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532657

Sigma-Aldrich

(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:
511-15-9
Molecular Weight:
286.45
MDL number:
MFCD02094185
UNSPSC Code:
12352002
PubChem Substance ID:
24877903

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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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C L Wu et al.
Journal of Asian natural products research, 3(3), 241-246 (2001-08-09)
Two minor diterpenoids, 15(16)-peroxy-3, 13-clerodadien-18-oic acid (4) and totarol (7), were isolated from the liverwort Schistochila acuminata. The former is a further oxidized cyclic peroxide from the major component. The latter is a rearranged abietane alcohol which skeleton was found
M Dufour et al.
International journal of food microbiology, 85(3), 249-258 (2003-07-25)
Despite numerous papers being published on the use of hurdle technology to control food-borne pathogens or spoilage organisms, there is no commonly accepted methodology to quantify the level of synergistic activity. This paper describes a method to quantify in vitro
C R Mateo et al.
Biochimica et biophysica acta, 1509(1-2), 167-175 (2000-12-19)
(+)-Totarol, a diterpene extracted from Podocarpus totara, has been reported as a potent antioxidant and antibacterial agent. Although the molecular mechanism of action of this hydrophobic molecule remains unknown, recent work made in our laboratory strongly suggests that it could
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)
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