Chaetoisochorismin - Compound Card

Chaetoisochorismin

Select a section from the left sidebar

Chaetoisochorismin

Structure
Zoomed Structure
  • Family: Fungi - Chaetomiaceae
  • Kingdom: Fungi
  • Class: Phenolic
    • Subclass: Shikimic Acid Analogue
Canonical Smiles COC(=O)[C@@H](C[C@@H]1C=CC=C(C1)C(=O)OC)O
InChI InChI=1S/C12H16O5/c1-16-11(14)9-5-3-4-8(6-9)7-10(13)12(15)17-2/h3-5,8,10,13H,6-7H2,1-2H3/t8-,10-/m1/s1
InChIKey UIXGRVLTZJDMMW-PSASIEDQSA-N
Formula C12H16O5
HBA 5
HBD 1
MW 240.25
Rotatable Bonds 4
TPSA 72.83
LogP 0.59
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 17
Formal Charge 0
Fraction CSP3 0.5
Exact Mass 240.1
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Chaetomium sp. Chaetomiaceae Fungi 1769349

Showing of synonyms

  • Ancheeva E, Küppers L, et al. (2017). Expanding the Metabolic Profile of the Fungus Chaetomium sp. through Co-culture with Autoclaved Pseudomonas aeruginosa. Eur. J. Org. Chem., 2017(22), 3256-3264. [View]
Pubchem: 132608435

No compound-protein relationship available.

Structure

SMILES: C1=CCCC=C1

Level: 0

Mol. Weight: 240.25 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.69
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.290
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.25

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.470
Plasma Protein Binding
27.18
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
3.090
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.120
Biodegradation
Toxic
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.530
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.710
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
-0.640
Rat (Acute)
1.940
Rat (Chronic Oral)
2.300
Fathead Minnow
3.920
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
305.140
Hydration Free Energy
-9.050
Log(D) at pH=7.4
1.180
Log(P)
1.54
Log S
-1.33
Log(Vapor Pressure)
-4.24
Melting Point
73.67
pKa Acid
9.37
pKa Basic
3.32
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Glycogenin-1 P46976 GLYG_HUMAN Homo sapiens 3 0.7894
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 4 0.7875
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7789
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 3 0.7654
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7648
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7622
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7436
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7405
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7268

Download SDF