(2R)-3-[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-N-[(Z)-hexadec-9-enyl]-2-hydroxypropanamide

C27H50N2O8 — CID 139589836

IUPAC(2R)-3-[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-N-[(Z)-hexadec-9-enyl]-2-hydroxypropanamide
SMILESCCCCCC/C=C\CCCCCCCCNC(=O)[C@H](O)CO[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1NC(C)=O
InChIInChI=1S/C27H50N2O8/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28-26(35)21(32)19-36-27-23(29-20(2)31)25(34)24(33)22(18-30)37-27/h8-9,21-25,27,30,32-34H,3-7,10-19H2,1-2H3,(H,28,35)(H,29,31)/b9-8-/t21-,22-,23-,24-,25-,27+/m1/s1
InChIKeyAKMKXKMBEVXJSS-ZGQFJIIDSA-N
MW530.70 g/mol
LogP1.68
Rot. Bonds20

About (2R)-3-[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-N-[(Z)-hexadec-9-enyl]-2-hydroxypropanamide

(2R)-3-[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-N-[(Z)-hexadec-9-enyl]-2-hydroxypropanamide (PubChem CID 139589836) has the molecular formula C27H50N2O8 and a molecular weight of 530.70 g/mol. Its IUPAC name is (2R)-3-[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-N-[(Z)-hexadec-9-enyl]-2-hydroxypropanamide.

Molecular Properties

Compound Name(2R)-3-[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-N-[(Z)-hexadec-9-enyl]-2-hydroxypropanamide
PubChem CID139589836
Molecular FormulaC27H50N2O8
Molecular Weight530.70 g/mol
Exact Mass530.36
IUPAC Name(2R)-3-[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-N-[(Z)-hexadec-9-enyl]-2-hydroxypropanamide
SMILESCCCCCC/C=C\CCCCCCCCNC(=O)[C@H](O)CO[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1NC(C)=O
InChIInChI=1S/C27H50N2O8/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28-26(35)21(32)19-36-27-23(29-20(2)31)25(34)24(33)22(18-30)37-27/h8-9,21-25,27,30,32-34H,3-7,10-19H2,1-2H3,(H,28,35)(H,29,31)/b9-8-/t21-,22-,23-,24-,25-,27+/m1/s1
InChIKeyAKMKXKMBEVXJSS-ZGQFJIIDSA-N
XLogP1.68
TPSA157.58 Ų
H-Bond Donors6
H-Bond Acceptors8
Rotatable Bonds20
Heavy Atoms37
Complexity—

Lipinski Rule of Five

2 violations

RuleValue
MW ≤ 500530.70
LogP ≤ 51.68
H-Bond Donors ≤ 56
H-Bond Acceptors ≤ 108

Computed Properties (RDKit)

Structural Alerts{'alert_name': 'Aliphatic_long_chain', 'substructure': 'N/A'}, {'alert_name': 'isolated_alkene', 'substructure': 'N/A'}

Analyze (2R)-3-[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-N-[(Z)-hexadec-9-enyl]-2-hydroxypropanamide with MolForge

Explore ADMET properties, 3D molecular structure, drug-likeness score, and discover similar compounds using our AI-powered platform.

Launch Full Analysis

Related Compounds

1-O-(alpha-D-galactopyranosyl)-N-icosa-11,14-dienoylphytosphingosine
CID 11707590
Araliacerebroside
CID 131751463
potassium [(2R,3S,4R,5R,6S)-5-acetamido-3,4-dihydroxy-6-[(Z)-octadec-9-enoxy]oxan-2-yl]methyl sulfate
CID 23671834
Chrysogeside B
CID 53262842
(2s,3s,4r,8z)-1-O-(beta-d-glucopyranosyl)-2-[(r)-2'-hydroxydocosanoyl]amino-8-octadecene-1,3,4-triol
CID 11239826
Ganglioside GA2 (d18:1/25:0)
CID 22833623
N-(15Z-tetracosenoyl)-1-beta-glucosyl-sphinganine
CID 6321367
Paragloboside
CID 131770449
Ganglioside GA2 (d18:1/9Z-18:1)
CID 21252325
N-acetyl-beta-D-galactosaminyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-N-stearoylsphingosine
CID 21252327
Culinariside
CID 131751739
(11z,14e)-N-[(2s,3s,4r)-1-(Alpha-D-Galactopyranosyloxy)-3,4-Dihydroxyoctadecan-2-Yl]icosa-11,14-Dienamide
CID 50990900

Frequently Asked Questions

What is the IUPAC name of (2R)-3-[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-N-[(Z)-hexadec-9-enyl]-2-hydroxypropanamide?
The IUPAC name of (2R)-3-[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-N-[(Z)-hexadec-9-enyl]-2-hydroxypropanamide (CID 139589836) is (2R)-3-[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-N-[(Z)-hexadec-9-enyl]-2-hydroxypropanamide.
What is the SMILES notation for (2R)-3-[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-N-[(Z)-hexadec-9-enyl]-2-hydroxypropanamide?
The canonical SMILES for (2R)-3-[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-N-[(Z)-hexadec-9-enyl]-2-hydroxypropanamide is CCCCCC/C=C\CCCCCCCCNC(=O)[C@H](O)CO[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1NC(C)=O.
What is the InChIKey of (2R)-3-[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-N-[(Z)-hexadec-9-enyl]-2-hydroxypropanamide?
The InChIKey is AKMKXKMBEVXJSS-ZGQFJIIDSA-N. The full InChI is InChI=1S/C27H50N2O8/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28-26(35)21(32)19-36-27-23(29-20(2)31)25(34)24(33)22(18-30)37-27/h8-9,21-25,27,30,32-34H,3-7,10-19H2,1-2H3,(H,28,35)(H,29,31)/b9-8-/t21-,22-,23-,24-,25-,27+/m1/s1.
What are the key properties of (2R)-3-[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-N-[(Z)-hexadec-9-enyl]-2-hydroxypropanamide?
(2R)-3-[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-N-[(Z)-hexadec-9-enyl]-2-hydroxypropanamide has a molecular weight of 530.70 g/mol, XLogP of 1.68, 20 rotatable bonds, 6 hydrogen bond donors, and 8 hydrogen bond acceptors.
Where does this data come from?
All data for (2R)-3-[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-N-[(Z)-hexadec-9-enyl]-2-hydroxypropanamide is sourced from PubChem (CID 139589836), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).