LIPID MAPS

Common Name

(-)-Drimenol

Systematic Name

Synonyms

LM ID

LMPR0103370001

Formula

C₁₅H₂₆O

Exact Mass

Calculate m/z

222.198365

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

View NP-MRD ID(NMR) spectrum

Category

Main Class

Sub Class

Level 4 Class

Prenol Lipids [PR]

Isoprenoids [PR01]

C15 isoprenoids (sesquiterpenes) [PR0103]

Drimane sesquiterpenoids [PR010337]

(–)-Drimenol is a sesquiterpene alcohol originally isolated from B. trilobata that has antimicrobial and anticancer activities.^1,2,3 It is active against the bacteria S. aureus, B. cereus, A. baumanii, E. coli, and P. aeruginosa (MICs = 667, 667, 583, 1,333, and 667 µg/ml, respectively), as well as the fungi C. cucumerinum and S. tritici (IC50s = 6.6 and 80.1 µg/ml, respectively).^1,2 (–)-Drimenol decreases the proliferation of A2058 and A375 melanoma cell lines with IC50 values of 33.5 and 31.25 µg/ml, respectively.³

This information has been provided by Cayman Chemical

References

1. Santos, T.G., Dognnini, J., Begnini, I.M., et al. Chemical characterization of essential oils from Drimys angustifolia miers (winteraceae) and antibacterial activity of their major compounds. J. Braz. Chem. Soc. 24(1), 164-170 (2013).

2. Scher, J.M., Speakman, J.B., Zapp, J., et al. Bioactivity guided isolation of antifungal compounds from the liverwort Bazzania trilobata (L.) S.F. Gray. Phytochemistry 65(18), 2583-2588 (2004).

3. Russo, A., Cardile, V., Graziano, A.C.E., et al. Antigrowth activity and induction of apoptosis in human melanoma cells by Drymis winteri forst extract and its active components. Chem. Biol. Interact. 305, 79-85 (2019).

InChiKey (Click to copy)

HMWSKUKBAWWOJL-KCQAQPDRSA-N

InChi (Click to copy)

InChI=1S/C15H26O/c1-11-6-7-13-14(2,3)8-5-9-15(13,4)12(11)10-16/h6,12-13,16H,5,7-10H2,1-4H3/t12-,13-,15+/m0/s1

SMILES (Click to copy)

C1C[C@]2(C)[C@@H](CO)C(C)=CC[C@@]2([H])C(C)(C)C1

CHEBI ID

61148

PubChem CID

3080551