N-[(2S,3R,E)-1,3-dihydroxyhexacos-4-en-2-yl]icosanamide - Compound Card

N-[(2S,3R,E)-1,3-dihydroxyhexacos-4-en-2-yl]icosanamide

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N-[(2S,3R,E)-1,3-dihydroxyhexacos-4-en-2-yl]icosanamide

Structure
Zoomed Structure
  • Family: Animalia - Alcyoniidae
  • Kingdom: Animalia
  • Class: Ceramide
Canonical Smiles CCCCCCCCCCCCCCCCCCCCC/C=C/[C@H]([C@@H](NC(=O)CCCCCCCCCCCCCCCCCCC)CO)O
InChI InChI=1S/C46H91NO3/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-27-29-31-33-35-37-39-41-45(49)44(43-48)47-46(50)42-40-38-36-34-32-30-28-25-20-18-16-14-12-10-8-6-4-2/h39,41,44-45,48-49H,3-38,40,42-43H2,1-2H3,(H,47,50)/b41-39+/t44-,45+/m0/s1
InChIKey ICQVSOVNIWESBC-QRQQRGDGSA-N
Formula C46H91NO3
HBA 3
HBD 3
MW 706.24
Rotatable Bonds 42
TPSA 69.56
LogP 14.24
Number Rings 0
Number Aromatic Rings 0
Heavy Atom Count 50
Formal Charge 0
Fraction CSP3 0.93
Exact Mass 705.7
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Sinularia candidula Alcyoniidae Animalia 3286459

Showing of synonyms

  • Ahmed S, Ibrahim A and Arafa AS. (2013). Anti-H5N1 virus metabolites from the Red Sea soft coral, Sinularia candidula. Tetrahedron Letters,2013,54(19),2377-2381. [View]
Pubchem: 71662032
Nmrshiftdb2: 70091022

No compound-protein relationship available.

No scaffolds available.

Antiviral

Absorption

Caco-2 (logPapp)
-5.11
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.66
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
148.23

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
2.55
Plasma Protein Binding
71.3
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
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
Inhibitor

Excretion

Clearance
1.47
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-1.36
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.76
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
4.41
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
Toxic
T. Pyriformis
-275878.21
Rat (Acute)
1.99
Rat (Chronic Oral)
3.82
Fathead Minnow
360.86
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
29404.97
Hydration Free Energy
-2.92
Log(D) at pH=7.4
8.69
Log(P)
18.97
Log S
-7.48
Log(Vapor Pressure)
-889.98
Melting Point
110.07
pKa Acid
10.66
pKa Basic
5.39
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.9780
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.9780
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.9607
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.9607
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.9375
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.9375
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.9357
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.9357
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.9340
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.9340
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8880
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8880
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8852
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8852
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.8844
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.8844
Glucosidase II subunit alpha Q9STC1 Q9STC1_GRALE Gracilariopsis lemaneiformis 3 0.8559
Glucosidase II subunit alpha Q9STC1 Q9STC1_GRALE Gracilariopsis lemaneiformis 3 0.8559
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7981
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7981
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.7205
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.7205
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.7190
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.7190
Tachylectin-2 Q27084 TAL2_TACTR Tachypleus tridentatus 3 0.7123
Tachylectin-2 Q27084 TAL2_TACTR Tachypleus tridentatus 3 0.7123

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