532657
(4bS)-trans-8,8-Trimethyl-4b,5,6,7,8,8a,9,10-octahydro-1-isopropylphenanthren-2-ol
98%
Synonym(s):
Totarol
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About This Item
Empirical Formula (Hill Notation):
C20H30O
CAS Number:
Molecular Weight:
286.45
UNSPSC Code:
12352002
PubChem Substance ID:
MDL number:
assay
98%
optical activity
[α]20/D +41°, c = 1 in chloroform
mp
128-132 °C (lit.)
SMILES string
CC(C)c1c(O)ccc2c1CC[C@H]3C(C)(C)CCC[C@]23C
InChI
1S/C20H30O/c1-13(2)18-14-7-10-17-19(3,4)11-6-12-20(17,5)15(14)8-9-16(18)21/h8-9,13,17,21H,6-7,10-12H2,1-5H3/t17-,20+/m0/s1
InChI key
ZRVDANDJSTYELM-FXAWDEMLSA-N
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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V Micol et al.
Biochimica et biophysica acta, 1511(2), 281-290 (2001-04-05)
(+)-Totarol, a highly hydrophobic diterpenoid isolated from Podocarpus spp., is inhibitory towards the growth of diverse bacterial species. (+)-Totarol decreased the onset temperature of the gel to liquid-crystalline phase transition of DMPC and DMPG membranes and was immiscible with these
H Haraguchi et al.
Planta medica, 63(3), 213-215 (1997-06-01)
Diterpenoids, totarol (1), totaradiol (2), 19-hydroxytotarol (3), totaral (4), 4 beta-carboxy-19-nortotarol (5), sugiol (6), isolated from Podocarpus nagi, were evaluated as antioxidants. Microsomal lipid peroxidation induced by Fe(III)-ADP/NADPH and mitochondrial lipid peroxidation induced by Fe(III)-ADP/ NADH were inhibited by these
Shanta S Bhar et al.
The Journal of organic chemistry, 69(25), 8935-8937 (2004-12-04)
New types of concerted domino acylation-cycloalkylation/alkylation-cycloacylation reactions have been described. These processes promoted by methanesulfonic acid-phosphorus pentoxide and concentrated H(2)SO(4), respectively, provide efficient, elegant, and expeditious routes for biologically active naturally occurring diterpenoids, namely (+/-)-ferruginol (1), (+/-)-nimbidiol (2), (+/-)-nimbiol (3)