Totarol

Totarol^[1]

Names
IUPAC name 14-(Propan-2-yl)podocarpa-8,11,13-trien-13-ol
Systematic IUPAC name (4bS,8aS)-4b,8,8-Trimethyl-1-(propan-2-yl)-4b,5,6,7,8,8a,9,10-octahydrophenanthren-2-ol
Other names (4bS)-trans-8,8-Trimethyl-4b,5,6,7,8,8a,9,10-octahydro-1-isopropylphenanthren-2-ol
Identifiers
CAS Number	511-15-9 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:69241
ChEMBL	ChEMBL487602 Y
ChemSpider	83757 Y
ECHA InfoCard	100.151.658
EC Number	622-932-2
PubChem CID	92783
UNII	67NH2854WW Y
CompTox Dashboard (EPA)	DTXSID9047752
InChI 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-, N InChI=1/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 Key: ZRVDANDJSTYELM-FXAWDEMLBD
SMILES CC(C)C1=C(C=CC2=C1CC[C@@H]3[C@@]2(CCCC3(C)C)C)O
Properties
Chemical formula	C20H30O
Molar mass	286.459 g·mol−1
Melting point	128 to 132 °C (262 to 270 °F; 401 to 405 K)
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Totarol is a naturally produced diterpene that is bioactive as totarol. It was first isolated by McDowell and Easterfield from the heartwood of Podocarpus totara, a conifer tree found in New Zealand.^[2] Podocarpus totara was investigated for unique molecules due to the tree's increased resistance to rotting.^[2] Recent studies have confirmed totarol's unique antimicrobial and therapeutic properties. Consequently, totarol is a candidate for a new source of drugs and has been the goal of numerous syntheses.