N-11E-[2’-hydroxyhexadecanoyl]-2-amino-octadec-11-ene-1,3,4-triol - Compound Card

N-11E-[2’-hydroxyhexadecanoyl]-2-amino-octadec-11-ene-1,3,4-triol

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N-11E-[2’-hydroxyhexadecanoyl]-2-amino-octadec-11-ene-1,3,4-triol

Structure
Zoomed Structure
  • Family: Anacardiaceae
  • Kingdom: Plantae
  • Class: Peptide
    • Subclass: Ceramide
Canonical Smiles CCCCCCCCCCCCCCC(C(=O)N[C@H]([C@@H]([C@@H](CCCCCC/C=C/CCCCCC)O)O)CO)O
InChI InChI=1S/C34H67NO5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-31(37)33(39)30(29-36)35-34(40)32(38)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,30-33,36-39H,3-12,14,16-29H2,1-2H3,(H,35,40)/b15-13+/t30-,31+,32?,33-/m0/s1
InChIKey ASDQDZPVGNOOMN-RJJXYQHISA-N
Formula C34H67NO5
HBA 5
HBD 5
MW 569.91
Rotatable Bonds 30
TPSA 110.02
LogP 7.5
Number Rings 0
Number Aromatic Rings 0
Heavy Atom Count 40
Formal Charge 0
Fraction CSP3 0.91
Exact Mass 569.5
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Lannea schimperi Anacardiaceae Plantae 1899192

Showing of synonyms

  • Nguemo RT, Mbouangouere R, et al. (2022). A new ceramide from the leaves of Lannea schimperi (Hochst. ex A.Rich.) Engl.. Natural product research,2022, 36(2), 515-522. [View] [PubMed]
Pubchem: 171119547

No compound-protein relationship available.

No scaffolds available.

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.48
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.0
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-1.48

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.51
Plasma Protein Binding
70.46
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
Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
-0.8
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-1.65
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.21
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
5.29
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
-1817.64
Rat (Acute)
1.87
Rat (Chronic Oral)
3.61
Fathead Minnow
7.04
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
471.35
Hydration Free Energy
-2.84
Log(D) at pH=7.4
4.4
Log(P)
10.62
Log S
-6.05
Log(Vapor Pressure)
-10.67
Melting Point
77.97
pKa Acid
7.99
pKa Basic
5.68
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.9058
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.9058
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.9032
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.9032
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8897
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8897
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.8836
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.8836
Ascorbate-specific PTS system EIIC component P39301 ULAA_ECOLI Escherichia coli 3 0.8665
Ascorbate-specific PTS system EIIC component P39301 ULAA_ECOLI Escherichia coli 3 0.8665
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8457
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8457
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.8341
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.8341
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.8328
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.8328
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.8182
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.8182
Beta-glucosidase 1A Q25BW5 BGL1A_PHACH Phanerodontia chrysosporium 3 0.7979
Beta-glucosidase 1A Q25BW5 BGL1A_PHACH Phanerodontia chrysosporium 3 0.7979
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.7971
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.7971
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7873
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7873
4-alpha-glucanotransferase O87172 MALQ_THETH Thermus thermophilus 3 0.7797
4-alpha-glucanotransferase O87172 MALQ_THETH Thermus thermophilus 3 0.7797
Lactose operon repressor P03023 LACI_ECOLI Escherichia coli 3 0.7755
Lactose operon repressor P03023 LACI_ECOLI Escherichia coli 3 0.7755
Gag-Pol polyprotein P0C6F2 POL_HV1LW Human immunodeficiency virus type 1 group M subtype B 3 0.7735
Gag-Pol polyprotein P0C6F2 POL_HV1LW Human immunodeficiency virus type 1 group M subtype B 3 0.7735
Beta-glucosidase A Q08638 BGLA_THEMA Thermotoga maritima 3 0.7671
Beta-glucosidase A Q08638 BGLA_THEMA Thermotoga maritima 3 0.7671
Glycogenin-1 P46976 GLYG_HUMAN Homo sapiens 3 0.7622
Glycogenin-1 P46976 GLYG_HUMAN Homo sapiens 3 0.7622
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7591
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7591
Laminarinase Q9WXN1 Q9WXN1_THEMA Thermotoga maritima 3 0.7541
Laminarinase Q9WXN1 Q9WXN1_THEMA Thermotoga maritima 3 0.7541
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7535
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7535
Glucosidase II subunit alpha Q9STC1 Q9STC1_GRALE Gracilariopsis lemaneiformis 3 0.7476
Glucosidase II subunit alpha Q9STC1 Q9STC1_GRALE Gracilariopsis lemaneiformis 3 0.7476
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7437
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7437
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7326
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7326
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7310
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7310
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7310
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7310
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7304
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7304
Putative b-glycan phosphorylase Q21MB1 Q21MB1_SACD2 Saccharophagus degradans 4 0.7265
Putative b-glycan phosphorylase Q21MB1 Q21MB1_SACD2 Saccharophagus degradans 4 0.7265
Lactose operon repressor P03023 LACI_ECOLI Escherichia coli 3 0.7163
Lactose operon repressor P03023 LACI_ECOLI Escherichia coli 3 0.7163
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 4 0.7138
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 4 0.7138
Peptide deformylase Q9I7A8 DEF_PSEAE Pseudomonas aeruginosa 4 0.7039
Peptide deformylase Q9I7A8 DEF_PSEAE Pseudomonas aeruginosa 4 0.7039

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