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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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Muhammad Iqbal Choudhary et al.
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
Xiaohui Yang et al.
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(-)-Guaiol, a sesquiterpene alcohol with the guaiane skeleton, has been found in many Chinese medicinal plants and been reported to comprise various guaiane natural products that are well known for their antibacterial activities. Previously, we have shown its antitumor activity
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