2-methyl-3-[(2E,7R,11R,15R)-3,7,11,15,19-pentamethylicos-2-en-1-yl]-1,4-dihydronaphthalene-1,4-dione

• ChemBase ID: 179546
• Molecular Formular: C36H56O2
• Molecular Mass: 520.82864
• Monoisotopic Mass: 520.42803103
• SMILES: c1ccc2c(c1)C(=O)C(=C(C2=O)C)C/C=C(/CCC[C@@H](CCC[C@@H](CCC[C@@H](CCCC(C)C)C)C)C)\C
• Canonical SMILES: C[C@@H](CCC/C(=C/CC1=C(C)C(=O)c2c(C1=O)cccc2)/C)CCC[C@@H](CCC[C@@H](CCCC(C)C)C)C
• InChI: InChI=1S/C36H56O2/c1-26(2)14-10-15-27(3)16-11-17-28(4)18-12-19-29(5)20-13-21-30(6)24-25-32-31(7)35(37)33-22-8-9-23-34(33)36(32)38/h8-9,22-24,26-29H,10-21,25H2,1-7H3/b30-24+/t27-,28-,29-/m1/s1
• InChIKey: BZMAZXMEQPQQDC-VASYFTRHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methyl-3-[(2E,7R,11R,15R)-3,7,11,15,19-pentamethylicos-2-en-1-yl]-1,4-dihydronaphthalene-1,4-dione
• IUPAC Traditional name: 2-methyl-3-[(2E,7R,11R,15R)-3,7,11,15,19-pentamethylicos-2-en-1-yl]naphthalene-1,4-dione
• Synonyms: 2-Methyl-3-[(2E,7R,11R,15R)-3,7,11,15,19-pentamethyl-2-eicosen-1-yl]-1,4-naphthalenedione; [7R-(2E,7R*,11R*,15R*)]-2-Methyl-3-(3,7,11,15,19-pentamethyl-2-eicosenyl)-1,4-naphthalenedione; Vitamin K1(25)

Database IDs

• CAS Number: 121840-65-1
• PubChem SID: 164235456
• PubChem CID: 71752979

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 11.76174
• LogD (pH = 7.4): 11.76174
• Log P: 11.76174
• Molar Refractivity: 165.9094 cm^3
• Polarizability: 64.570404 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - V676090

A new rearrangement of Vitamin K1 (V676080).

REFERENCES

• Uotila, L., et al.: Med. Biol., 60, 16 (1982)
• Davidson, K., et al.: Methods Enzymol., 282, 408 (1982)
• Azharuddin, M., et al.: Clin. Chem., 53, 1706 (1982)