ChemFOnt: Showing chemical card for alpha-D-Mannosyl-beta-D-mannosyl-diacetylchitobiosyldiphosphodolichol (CFc000042858)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:45:35 UTC

Chemfont ID

CFc000042858

Molecule Identification

Common Name

alpha-D-Mannosyl-beta-D-mannosyl-diacetylchitobiosyldiphosphodolichol

Definition

alpha-D-Mannosyl-beta-D-mannosyl-diacetylchitobiosyldiphosphodolichol, also known as Man-a1->3man-b1->4glcnac-b1->4glcnac-PP-dol, is classified as a member of the Polyprenyl phospho carbohydrates. Polyprenyl phospho carbohydrates are polyprenyl phosphates with a carbohydrate moiety attached to it. alpha-D-Mannosyl-beta-D-mannosyl-diacetylchitobiosyldiphosphodolichol is considered to be practically insoluble (in water) and acidic

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
alpha-1,3-D-Mannosyl-beta-1,4-D-mannosylchitobiosyldiphosphodolichol	Kegg
a-1,3-D-Mannosyl-b-1,4-D-mannosylchitobiosyldiphosphodolichol	Generator
Α-1,3-D-mannosyl-β-1,4-D-mannosylchitobiosyldiphosphodolichol	Generator
Man-a1->3man-b1->4glcnac-b1->4glcnac-PP-dol	Generator
Man-α1->3man-β1->4glcnac-β1->4glcnac-PP-dol	Generator
Man-alpha1->3man-beta1->4glcnac-beta1->4glcnac-PP-dol	KEGG
a-D-Mannosyl-b-D-mannosyl-diacetylchitobiosyldiphosphodolichol	Generator
α-D-mannosyl-β-D-mannosyl-diacetylchitobiosyldiphosphodolichol	Generator

Chemical Formula

C₅₃H₉₂N₂O₂₇P₂

Average Molecular Weight

1251.254

Monoisotopic Molecular Weight

1250.536269706

IUPAC Name

N-[(2R,3R,4R,5S,6R)-5-{[(2S,3R,4R,5S,6R)-5-{[(2S,3S,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-{[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-4-hydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-4-hydroxy-2-{[hydroxy({[hydroxy({[(6Z,10E,14E)-3,7,11,15,19-pentamethylicosa-6,10,14,18-tetraen-1-yl]oxy})phosphoryl]oxy})phosphoryl]oxy}-6-(hydroxymethyl)oxan-3-yl]ethanimidic acid

Traditional Name

N-[(2R,3R,4R,5S,6R)-5-{[(2S,3R,4R,5S,6R)-5-{[(2S,3S,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-{[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-4-hydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-4-hydroxy-2-{[hydroxy([hydroxy([(6Z,10E,14E)-3,7,11,15,19-pentamethylicosa-6,10,14,18-tetraen-1-yl]oxy)phosphoryl]oxy)phosphoryl]oxy}-6-(hydroxymethyl)oxan-3-yl]ethanimidic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CCC([H])(C)CCOP(O)(=O)OP(O)(=O)O[C@@]1([H])O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O[C@]3([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O[C@@]4([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]4([H])O)[C@]3([H])O)[C@]([H])(O)[C@@]2([H])N=C(C)O)[C@]([H])(O)[C@@]1([H])N=C(C)O)=C(\C)CCC=C(C)C

InChI Identifier

InChI=1S/C53H92N2O27P2/c1-27(2)13-9-14-28(3)15-10-16-29(4)17-11-18-30(5)19-12-20-31(6)21-22-73-83(69,70)82-84(71,72)81-51-39(55-33(8)61)43(65)47(37(26-59)77-51)78-50-38(54-32(7)60)42(64)48(36(25-58)76-50)79-53-46(68)49(41(63)35(24-57)75-53)80-52-45(67)44(66)40(62)34(23-56)74-52/h13,15,17,19,31,34-53,56-59,62-68H,9-12,14,16,18,20-26H2,1-8H3,(H,54,60)(H,55,61)(H,69,70)(H,71,72)/b28-15+,29-17+,30-19-/t31?,34-,35-,36-,37-,38-,39-,40-,41-,42-,43-,44+,45+,46+,47-,48-,49+,50+,51-,52-,53+/m1/s1

InChI Key

LXNPFZYOWOXRQK-SGCJZEHESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cholesteryl esters. Cholesteryl esters are compounds containing an esterified cholestane moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid esters

Direct Parent

Cholesteryl esters

Alternative Parents

Substituents

Cholesteryl ester
Cholesterol
Cholestane-skeleton
Delta-5-steroid
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

cholesterol ester (CHEBI:84329 )
Steryl esters (LMST01020023 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0062446)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.27 g/L	ALOGPS
logP	1.74	ALOGPS
logP	0.9	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	1.74	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	26	ChemAxon
Hydrogen Donor Count	15	ChemAxon
Polar Surface Area	454.61 Å²	ChemAxon
Rotatable Bond Count	32	ChemAxon
Refractivity	296.27 m³·mol⁻¹	ChemAxon
Polarizability	126.62 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0062446

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C05861

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24892766

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for alpha-D-Mannosyl-beta-D-mannosyl-diacetylchitobiosyldiphosphodolichol (CFc000042858)

MOL for CFc000042858 (alpha-D-Mannosyl-beta-D-mannosyl-diacetylchitobiosyldiphosphodolichol)

3D MOL for CFc000042858 (alpha-D-Mannosyl-beta-D-mannosyl-diacetylchitobiosyldiphosphodolichol)

3D SDF for CFc000042858 (alpha-D-Mannosyl-beta-D-mannosyl-diacetylchitobiosyldiphosphodolichol)

3D-SDF for CFc000042858 (alpha-D-Mannosyl-beta-D-mannosyl-diacetylchitobiosyldiphosphodolichol)

PDB for CFc000042858 (alpha-D-Mannosyl-beta-D-mannosyl-diacetylchitobiosyldiphosphodolichol)

3D PDB for CFc000042858 (alpha-D-Mannosyl-beta-D-mannosyl-diacetylchitobiosyldiphosphodolichol)

SMILES for CFc000042858 (alpha-D-Mannosyl-beta-D-mannosyl-diacetylchitobiosyldiphosphodolichol)

INCHI for CFc000042858 (alpha-D-Mannosyl-beta-D-mannosyl-diacetylchitobiosyldiphosphodolichol)

Structure for CFc000042858 (alpha-D-Mannosyl-beta-D-mannosyl-diacetylchitobiosyldiphosphodolichol)

3D Structure for CFc000042858 (alpha-D-Mannosyl-beta-D-mannosyl-diacetylchitobiosyldiphosphodolichol)