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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
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 1
Optical Activity UNSPECIFIED

Description
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/15974602 | https://www.ncbi.nlm.nih.gov/pubmed/28587294

(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

Sources: Acts of the National Academy of Lynxes, Physics, Mathematics and Natural Sciences Class (1914), 23, (II), 226-30

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Anti-Helicobacter pylori compounds from Santalum album.
2005 Jun
Patents

Patents

Sample Use Guides

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
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
Created
by admin
on Fri Dec 15 15:25:42 GMT 2023
Edited
by admin
on Fri Dec 15 15:25:42 GMT 2023
Record UNII
1JL7K2LW6L
Record Status Validated (UNII)
Record Version
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Name Type Language
.BETA.-SANTALOL
MI  
Common Name English
SANTALOL, .BETA.-
Common Name English
.BETA.-SANTALOL [MI]
Common Name English
12-BETA-SANTALEN-14-OL
Common Name English
2-PENTEN-1-OL, 2-METHYL-5-((1S,2R,4R)-2-METHYL-3-METHYLENEBICYCLO(2.2.1)HEPT-2-YL)-, (2Z)-
Systematic Name English
FEMA NO. 3006, .BETA.-
Code English
SANTALOL, BETA-
Common Name English
SANTALOL B
Common Name English
(-)-.BETA.-SANTALOL
Common Name English
Code System Code Type Description
PUBCHEM
6857681
Created by admin on Fri Dec 15 15:25:42 GMT 2023 , Edited by admin on Fri Dec 15 15:25:42 GMT 2023
PRIMARY
FDA UNII
1JL7K2LW6L
Created by admin on Fri Dec 15 15:25:42 GMT 2023 , Edited by admin on Fri Dec 15 15:25:42 GMT 2023
PRIMARY
MERCK INDEX
m9765
Created by admin on Fri Dec 15 15:25:42 GMT 2023 , Edited by admin on Fri Dec 15 15:25:42 GMT 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
201-027-2
Created by admin on Fri Dec 15 15:25:42 GMT 2023 , Edited by admin on Fri Dec 15 15:25:42 GMT 2023
PRIMARY
EPA CompTox
DTXSID70892297
Created by admin on Fri Dec 15 15:25:42 GMT 2023 , Edited by admin on Fri Dec 15 15:25:42 GMT 2023
PRIMARY
CAS
77-42-9
Created by admin on Fri Dec 15 15:25:42 GMT 2023 , Edited by admin on Fri Dec 15 15:25:42 GMT 2023
PRIMARY