Totarol

Totarol
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 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:69241;
ChEMBL	ChEMBL487602 ;
ChemSpider	83757 ;
ECHA InfoCard	100.151.658
EC Number	622-932-2;
PubChem CID	92783;
UNII	67NH2854WW ;
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-, ; 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). verify (what is ?) Infobox references

Totarol is a naturally produced diterpene that is bioactive. It was first isolated by McDowell and Easterfield from the heartwood of Podocarpus totara, a conifer tree found in New Zealand. Podocarpus totara was investigated for unique molecules due to the tree's increased resistance to rotting. 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.

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