(-)-Patchoulol is a natural sesquiterpene compound and the major active ingredient of patchouli essential oil extracted from the leaves of the Pogostemon cablin plant. It is a 1,10-ringclosure product of farnesyl diphosphate (FPP). Patchoulol has extensive commercial applications in the cosmetic, perfume, and fragrance industries due to its wooden earthy scent, and exhibits numerous potential therapeutic properties, including neuroprotective, anti-inflammatory, anticancer, antimicrobial, analgesic, antioxidant, antiplatelet, antithrombotic, antidepressant, and antiemetic activities [287].
The biosynthesis of patchoulol in microbial platforms is achieved by overproducing the precursor farnesyl diphosphate (FPP) and expressing heterologous patchoulol synthase (PTS), the enzyme responsible for patchoulol generation [287].
(-)-patchoulol
Description
Chemical Formula:
C15H26O
Molecular Weight:
222.37 Daltons
Monoisotopic Mass:
222.1983654567 Daltons
SMILES:
CC1(CCC3(O)(C(C)(C)C2(CCC(C)(C1C2)3)))
InChI:
1S/C15H26O/c1-10-5-8-15(16)13(2,3)11-6-7-14(15,4)12(10)9-11/h10-12,16H,5-9H2,1-4H3/t10-,11?,12?,14-,15?/m0/s1
InChIKey:
Synonyms
- patchouli alcohol
Databases
MetaCyc:
CPD-11399
ChEBI:
7940
ChemSpider:
390832
PubChem (CID):
442384
KEGG:
C09705
Seed:
cpd06598
MetaNetX:
MNXM168838