(1R,3R,4R,5R)-3,4-bis[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,5-dihydroxy-4-(methylaminomethyl)cyclohexane-1-carboxylic acid

C27H29NO12 — CID 162921632

About (1R,3R,4R,5R)-3,4-bis[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,5-dihydroxy-4-(methylaminomethyl)cyclohexane-1-carboxylic acid

(1R,3R,4R,5R)-3,4-bis[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,5-dihydroxy-4-(methylaminomethyl)cyclohexane-1-carboxylic acid (PubChem CID 162921632) has the molecular formula C27H29NO12 and a molecular weight of 559.52 g/mol. Its IUPAC name is (1R,3R,4R,5R)-3,4-bis[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,5-dihydroxy-4-(methylaminomethyl)cyclohexane-1-carboxylic acid.

Molecular Properties

• Compound Name: (1R,3R,4R,5R)-3,4-bis[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,5-dihydroxy-4-(methylaminomethyl)cyclohexane-1-carboxylic acid
• PubChem CID: 162921632
• Molecular Formula: C27H29NO12
• Molecular Weight: 559.52 g/mol
• Exact Mass: 559.17
• IUPAC Name: (1R,3R,4R,5R)-3,4-bis[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,5-dihydroxy-4-(methylaminomethyl)cyclohexane-1-carboxylic acid
• SMILES: CNC[C@@]1(OC(=O)C=Cc2ccc(O)c(O)c2)[C@H](O)C[C@](O)(C(=O)O)C[C@H]1OC(=O)C=Cc1ccc(O)c(O)c1
• InChI: InChI=1S/C27H29NO12/c1-28-14-27(40-24(35)9-5-16-3-7-18(30)20(32)11-16)21(33)12-26(38,25(36)37)13-22(27)39-23(34)8-4-15-2-6-17(29)19(31)10-15/h2-11,21-22,28-33,38H,12-14H2,1H3,(H,36,37)/t21-,22-,26-,27-/m1/s1
• InChIKey: ITKFGFSFIPTMRU-IKAXQFJBSA-N
• XLogP: 0.62
• TPSA: 223.31 Ų
• H-Bond Donors: 8
• H-Bond Acceptors: 12
• Rotatable Bonds: 9
• Heavy Atoms: 40
• Complexity: —

Lipinski Rule of Five

3 violations

Rule	Value
MW ≤ 500	559.52
LogP ≤ 5	0.62
H-Bond Donors ≤ 5	8
H-Bond Acceptors ≤ 10	12

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'catechol_A(92)', 'substructure': 'N/A'}, {'alert_name': 'catechol', 'substructure': 'N/A'}, {'alert_name': 'Michael_acceptor_1', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of (1R,3R,4R,5R)-3,4-bis[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,5-dihydroxy-4-(methylaminomethyl)cyclohexane-1-carboxylic acid?

The IUPAC name of (1R,3R,4R,5R)-3,4-bis[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,5-dihydroxy-4-(methylaminomethyl)cyclohexane-1-carboxylic acid (CID 162921632) is (1R,3R,4R,5R)-3,4-bis[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,5-dihydroxy-4-(methylaminomethyl)cyclohexane-1-carboxylic acid.

What is the SMILES notation for (1R,3R,4R,5R)-3,4-bis[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,5-dihydroxy-4-(methylaminomethyl)cyclohexane-1-carboxylic acid?

The canonical SMILES for (1R,3R,4R,5R)-3,4-bis[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,5-dihydroxy-4-(methylaminomethyl)cyclohexane-1-carboxylic acid is CNC[C@@]1(OC(=O)C=Cc2ccc(O)c(O)c2)[C@H](O)C[C@](O)(C(=O)O)C[C@H]1OC(=O)C=Cc1ccc(O)c(O)c1.

What is the InChIKey of (1R,3R,4R,5R)-3,4-bis[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,5-dihydroxy-4-(methylaminomethyl)cyclohexane-1-carboxylic acid?

The InChIKey is ITKFGFSFIPTMRU-IKAXQFJBSA-N. The full InChI is InChI=1S/C27H29NO12/c1-28-14-27(40-24(35)9-5-16-3-7-18(30)20(32)11-16)21(33)12-26(38,25(36)37)13-22(27)39-23(34)8-4-15-2-6-17(29)19(31)10-15/h2-11,21-22,28-33,38H,12-14H2,1H3,(H,36,37)/t21-,22-,26-,27-/m1/s1.

What are the key properties of (1R,3R,4R,5R)-3,4-bis[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,5-dihydroxy-4-(methylaminomethyl)cyclohexane-1-carboxylic acid?

(1R,3R,4R,5R)-3,4-bis[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,5-dihydroxy-4-(methylaminomethyl)cyclohexane-1-carboxylic acid has a molecular weight of 559.52 g/mol, XLogP of 0.62, 9 rotatable bonds, 8 hydrogen bond donors, and 12 hydrogen bond acceptors.

Where does this data come from?

All data for (1R,3R,4R,5R)-3,4-bis[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,5-dihydroxy-4-(methylaminomethyl)cyclohexane-1-carboxylic acid is sourced from PubChem (CID 162921632), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).