Tetraacetylsphingamine 4a - Compound Card

Tetraacetylsphingamine 4a

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Tetraacetylsphingamine 4a

Structure
Zoomed Structure
  • Family: Animalia - Ascidiaceae
  • Kingdom: Animalia
  • Class: Ceramide
    • Subclass: Sphingosine Ceramide
Canonical Smiles CC(CCCCCCCCC[C@H]([C@H]([C@@H](NC(=O)C)COC(=O)C)O)OC(=O)C)C
InChI InChI=1S/C22H41NO6/c1-16(2)13-11-9-7-6-8-10-12-14-21(29-19(5)26)22(27)20(23-17(3)24)15-28-18(4)25/h16,20-22,27H,6-15H2,1-5H3,(H,23,24)/t20-,21+,22-/m0/s1
InChIKey AODHYWJVWQOQAQ-BDTNDASRSA-N
Formula C22H41NO6
HBA 6
HBD 2
MW 415.57
Rotatable Bonds 16
TPSA 101.93
LogP 3.51
Number Rings 0
Number Aromatic Rings 0
Heavy Atom Count 29
Formal Charge 0
Fraction CSP3 0.86
Exact Mass 415.29
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Cystodytes cf. dellechiajei Ascidiaceae Animalia 260823

Showing of synonyms

  • Loukaci A, Bultel-Ponce V, et al. (2000). New lipids from the tunicate Cystodytes cf. dellechiajei, as PLA2 inhibitors. Journal of Natural Products,2000,63(6),799-802. [View] [PubMed]
Pubchem: 10788014
Nmrshiftdb2: 70090267

No compound-protein relationship available.

No scaffolds available.

Phospholipase a2 inhibition

Absorption

Caco-2 (logPapp)
-5.08
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.53
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-3.26

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.71
Plasma Protein Binding
45.57
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
6.33
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
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
1.15
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
5.72
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
-4.31
Rat (Acute)
1.95
Rat (Chronic Oral)
2.32
Fathead Minnow
3.92
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
391.98
Hydration Free Energy
-7.21
Log(D) at pH=7.4
2.22
Log(P)
4.99
Log S
-4.68
Log(Vapor Pressure)
-7.46
Melting Point
77.63
pKa Acid
11.01
pKa Basic
6.43
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.9555
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.9555
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.9511
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.9511
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.9132
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.9132
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.8645
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.8645
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.8444
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.8444
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.8441
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.8441
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.8062
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.8062
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.8031
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.8031
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7948
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7948
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7837
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7837
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7471
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7471
Peptide deformylase P0A6K3 DEF_ECOLI Escherichia coli 3 0.7444
Peptide deformylase P0A6K3 DEF_ECOLI Escherichia coli 3 0.7444
Peptide deformylase 2 Q819K2 DEF2_BACCR Bacillus cereus 4 0.7345
Peptide deformylase 2 Q819K2 DEF2_BACCR Bacillus cereus 4 0.7345
Tachylectin-2 Q27084 TAL2_TACTR Tachypleus tridentatus 3 0.7341
Tachylectin-2 Q27084 TAL2_TACTR Tachypleus tridentatus 3 0.7341
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 4 0.7220
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 4 0.7220
Integrin beta-1-binding protein 1 O14713 ITBP1_HUMAN Homo sapiens 3 0.7211
Integrin beta-1-binding protein 1 O14713 ITBP1_HUMAN Homo sapiens 3 0.7211
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7150
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7150
Periplasmic pH-dependent serine endoprotease DegQ P39099 DEGQ_ECOLI Escherichia coli 3 0.7022
Periplasmic pH-dependent serine endoprotease DegQ P39099 DEGQ_ECOLI Escherichia coli 3 0.7022
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7019
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7019
Peptide deformylase Q9I7A8 DEF_PSEAE Pseudomonas aeruginosa 4 0.7009
Peptide deformylase Q9I7A8 DEF_PSEAE Pseudomonas aeruginosa 4 0.7009

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