(2R,3S)-2,3-bis(phenoxycarbonyl)butanedioic acid

C18H14O8 — CID 1268149

IUPAC(2R,3S)-2,3-bis(phenoxycarbonyl)butanedioic acid
SMILESO=C(O)[C@H](C(=O)Oc1ccccc1)[C@@H](C(=O)O)C(=O)Oc1ccccc1
InChIInChI=1S/C18H14O8/c19-15(20)13(17(23)25-11-7-3-1-4-8-11)14(16(21)22)18(24)26-12-9-5-2-6-10-12/h1-10,13-14H,(H,19,20)(H,21,22)/t13-,14+
InChIKeyWUXFJBKGSMQVDJ-OKILXGFUSA-N
MW358.30 g/mol
LogP1.60
Rot. Bonds7

About (2R,3S)-2,3-bis(phenoxycarbonyl)butanedioic acid

(2R,3S)-2,3-bis(phenoxycarbonyl)butanedioic acid (PubChem CID 1268149) has the molecular formula C18H14O8 and a molecular weight of 358.30 g/mol. Its IUPAC name is (2R,3S)-2,3-bis(phenoxycarbonyl)butanedioic acid.

Molecular Properties

Compound Name(2R,3S)-2,3-bis(phenoxycarbonyl)butanedioic acid
PubChem CID1268149
Molecular FormulaC18H14O8
Molecular Weight358.30 g/mol
Exact Mass358.07
IUPAC Name(2R,3S)-2,3-bis(phenoxycarbonyl)butanedioic acid
SMILESO=C(O)[C@H](C(=O)Oc1ccccc1)[C@@H](C(=O)O)C(=O)Oc1ccccc1
InChIInChI=1S/C18H14O8/c19-15(20)13(17(23)25-11-7-3-1-4-8-11)14(16(21)22)18(24)26-12-9-5-2-6-10-12/h1-10,13-14H,(H,19,20)(H,21,22)/t13-,14+
InChIKeyWUXFJBKGSMQVDJ-OKILXGFUSA-N
XLogP1.60
TPSA127.20 Ų
H-Bond Donors2
H-Bond Acceptors6
Rotatable Bonds7
Heavy Atoms26
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500358.30
LogP ≤ 51.60
H-Bond Donors ≤ 52
H-Bond Acceptors ≤ 106

Computed Properties (RDKit)

Structural Alerts{'alert_name': 'beta-keto/anhydride', 'substructure': 'N/A'}, {'alert_name': 'phenol_ester', 'substructure': 'N/A'}

Analyze (2R,3S)-2,3-bis(phenoxycarbonyl)butanedioic acid 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

(2R,3R)-2,3-bis[(4-methylphenoxy)carbonyl]butanedioic acid
CID 11714845
2,3-bis[(4-methylphenoxy)carbonyl]butanedioic acid
CID 59543954
diphenyl 2-but-3-en-2-ylpropanedioate
CID 171777600
phenyl 2-bromo-2-chloroacetate
CID 174609883
phenyl (2R)-2-hydroxy-2-phenylacetate
CID 15685596
diphenyl 2-methylbutanedioate
CID 19419895
2-phenoxycarbonylpentanoic acid
CID 54073131
phenyl 2-hydroxy-3-methylbutanoate
CID 21199267
phenyl (2S)-2-methoxypropanoate
CID 12621314
phenyl 2,3-dichloropropanoate
CID 15055281
phenyl 3-amino-2-hydroxybutanoate
CID 174562761
phenyl 2-amino-3-sulfanylpropanoate
CID 19387766

Frequently Asked Questions

What is the IUPAC name of (2R,3S)-2,3-bis(phenoxycarbonyl)butanedioic acid?
The IUPAC name of (2R,3S)-2,3-bis(phenoxycarbonyl)butanedioic acid (CID 1268149) is (2R,3S)-2,3-bis(phenoxycarbonyl)butanedioic acid.
What is the SMILES notation for (2R,3S)-2,3-bis(phenoxycarbonyl)butanedioic acid?
The canonical SMILES for (2R,3S)-2,3-bis(phenoxycarbonyl)butanedioic acid is O=C(O)[C@H](C(=O)Oc1ccccc1)[C@@H](C(=O)O)C(=O)Oc1ccccc1.
What is the InChIKey of (2R,3S)-2,3-bis(phenoxycarbonyl)butanedioic acid?
The InChIKey is WUXFJBKGSMQVDJ-OKILXGFUSA-N. The full InChI is InChI=1S/C18H14O8/c19-15(20)13(17(23)25-11-7-3-1-4-8-11)14(16(21)22)18(24)26-12-9-5-2-6-10-12/h1-10,13-14H,(H,19,20)(H,21,22)/t13-,14+.
What are the key properties of (2R,3S)-2,3-bis(phenoxycarbonyl)butanedioic acid?
(2R,3S)-2,3-bis(phenoxycarbonyl)butanedioic acid has a molecular weight of 358.30 g/mol, XLogP of 1.60, 7 rotatable bonds, 2 hydrogen bond donors, and 6 hydrogen bond acceptors.
Where does this data come from?
All data for (2R,3S)-2,3-bis(phenoxycarbonyl)butanedioic acid is sourced from PubChem (CID 1268149), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).