N-((2S,3R,4E,6E)-1,3-dihydroxyhenicosa-4,6-dien-2-yl)tridecanamide - Compound Card

N-((2S,3R,4E,6E)-1,3-dihydroxyhenicosa-4,6-dien-2-yl)tridecanamide

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N-((2S,3R,4E,6E)-1,3-dihydroxyhenicosa-4,6-dien-2-yl)tridecanamide

Structure
Zoomed Structure
  • Family: Animalia - Alcyoniidae
  • Kingdom: Animalia
  • Class: Fatty Acid
    • Subclass: Fatty Amine
Canonical Smiles CCCCCCCCCCCCCC/C=C/C=C/[C@H]([C@@H](NC(=O)CCCCCCCCCCCC)CO)O
InChI InChI=1S/C34H65NO3/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-23-25-27-29-33(37)32(31-36)35-34(38)30-28-26-24-22-14-12-10-8-6-4-2/h23,25,27,29,32-33,36-37H,3-22,24,26,28,30-31H2,1-2H3,(H,35,38)/b25-23+,29-27+/t32-,33+/m0/s1
InChIKey VUAGJHPNAUXHSU-AMOCAPSMSA-N
Formula C34H65NO3
HBA 3
HBD 3
MW 535.9
Rotatable Bonds 29
TPSA 69.56
LogP 9.34
Number Rings 0
Number Aromatic Rings 0
Heavy Atom Count 38
Formal Charge 0
Fraction CSP3 0.85
Exact Mass 535.5
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Sarcophyton auritum Alcyoniidae Animalia 859400

Showing of synonyms

  • Eltahawy N. A, Ibrahim A. K, et al. (2005). Mechanism of action of antiepileptic ceramide from Red Sea soft coral Sarcophyton auritum. Bioorganic & Medicinal Chemistry Letters,2005, 25(24), 5819–5824.. [View] [PubMed]
Pubchem: 127035604

No compound-protein relationship available.

No scaffolds available.

Anti-convulsant
Anxiolytic

Absorption

Caco-2 (logPapp)
-5.24
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.34
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.83

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
2.03
Plasma Protein Binding
64.37
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
0.24
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-0.28
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.71
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
4.44
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
-794.11
Rat (Acute)
2.21
Rat (Chronic Oral)
3.23
Fathead Minnow
5.82
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
502.26
Hydration Free Energy
-2.93
Log(D) at pH=7.4
5.96
Log(P)
12.21
Log S
-6.39
Log(Vapor Pressure)
-11.21
Melting Point
73.01
pKa Acid
11.3
pKa Basic
5.1
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 0.9847
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.9798
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.9491
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.9376
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.9327
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.9242
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.9039
Glucosidase II subunit alpha Q9STC1 Q9STC1_GRALE Gracilariopsis lemaneiformis 3 0.8968
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 3 0.8512
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7874
Xylose isomerase P12070 XYLA_ARTS7 Arthrobacter sp 3 0.7713
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7502
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7481
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.7275
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.7255
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.7248
Tachylectin-2 Q27084 TAL2_TACTR Tachypleus tridentatus 3 0.7235
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7229
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7198
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 3 0.7194
Actin, alpha skeletal muscle P68134 ACTS_MOUSE Mus musculus 3 0.7136
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7124
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7110
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7054
Putative b-glycan phosphorylase Q21MB1 Q21MB1_SACD2 Saccharophagus degradans 3 0.7007

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