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COCONUT Compound
Phylloquinone
CNP0273613.1 · C31H46O2 · View on COCONUT ↗
2D Structure
Identifiers
| Name | Phylloquinone |
|---|---|
| IUPAC Name | 2-methyl-3-[(~{E},7~{R},11~{R})-3,7,11,15-tetramethylhexadec-2-enyl]naphthalene-1,4-dione |
| COCONUT ID | CNP0273613.1 |
| CAS | 84-80-0, 79083-00-4, 11104-38-4 |
| InChIKey | MBWXNTAXLNYFJB-NKFFZRIASA-N |
| InChI | InChI=1S/C31H46O2/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-27-26(6)30(32)28-18-7-8-19-29(28)31(27)33/h7-8,18-20,22-24H,9-17,21H2,1-6H3/b25-20+/t23-,24-/m1/s1 |
| SMILES | CC1=C(C/C=C(\C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)C(=O)C2=CC=CC=C2C1=O |
Properties
| Molecular Formula | C31H46O2 |
|---|---|
| Molecular Weight | 450.71 |
| Exact Mass | 450.34978 |
| Log P (ALogP) | 9.16 |
| TPSA | 34.14 |
| H-Bond Donors / Acceptors | 0 / 2 |
| Rotatable Bonds | 14 |
| Lipinski's Rule of 5 Violations | 1 |
| QED Drug-likeness | 0.26 |
| NP-likeness | 1.27 |
Classification
| NP Pathway | Terpenoids |
|---|---|
| NP Superclass | Meroterpenoids |
| NP Class | Prenyl quinone meroterpenoids |
| Chemical Superclass | Lipids and lipid-like molecules |
| Chemical Class | Prenol lipids |
| Chemical Subclass | Quinone and hydroquinone lipids |
Reported in GR-MAPs Plants
| Arabidopsis thaliana | as “Arabidopsis thaliana” in COCONUT |
|---|---|
| Daucus carota | as “Daucus carota” in COCONUT |
| Canabis Sativa | as “Cannabis sativa” in COCONUT |
References (18)
- 10.1007/S10600-016-1871-5
- 10.1007/S11306-016-1051-4
- 10.1016/0005-2736(81)90572-1
- 10.1016/J.JFCA.2004.07.004
- 10.1016/J.PHYTOCHEM.2008.09.020
- 10.1016/S0002-8223(95)00018-6
- 10.1016/j.chroma.2010.12.001
- 10.1016/j.jfca.2004.07.004
- 10.1016/s0031-9422(00)89066-4
- 10.1021/JF00038A013
- 10.1021/JF970357V
- 10.1021/NP50008A001
- 10.1038/NBT.2488
- 10.1038/nbt.2488
- 10.1055/S-2006-938336
- 10.1111/J.1399-3054.1985.TB02321.X
- 10.1515/ZNC-1993-11-1212
- 10.3390/MOLECULES25092099
Data from COCONUT (COlleCtion of Open Natural prodUcTs), released under CC0. Chandrasekhar V. et al. COCONUT 2.0: a comprehensive overhaul and curation of the collection of open natural products database. Nucleic Acids Research (2024), doi:10.1093/nar/gkae1063. COCONUT release 2026-10.