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448575

Sigma-Aldrich

(−)-Guaiol

97%

Synonym(s):

(3R,6S,10S)-6,10,α,α-Tetramethylbicyclo[5.3.0]dec-1(7)-ene-3-methanol

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About This Item

Empirical Formula (Hill Notation):
C15H26O
CAS Number:
489-86-1
Molecular Weight:
222.37
Beilstein:
2047993
EC Number:
207-702-8
MDL number:
MFCD00043336
UNSPSC Code:
12352002
PubChem Substance ID:
24868416

Assay

97%

form

solid

optical activity

[α]20/D −28°, c = 4 in ethanol

mp

91-93 °C (lit.)

storage temp.

2-8°C

SMILES string

C[C@H]1CC[C@H](CC2=C1CC[C@@H]2C)C(C)(C)O

InChI

1S/C15H26O/c1-10-5-7-12(15(3,4)16)9-14-11(2)6-8-13(10)14/h10-12,16H,5-9H2,1-4H3/t10-,11-,12+/m0/s1

InChI key

TWVJWDMOZJXUID-SDDRHHMPSA-N

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Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCBB4309V
BCBB4309
010599/1
07031KN

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Journal of natural products, 70(5), 849-852 (2007-03-28)
Microbial transformation of the sesquiterpene (-)-guaiol (1) [1(5)-guaien-11-ol] was investigated using three fungi, Rhizopus stolonifer, Cunninghamella elegans, and Macrophomina phaseolina. Fungal transformation of 1 with Rhizopus stolonifer yielded a hydroxylated product, 1-guaiene-9 beta,11-diol (2). In turn, Cunninghamella elegans afforded two
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