Patchoulol

Patchoulol
Names
	Preferred IUPAC name (1R,4S,4aS,6R,8aS)-4,8a,9,9-Tetramethyldecahydro-1,6-methanonaphthalen-1-ol
	Other names Patchouli camphor;; (−)-Patchoulol;; (1R,3R,6S,7S,8S)-Patchoulol;; Patchouli alcohol
Identifiers
CAS Number	5986-55-0 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:7940;
ChemSpider	9130391;
ECHA InfoCard	100.025.279
EC Number	227-807-2;
KEGG	C09705;
PubChem CID	10955174;
UNII	HHH8CPR1M2 ;
CompTox Dashboard (EPA)	DTXSID9052266 ;
	InChI 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 Key: GGHMUJBZYLPWFD-CUZKYEQNSA-N;
	SMILES O[C@@]23CC[C@@H]([C@@H]1C[C@@H](CC[C@@]12C)C3(C)C)C;
Properties
Chemical formula	C15H26O
Molar mass	222.36
Appearance	white solid
Density	1.0284 g/mL
Melting point	56 °C (133 °F; 329 K) (racemic)
Boiling point	287–288 °C (549–550 °F; 560–561 K)
Solubility in water	practically insoluble
Solubility in ethanol	soluble
Solubility in diethyl ether	soluble
Refractive index (nD)	1.5029
Hazards
Safety data sheet (SDS)	External MSDS
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Patchoulol or patchouli alcohol (C₁₅H₂₆O) is a sesquiterpene alcohol found in patchouli. Patchouli oil is an important material in perfumery. The (−)-optical isomer is one of the organic compounds responsible for the typical patchouli scent. Patchoulol is obtained by fermentation of leaves of Pogostemon cablin.

Patchoulol is also used in the synthesis of the chemotherapy drug Taxol.

Names


Preferred IUPAC name (1R,4S,4aS,6R,8aS)-4,8a,9,9-Tetramethyldecahydro-1,6-methanonaphthalen-1-ol
Other names Patchouli camphor; (−)-Patchoulol; (1R,3R,6S,7S,8S)-Patchoulol; Patchouli alcohol
Identifiers
CAS Number	5986-55-0^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:7940
ChemSpider	9130391
ECHA InfoCard	100.025.279
EC Number	227-807-2
KEGG	C09705
PubChem CID	10955174
UNII	HHH8CPR1M2^Y
CompTox Dashboard (EPA)	DTXSID9052266
InChI 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 Key: GGHMUJBZYLPWFD-CUZKYEQNSA-N
SMILES O[C@@]23CC[C@@H]([C@@H]1C[C@@H](CC[C@@]12C)C3(C)C)C
Properties
Chemical formula	C₁₅H₂₆O
Molar mass	222.36
Appearance	white solid
Density	1.0284 g/mL
Melting point	56 °C (133 °F; 329 K) (racemic)
Boiling point	287–288 °C (549–550 °F; 560–561 K)
Solubility in water	practically insoluble
Solubility in ethanol	soluble
Solubility in diethyl ether	soluble
Refractive index (n_D)	1.5029
Hazards
Safety data sheet (SDS)	External MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references