Chaetosidone A - Compound Card

Chaetosidone A

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Chaetosidone A

Structure
Zoomed Structure
  • Family: Fungi - Chaetomiaceae
  • Kingdom: Fungi
  • Class: Depsidone
Canonical Smiles Oc1cc2Oc3c(OC(=O)c2c(c1)C)cc(c(c3C)C(=O)O)O
InChI InChI=1S/C16H12O7/c1-6-3-8(17)4-10-12(6)16(21)23-11-5-9(18)13(15(19)20)7(2)14(11)22-10/h3-5,17-18H,1-2H3,(H,19,20)
InChIKey ISHQXZAQTNIDPE-UHFFFAOYSA-N
Formula C16H12O7
HBA 6
HBD 3
MW 316.26
Rotatable Bonds 1
TPSA 113.29
LogP 2.74
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.12
Exact Mass 316.06
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Chaetomium sp. Chaetomiaceae Fungi 1769349

Showing of synonyms

  • Talontsi FM, Douanla-Meli C, et al. (2013). Depsidones from an Endophytic Fungus Chaetomium sp. Associated with Zanthoxylum leprieurii. Z. Naturforsch, 2013, 68b, 1259 – 1264. [View]
Pubchem: 71816715

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)Oc3c(OC2=O)cccc3

Level: 0

Mol. Weight: 316.26 g/mol

Antibacterial

Absorption

Caco-2 (logPapp)
-5.65
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.750
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-5.02

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.200
Plasma Protein Binding
60.83
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
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
9.200
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.300
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.630
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.120
Micronucleos
Toxic
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
5.830
Rat (Acute)
2.180
Rat (Chronic Oral)
2.570
Fathead Minnow
3.890
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
480.580
Hydration Free Energy
-6.110
Log(D) at pH=7.4
0.880
Log(P)
4.02
Log S
-3.69
Log(Vapor Pressure)
-10.08
Melting Point
279.91
pKa Acid
6.08
pKa Basic
3.24
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 3 0.9340
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9139
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9137
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8521
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8377
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8368
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8256
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8128
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8027
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 3 0.7945
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.7943
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7904
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7879
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 3 0.7852
Hepatocyte growth factor receptor P08581 MET_HUMAN Homo sapiens 4 0.7842
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7810
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7768
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7697
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 3 0.7693
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.7657
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7655
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7640
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7619
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7575
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7549
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7521
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7442
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7420
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.7301
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7229
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7226
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 3 0.7220
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7207
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7204
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7198
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7184
Deacetoxycephalosporin C synthase P18548 CEFE_STRCL Streptomyces clavuligerus 3 0.7183
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7175
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 3 0.7149
4-hydroxyphenylacetate 3-monooxygenase, reductase component Q5SJP7 HPAC_THET8 Thermus thermophilus 3 0.7148
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.7083
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7042

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