Natural Product: ENC001943

NPs Basic Information

Download MOL File
Name
Hydroxypalmitoyl sphinganine
Molecular Formula C34H69NO4
IUPAC Name*
N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]-2-hydroxyhexadecanamide
SMILES
CCCCCCCCCCCCCCC[C@H]([C@H](CO)NC(=O)C(CCCCCCCCCCCCCC)O)O
InChI
InChI=1S/C34H69NO4/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-32(37)31(30-36)35-34(39)33(38)29-27-25-23-21-18-16-14-12-10-8-6-4-2/h31-33,36-38H,3-30H2,1-2H3,(H,35,39)/t31-,32+,33?/m0/s1
InChIKey
NQXMVCBJWMTLGK-XIWRNSNHSA-N
Synonyms
Hydroxypalmitoyl sphinganine; Mexanyl GAA; 190249-36-6; N-(2-hydroxyhexadecanoyl)-sphinganine; Cer(d18:0/16:0(2OH)); NR33W2353T; N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]-2-hydroxyhexadecanamide; Hexadecanamide, 2-hydroxy-N-((1S,2R)-2-hydroxy-1-(hydroxymethyl)heptadecyl)-; Hexadecanamide, 2-hydroxy-N-(2-hydroxy-1-(hydroxymethyl)heptadecyl)-, (1S-(1R*,2S*))-(partial)-; 2-hydroxy-N-[(1S,2R)-2-hydroxy-1-(hydroxymethyl)heptadecyl]-hexadecanamide; UNII-NR33W2353T; Ceramid 5; SCHEMBL1479823; CHEBI:67043; DTXSID90172503; N-(2-hydroxyhexadecanoyl)sphinganine; LMSP02020029; N-(2-hydroxyhexadecanoyl)dihydroceramide; DHC-B' 18:0/16:0; HYDROXYPALMITOYL SPHINGANINE [INCI]; N-(2-hydroxyhexadecanoyl)dihydrosphingosine; Q27135601
CAS 190249-36-6
PubChem CID 9959390
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Sphingolipids
        • Subclass: Ceramides
          • Direct Parent: Long-chain ceramides

ClassyFire Version 1.0
PMID:27867422

NPs Species Source

Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference
Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference

NPs Content

*Note: The vaules in Content Percentage are calculated by dividing the content value by the maximum content value in NP Content.
**Note: The units with different NP content, due to their incomparable values, are separated into different tables.

NPs Biological Activity

Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name
Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name

NPs Physi-Chem Properties

Molecular Weight: 555.9 ALogp: 12.6
HBD: 4 HBA: 4
Rotatable Bonds: 31 Lipinski's rule of five: Rejected
Polar Surface Area: 89.8 Aromatic Rings: 0
Heavy Atoms: 39 QED Weighted: 0.058

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.249 MDCK Permeability: 0.00000561
Pgp-inhibitor: 0 Pgp-substrate: 0.885
Human Intestinal Absorption (HIA): 0.031 20% Bioavailability (F20%): 0.84
30% Bioavailability (F30%): 1

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.004 Plasma Protein Binding (PPB): 98.73%
Volume Distribution (VD): 0.842 Fu: 1.50%

ADMET: Metabolism

CYP1A2-inhibitor: 0.048 CYP1A2-substrate: 0.155
CYP2C19-inhibitor: 0.12 CYP2C19-substrate: 0.04
CYP2C9-inhibitor: 0.055 CYP2C9-substrate: 0.987
CYP2D6-inhibitor: 0.094 CYP2D6-substrate: 0.026
CYP3A4-inhibitor: 0.203 CYP3A4-substrate: 0.012

ADMET: Excretion

Clearance (CL): 4.228 Half-life (T1/2): 0.111

ADMET: Toxicity

hERG Blockers: 0.573 Human Hepatotoxicity (H-HT): 0.05
Drug-inuced Liver Injury (DILI): 0.027 AMES Toxicity: 0.007
Rat Oral Acute Toxicity: 0.005 Maximum Recommended Daily Dose: 0.008
Skin Sensitization: 0.96 Carcinogencity: 0.013
Eye Corrosion: 0.005 Eye Irritation: 0.424
Respiratory Toxicity: 0.787
*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

Similar NPs Similar Drugs
NPs ID NPs 2D Structure Similarity Score TTD ID Drug 2D Structure Similarity Score
ENC006082 0.784 D00AOJ 0.561
ENC000401 0.681 D00STJ 0.433
ENC000435 0.678 D07ILQ 0.402
ENC000436 0.675 D0Z1QC 0.391
ENC000443 0.672 D01NTX 0.373
ENC000434 0.670 D0T9TJ 0.348
ENC000433 0.658 D00FGR 0.348
ENC000437 0.656 D0O1PH 0.321
ENC000381 0.640 D0Z5SM 0.310
ENC001125 0.639 D06KDP 0.296
*Note: the compound similarity was calculated by RDKIT.