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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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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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
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
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
Gayathri Balakrishnan et al.
Immunological investigations, 39(7), 713-739 (2010-09-16)
The objective of this study was to assess the anti-inflammatory potential of the active molecule isolated from Lippia nodiflora and to understand its molecular dynamics in Vitro inflammation models. Human Peripheral Blood Mononuclear Cells were used as models to study
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
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