4-O-beta-D-glucopyranosyl-fagomine

C12H23NO8 — CID 21591966

IUPAC(2R,3R,4S,5S,6R)-2-[(2R,3R,4R)-4-hydroxy-2-(hydroxymethyl)piperidin-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILESC1CN[C@@H]([C@H]([C@@H]1O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)CO
InChIInChI=1S/C12H23NO8/c14-3-5-11(6(16)1-2-13-5)21-12-10(19)9(18)8(17)7(4-15)20-12/h5-19H,1-4H2/t5-,6-,7-,8-,9+,10-,11-,12+/m1/s1
InChIKeySBRQYNWRPMAGGE-WUYFHPBOSA-N
MW309.31 g/mol
LogP-3.50
Rot. Bonds4

About 4-O-beta-D-glucopyranosyl-fagomine

4-O-beta-D-glucopyranosyl-fagomine (PubChem CID 21591966) has the molecular formula C12H23NO8 and a molecular weight of 309.31 g/mol. Its IUPAC name is (2R,3R,4S,5S,6R)-2-[(2R,3R,4R)-4-hydroxy-2-(hydroxymethyl)piperidin-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol.

Molecular Properties

Compound Name4-O-beta-D-glucopyranosyl-fagomine
PubChem CID21591966
Molecular FormulaC12H23NO8
Molecular Weight309.31 g/mol
Exact Mass309.14
IUPAC Name(2R,3R,4S,5S,6R)-2-[(2R,3R,4R)-4-hydroxy-2-(hydroxymethyl)piperidin-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILESC1CN[C@@H]([C@H]([C@@H]1O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)CO
InChIInChI=1S/C12H23NO8/c14-3-5-11(6(16)1-2-13-5)21-12-10(19)9(18)8(17)7(4-15)20-12/h5-19H,1-4H2/t5-,6-,7-,8-,9+,10-,11-,12+/m1/s1
InChIKeySBRQYNWRPMAGGE-WUYFHPBOSA-N
XLogP-3.50
TPSA152.00 Ų
H-Bond Donors7
H-Bond Acceptors9
Rotatable Bonds4
Heavy Atoms21
Complexity332

Lipinski Rule of Five

1 violation

RuleValue
MW ≤ 500309.31
LogP ≤ 5-3.50
H-Bond Donors ≤ 57
H-Bond Acceptors ≤ 109

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Related Compounds

N-Acetyllactosamine
CID 439271
beta-D-Manp-(1->4)-beta-D-GlcpNAc
CID 70698368
(2R,3R,4S,5S,6R)-2-(hydroxymethyl)-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]piperidine-3,4,5-triol
CID 457676
2-(acetylamino)-2-deoxy-4-O-beta-D-galactopyranosyl-alpha-D-glucopyranose
CID 656944
4-Trehalosamine
CID 198273
beta-D-Galp-(1->3)-beta-D-GlcpNAc
CID 10177989
2-(((2R,3S,4R,5R,6S)-4,5-Dihydroxy-6-(((2R,3R,4R)-4-hydroxy-2-(hydroxymethyl)pyrrolidin-3-YL)oxy)-2-(hydroxymethyl)oxan-3-YL)oxy)-6-methyloxane-3,4,5-triol, (2S,3R,4S,5S,6R)-
CID 9846130
lacto-N-biose I
CID 5288905
Sorbistins
CID 173742
Lacto-N-biose
CID 440994
beta-D-galactosyl-(1->4)-N-acetyl-D-glucosamine
CID 9800166
beta-D-Galp-(1->4)-beta-D-GlcpNAc-OMe
CID 10992961

Frequently Asked Questions

What is the IUPAC name of 4-O-beta-D-glucopyranosyl-fagomine?
The IUPAC name of 4-O-beta-D-glucopyranosyl-fagomine (CID 21591966) is (2R,3R,4S,5S,6R)-2-[(2R,3R,4R)-4-hydroxy-2-(hydroxymethyl)piperidin-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol.
What is the SMILES notation for 4-O-beta-D-glucopyranosyl-fagomine?
The canonical SMILES for 4-O-beta-D-glucopyranosyl-fagomine is C1CN[C@@H]([C@H]([C@@H]1O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)CO.
What is the InChIKey of 4-O-beta-D-glucopyranosyl-fagomine?
The InChIKey is SBRQYNWRPMAGGE-WUYFHPBOSA-N. The full InChI is InChI=1S/C12H23NO8/c14-3-5-11(6(16)1-2-13-5)21-12-10(19)9(18)8(17)7(4-15)20-12/h5-19H,1-4H2/t5-,6-,7-,8-,9+,10-,11-,12+/m1/s1.
What are the key properties of 4-O-beta-D-glucopyranosyl-fagomine?
4-O-beta-D-glucopyranosyl-fagomine has a molecular weight of 309.31 g/mol, XLogP of -3.50, 4 rotatable bonds, 7 hydrogen bond donors, and 9 hydrogen bond acceptors.
Where does this data come from?
All data for 4-O-beta-D-glucopyranosyl-fagomine is sourced from PubChem (CID 21591966), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).