2021). Chemical profiling and biological screening with potential anti-inflammatory activity of Callisia fragrans grown in Egypt. Natural product research, 2021, 35(23), 5521-5524. [View] [PubMed]
Pubchem: 5280640
Kegg Ligand: C04002
Chebi: 17516
Metabolights: MTBLC17516
CPRiL: 434008

No scaffolds available.

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.86
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.16
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.93

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
-0.05
Plasma Protein Binding
19.0
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
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
-1.06
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.75
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Toxic
Eye Irritation
Toxic
Maximum Tolerated Dose
1.75
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
3.61
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
1.43
Rat (Acute)
1.72
Rat (Chronic Oral)
2.26
Fathead Minnow
3.66
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
330.48
Hydration Free Energy
-8.24
Log(D) at pH=7.4
-5.23
Log(P)
-0.1
Log S
-0.19
Log(Vapor Pressure)
-8.1
Melting Point
182.12
pKa Acid
2.9
pKa Basic
9.2
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
N-acetylglutamate synthase, mitochondrial Q8N159 NAGS_HUMAN Homo sapiens 3 0.9037
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 3 0.8768
Farnesyl pyrophosphate synthase P14324 FPPS_HUMAN Homo sapiens 3 0.8547
Geranyl diphosphate synthase large subunit Q9SBR3 Q9SBR3_MENPI Mentha piperita 3 0.8224
Phosphoenolpyruvate carboxykinase, cytosolic [GTP] P35558 PCKGC_HUMAN Homo sapiens 3 0.7716
Metallo-beta-lactamase G5ELM3 G5ELM3_SERMA Serratia marcescens 3 0.7512
Pyridoxal kinase, putative C4LVZ4 C4LVZ4_ENTHI Entamoeba histolytica 3 0.7461
4-hydroxy-3-methylbut-2-enyl diphosphate reductase P62623 ISPH_ECOLI Escherichia coli 3 0.7365
RNA-directed RNA polymerase P11124 RDRP_BPPH6 Pseudomonas phage phi6 3 0.7241
3-hydroxy-3-methylglutaryl-coenzyme A reductase P13702 MVAA_PSEMV Pseudomonas mevalonii 3 0.7183

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