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Details

Stereochemistry ABSOLUTE
Molecular Formula C15H24O
Molecular Weight 220.3505
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of .BETA.-SANTALOL

SMILES

C\C(CO)=C\CC[C@]1(C)[C@H]2CC[C@H](C2)C1=C

InChI

InChIKey=OJYKYCDSGQGTRJ-GQYWAMEOSA-N
InChI=1S/C15H24O/c1-11(10-16)5-4-8-15(3)12(2)13-6-7-14(15)9-13/h5,13-14,16H,2,4,6-10H2,1,3H3/b11-5-/t13-,14+,15+/m1/s1

HIDE SMILES / InChI

Molecular Formula C15H24O
Molecular Weight 220.3505
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 1
Optical Activity UNSPECIFIED

Description

(Z)-β-Santalol is a key component of sandalwood oil, which when purified, can be used to treat the common cold, bronchitis, fever, and urinary tract infections, and it has also been shown to have anti-inflammatory properties and cause autophagy in proliferating keratinocytes. β-Santalol has antiviral and anticancer activities. As of 2002, about 60 tons of sandalwood oil are produced annually by steam distillation of the heartwood of Santalum album.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Female athymic nude mice were treated with topical application of 5 μL (days 0−2), 10 μL (days 3−4), or 20 μL (days 7−11 and 14−18) of a 50:50 solution of East Indian sandalwood oil (EISO)/DMSO. The β-santalol content of EISO was 20.73% as determined by GC/FID analysis
Route of Administration: Topical
In Vitro Use Guide
The MICs of the (Z)-β-Santalol and antibiotics were determined by the 2-fold plate-dilution method using Mueller-Hinton medium supplemented with 5% sheep blood (Nippon Biotest Laboratories Inc.). Bacterial suspensions equivalent to a 2.0 MacFarland standard (containing 1 x 10^8 CFU/mL) were prepared in saline from a 72 h subculture from a blood agar plate, and the bacteria (5 mkL per spot) were applied with an inoculator onto the surfaces of 10 mm agar layers. The plates were read after 4 days’ incubation at 37 °C under the micro-aerophilic conditions with humidity.
Substance Class Chemical
Record UNII
1JL7K2LW6L
Record Status Validated (UNII)
Record Version