2S,3R-4E-2-(octadecanoylamino)-octadec-4-ene-1-ol - Compound Card

2S,3R-4E-2-(octadecanoylamino)-octadec-4-ene-1-ol

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2S,3R-4E-2-(octadecanoylamino)-octadec-4-ene-1-ol

Structure
Zoomed Structure
  • Family: Animalia - Xeniidae
  • Kingdom: Animalia
  • Class: Ceramide
Canonical Smiles CCCCCCCCCCCCCCCCCC(=O)N[C@@H](C/C=C/CCCCCCCCCCCCC)CO
InChI InChI=1S/C36H71NO2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-36(39)37-35(34-38)32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h28,30,35,38H,3-27,29,31-34H2,1-2H3,(H,37,39)/b30-28+/t35-/m0/s1
InChIKey WZLPUZVRWICXBZ-AEWRVITKSA-N
Formula C36H71NO2
HBA 2
HBD 2
MW 549.97
Rotatable Bonds 32
TPSA 49.33
LogP 11.37
Number Rings 0
Number Aromatic Rings 0
Heavy Atom Count 39
Formal Charge 0
Fraction CSP3 0.92
Exact Mass 549.55
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Heteroxenia ghardaqensis Alcyoniidae Animalia 859395
2 Heteroxenia ghardaqensis Xeniidae Animalia 859395

Showing of synonyms

  • Abdel-Razik AF, Nassar MI, et al. (2015). A new cytotoxic ceramide from Heteroxenia ghardaqensis and protective effect of chloroform extract against cadmium toxicity in rats. Arabian Journal of Chemistry,2015,in press. [View]
Pubchem: 162848656
Nmrshiftdb2: 60020259

No compound-protein relationship available.

No scaffolds available.

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.16
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.03
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.88

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
2.31
Plasma Protein Binding
56.94
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
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
1.77
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.45
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.32
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
4.75
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
-1416.63
Rat (Acute)
1.94
Rat (Chronic Oral)
3.2
Fathead Minnow
9.08
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
486.71
Hydration Free Energy
-2.92
Log(D) at pH=7.4
7.58
Log(P)
14.32
Log S
-6.63
Log(Vapor Pressure)
-10.94
Melting Point
90.33
pKa Acid
12.21
pKa Basic
5.9
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 1.0020
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 1.0020
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 1.0000
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 1.0000
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.9809
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.9809
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.9799
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.9799
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.9551
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.9551
Glucosidase II subunit alpha Q9STC1 Q9STC1_GRALE Gracilariopsis lemaneiformis 3 0.9426
Glucosidase II subunit alpha Q9STC1 Q9STC1_GRALE Gracilariopsis lemaneiformis 3 0.9426
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.8264
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.8264
Actin, alpha skeletal muscle P68134 ACTS_MOUSE Mus musculus 3 0.7486
Actin, alpha skeletal muscle P68134 ACTS_MOUSE Mus musculus 3 0.7486
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7443
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7443
Uridine phosphorylase P0A1F6 UDP_SALTY Salmonella typhimurium 3 0.7438
Uridine phosphorylase P0A1F6 UDP_SALTY Salmonella typhimurium 3 0.7438
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.7419
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.7419
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.7410
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.7410
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7357
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7357
Beta-glucosidase A Q08638 BGLA_THEMA Thermotoga maritima 3 0.7344
Beta-glucosidase A Q08638 BGLA_THEMA Thermotoga maritima 3 0.7344
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.7341
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.7341
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7287
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7287
Tachylectin-2 Q27084 TAL2_TACTR Tachypleus tridentatus 3 0.7261
Tachylectin-2 Q27084 TAL2_TACTR Tachypleus tridentatus 3 0.7261
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7206
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7206
thiamine diphosphokinase Q82ZE3 Q82ZE3_ENTFA Enterococcus faecalis 2 0.7204
thiamine diphosphokinase Q82ZE3 Q82ZE3_ENTFA Enterococcus faecalis 2 0.7204
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7199
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7199
Lysosomal acid glucosylceramidase P04062 GLCM_HUMAN Homo sapiens 3 0.7193
Lysosomal acid glucosylceramidase P04062 GLCM_HUMAN Homo sapiens 3 0.7193
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7165
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7165
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7118
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7118
Uricase Q00511 URIC_ASPFL Aspergillus flavus 3 0.7023
Uricase Q00511 URIC_ASPFL Aspergillus flavus 3 0.7023

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