2-[(1R,2R,3S,4R,5R,6R,7S)-3,4,5,6-tetrahydroxy-2-bicyclo[5.1.0]octanyl]isoindole-1,3-dione

C16H17NO6 — CID 122389302

IUPAC2-[(1R,2R,3S,4R,5R,6R,7S)-3,4,5,6-tetrahydroxy-2-bicyclo[5.1.0]octanyl]isoindole-1,3-dione
SMILESO=C1c2ccccc2C(=O)N1[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@H]2C[C@H]21
InChIInChI=1S/C16H17NO6/c18-11-9-5-8(9)10(12(19)14(21)13(11)20)17-15(22)6-3-1-2-4-7(6)16(17)23/h1-4,8-14,18-21H,5H2/t8-,9+,10-,11-,12+,13-,14-/m1/s1
InChIKeyXDARHXHATPCMAW-MCKGTNQJSA-N
MW319.31 g/mol
LogP-1.26
Rot. Bonds1

About 2-[(1R,2R,3S,4R,5R,6R,7S)-3,4,5,6-tetrahydroxy-2-bicyclo[5.1.0]octanyl]isoindole-1,3-dione

2-[(1R,2R,3S,4R,5R,6R,7S)-3,4,5,6-tetrahydroxy-2-bicyclo[5.1.0]octanyl]isoindole-1,3-dione (PubChem CID 122389302) has the molecular formula C16H17NO6 and a molecular weight of 319.31 g/mol. Its IUPAC name is 2-[(1R,2R,3S,4R,5R,6R,7S)-3,4,5,6-tetrahydroxy-2-bicyclo[5.1.0]octanyl]isoindole-1,3-dione.

Molecular Properties

Compound Name2-[(1R,2R,3S,4R,5R,6R,7S)-3,4,5,6-tetrahydroxy-2-bicyclo[5.1.0]octanyl]isoindole-1,3-dione
PubChem CID122389302
Molecular FormulaC16H17NO6
Molecular Weight319.31 g/mol
Exact Mass319.11
IUPAC Name2-[(1R,2R,3S,4R,5R,6R,7S)-3,4,5,6-tetrahydroxy-2-bicyclo[5.1.0]octanyl]isoindole-1,3-dione
SMILESO=C1c2ccccc2C(=O)N1[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@H]2C[C@H]21
InChIInChI=1S/C16H17NO6/c18-11-9-5-8(9)10(12(19)14(21)13(11)20)17-15(22)6-3-1-2-4-7(6)16(17)23/h1-4,8-14,18-21H,5H2/t8-,9+,10-,11-,12+,13-,14-/m1/s1
InChIKeyXDARHXHATPCMAW-MCKGTNQJSA-N
XLogP-1.26
TPSA118.30 Ų
H-Bond Donors4
H-Bond Acceptors6
Rotatable Bonds1
Heavy Atoms23
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500319.31
LogP ≤ 5-1.26
H-Bond Donors ≤ 54
H-Bond Acceptors ≤ 106

Computed Properties (RDKit)

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

Analyze 2-[(1R,2R,3S,4R,5R,6R,7S)-3,4,5,6-tetrahydroxy-2-bicyclo[5.1.0]octanyl]isoindole-1,3-dione with MolForge

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Related Compounds

2-[(1S,2S,7R)-3,4,5,6-tetrahydroxy-2-bicyclo[5.1.0]octanyl]isoindole-1,3-dione
CID 11186237
2-[(1R,2R,3R,5R)-2-hydroxy-3-bicyclo[3.1.0]hexanyl]isoindole-1,3-dione
CID 134465551
2-(6-hydroxy-2-bicyclo[2.2.1]heptanyl)isoindole-1,3-dione
CID 175743610
2-[2-(2-aminoethoxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]isoindole-1,3-dione
CID 142450334
2-[2-(1,3-dioxoisoindol-2-yl)cyclohexyl]isoindole-1,3-dione
CID 2911337
2-(6-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-yl)isoindole-1,3-dione
CID 118387975
2-[(1R,2R,6S)-2-bicyclo[4.1.0]heptanyl]isoindole-1,3-dione
CID 102049318
2-hydroxyisoindole-1,3-dione
CID 66775726
2-[(3S,4R,5S)-6-ethyl-4,5-dihydroxy-2-methoxyoxan-3-yl]isoindole-1,3-dione
CID 161128246
2-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-methoxyoxan-3-yl]isoindole-1,3-dione
CID 11045531
2-[(1S,3S,4R,6R,8S)-4-tricyclo[4.3.1.03,8]decanyl]isoindole-1,3-dione
CID 57333815
2-[(1S,2R,3S,5S)-3-amino-2-bicyclo[3.1.0]hexanyl]isoindole-1,3-dione;2-[(1S,2S,3S,5S)-3-methyl-2-bicyclo[3.1.0]hexanyl]isoindole-1,3-dione
CID 158891815

Frequently Asked Questions

What is the IUPAC name of 2-[(1R,2R,3S,4R,5R,6R,7S)-3,4,5,6-tetrahydroxy-2-bicyclo[5.1.0]octanyl]isoindole-1,3-dione?
The IUPAC name of 2-[(1R,2R,3S,4R,5R,6R,7S)-3,4,5,6-tetrahydroxy-2-bicyclo[5.1.0]octanyl]isoindole-1,3-dione (CID 122389302) is 2-[(1R,2R,3S,4R,5R,6R,7S)-3,4,5,6-tetrahydroxy-2-bicyclo[5.1.0]octanyl]isoindole-1,3-dione.
What is the SMILES notation for 2-[(1R,2R,3S,4R,5R,6R,7S)-3,4,5,6-tetrahydroxy-2-bicyclo[5.1.0]octanyl]isoindole-1,3-dione?
The canonical SMILES for 2-[(1R,2R,3S,4R,5R,6R,7S)-3,4,5,6-tetrahydroxy-2-bicyclo[5.1.0]octanyl]isoindole-1,3-dione is O=C1c2ccccc2C(=O)N1[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@H]2C[C@H]21.
What is the InChIKey of 2-[(1R,2R,3S,4R,5R,6R,7S)-3,4,5,6-tetrahydroxy-2-bicyclo[5.1.0]octanyl]isoindole-1,3-dione?
The InChIKey is XDARHXHATPCMAW-MCKGTNQJSA-N. The full InChI is InChI=1S/C16H17NO6/c18-11-9-5-8(9)10(12(19)14(21)13(11)20)17-15(22)6-3-1-2-4-7(6)16(17)23/h1-4,8-14,18-21H,5H2/t8-,9+,10-,11-,12+,13-,14-/m1/s1.
What are the key properties of 2-[(1R,2R,3S,4R,5R,6R,7S)-3,4,5,6-tetrahydroxy-2-bicyclo[5.1.0]octanyl]isoindole-1,3-dione?
2-[(1R,2R,3S,4R,5R,6R,7S)-3,4,5,6-tetrahydroxy-2-bicyclo[5.1.0]octanyl]isoindole-1,3-dione has a molecular weight of 319.31 g/mol, XLogP of -1.26, 1 rotatable bonds, 4 hydrogen bond donors, and 6 hydrogen bond acceptors.
Where does this data come from?
All data for 2-[(1R,2R,3S,4R,5R,6R,7S)-3,4,5,6-tetrahydroxy-2-bicyclo[5.1.0]octanyl]isoindole-1,3-dione is sourced from PubChem (CID 122389302), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).