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3beta-Acetoxyfern-9(11)-en-19beta-ol

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3beta-Acetoxyfern-9(11)-en-19beta-ol
Category Others
Catalog number BBF-05347
CAS
Molecular Weight 484.75
Molecular Formula C32H52O3

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Fermentation Lab

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Semi pilot, pilot and industrial plant 4 Manufacturing sites 7 Production lines at pilot scale 100+ Reactors of 30-4000 L; 170+ reactors of 20 KL-30 KL; 24+ reactors of >100 KL 2 Hydrogenation reactors (200 L, 4Mpa and 1000L, 4Mpa)

Product Description

It is produced by the strain of Penicillium berteriana.

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Synonyms 3beta-Acetoxyferna-9(11)-Ene-19beta-ol; (1S,3R,3aR,5aR,5bR,7aR,9S,11aS,13aS,13bR)-1-hydroxy-3-isopropyl-3a,5a,8,8,11a,13a-hexamethyl-2,3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl acetate; 3β-Acetoxyfern-9(11)-en-19β-ol
IUPAC Name [(1S,3R,3aR,5aR,5bR,7aR,9S,11aS,13aS,13bR)-1-hydroxy-3a,5a,8,8,11a,13a-hexamethyl-3-propan-2-yl-1,2,3,4,5,5b,6,7,7a,9,10,11,13,13b-tetradecahydrocyclopenta[a]chrysen-9-yl] acetate
Canonical SMILES CC(C)C1CC(C2C1(CCC3(C2(CC=C4C3CCC5C4(CCC(C5(C)C)OC(=O)C)C)C)C)C)O
InChI InChI=1S/C32H52O3/c1-19(2)23-18-24(34)27-30(23,7)16-17-31(8)22-10-11-25-28(4,5)26(35-20(3)33)13-14-29(25,6)21(22)12-15-32(27,31)9/h12,19,22-27,34H,10-11,13-18H2,1-9H3/t22-,23+,24-,25-,26-,27+,29+,30+,31+,32-/m0/s1
InChI Key ZFDHHJKYPBEVIK-WPVCIHFHSA-N
Boiling Point 536.2±50.0°C at 760 mmHg
Density 1.0±0.1 g/cm3
1. Fernene triterpenoids from the lichen Pyxine berteriana
Marta S Maier, María L Rosso, Alejandra T Fazio, Mónica T Adler, María D Bertoni J Nat Prod. 2009 Oct;72(10):1902-4. doi: 10.1021/np900442y.
Two new fernene triterpenoids, fern-9(11)-en-3,19-dione (1) and 3beta-acetoxyfern-9(11)-en-19-one (2), together with the known 3beta-acetoxyfern-9(11)-en-19beta-ol (3) and lichexanthone (4), have been isolated from the acetone extract of the lichen Pyxine berteriana. The structures of the new compounds were established on the basis of IR, extensive 1D and 2D NMR, and MS analyses. Although several fern-9(11)-enes have been isolated from lichens, compounds 1 and 2 are the first examples of naturally occurring fernene triterpenoids with a carbonyl function at C-19.

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