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

N-[(2S,3S,4R)-1,3,4-trihydroxyhexacosan-2-yl]icosanamide

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N-[(2S,3S,4R)-1,3,4-trihydroxyhexacosan-2-yl]icosanamide

Structure
Zoomed Structure
  • Family: Animalia - Alcyoniidae
  • Kingdom: Animalia
  • Class: Ceramide
Canonical Smiles CCCCCCCCCCCCCCCCCCCCCC[C@H]([C@H]([C@@H](NC(=O)CCCCCCCCCCCCCCCCCCC)CO)O)O
InChI InChI=1S/C46H93NO4/c1-3-5-7-9-11-13-15-17-19-21-22-23-25-26-28-30-32-34-36-38-40-44(49)46(51)43(42-48)47-45(50)41-39-37-35-33-31-29-27-24-20-18-16-14-12-10-8-6-4-2/h43-44,46,48-49,51H,3-42H2,1-2H3,(H,47,50)/t43-,44+,46-/m0/s1
InChIKey UXBBQNZMWWBDSV-DTLWHLCPSA-N
Formula C46H93NO4
HBA 4
HBD 4
MW 724.25
Rotatable Bonds 43
TPSA 89.79
LogP 13.44
Number Rings 0
Number Aromatic Rings 0
Heavy Atom Count 51
Formal Charge 0
Fraction CSP3 0.98
Exact Mass 723.71
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: 78142948

No compound-protein relationship available.

No scaffolds available.

Antiviral

Absorption

Caco-2 (logPapp)
-5.29
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.2
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
224.86

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
2.46
Plasma Protein Binding
77.37
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
Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
1.34
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-3.4
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.58
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
4.85
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
-413961.88
Rat (Acute)
1.94
Rat (Chronic Oral)
3.99
Fathead Minnow
534.19
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
44912.95
Hydration Free Energy
-2.92
Log(D) at pH=7.4
7.78
Log(P)
18.43
Log S
-7.81
Log(Vapor Pressure)
-1391.16
Melting Point
125.9
pKa Acid
9.04
pKa Basic
5.18
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.9275
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.9275
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.9097
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.9097
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8920
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8920
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.8861
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.8861
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.8809
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.8809
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.8633
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.8633
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.8527
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.8527
Glucosidase II subunit alpha Q9STC1 Q9STC1_GRALE Gracilariopsis lemaneiformis 3 0.8432
Glucosidase II subunit alpha Q9STC1 Q9STC1_GRALE Gracilariopsis lemaneiformis 3 0.8432
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8375
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8375
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8313
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8313
Gag-Pol polyprotein P0C6F2 POL_HV1LW Human immunodeficiency virus type 1 group M subtype B 3 0.8207
Gag-Pol polyprotein P0C6F2 POL_HV1LW Human immunodeficiency virus type 1 group M subtype B 3 0.8207
4-alpha-glucanotransferase O87172 MALQ_THETH Thermus thermophilus 3 0.7956
4-alpha-glucanotransferase O87172 MALQ_THETH Thermus thermophilus 3 0.7956
Beta-glucosidase A Q08638 BGLA_THEMA Thermotoga maritima 3 0.7682
Beta-glucosidase A Q08638 BGLA_THEMA Thermotoga maritima 3 0.7682
Beta-glucosidase Q8T0W7 Q8T0W7_9NEOP Neotermes koshunensis 3 0.7681
Beta-glucosidase Q8T0W7 Q8T0W7_9NEOP Neotermes koshunensis 3 0.7681
Lysosomal acid glucosylceramidase P04062 GLCM_HUMAN Homo sapiens 3 0.7494
Lysosomal acid glucosylceramidase P04062 GLCM_HUMAN Homo sapiens 3 0.7494
Actin, alpha skeletal muscle P68134 ACTS_MOUSE Mus musculus 4 0.7418
Actin, alpha skeletal muscle P68134 ACTS_MOUSE Mus musculus 4 0.7418
Laminarinase Q9WXN1 Q9WXN1_THEMA Thermotoga maritima 3 0.7395
Laminarinase Q9WXN1 Q9WXN1_THEMA Thermotoga maritima 3 0.7395
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 4 0.7307
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 4 0.7307
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 4 0.7276
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 4 0.7276
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 4 0.7170
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 4 0.7170

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