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23986-74-5

Basic Information
CAS No.: 23986-74-5
Name: germacreneD,1-methyl-5-methylene-8-(1-methylethyl)-1,6-cyclodecadiene
Article Data: 8
Molecular Structure:
Molecular Structure of 23986-74-5 (germacreneD,1-methyl-5-methylene-8-(1-methylethyl)-1,6-cyclodecadiene)
Formula: C15H24
Molecular Weight: 204.356
Synonyms: 1,6-Cyclodecadiene,1-methyl-5-methylene-8-(1-methylethyl)-, [S-(E,E)]-; Germacra-1(10),4(15),5-triene,(-)- (8CI); (-)-Germacrene D; Germacrene D
Density: 0.85g/cm3
Boiling Point: 279.7°C at 760 mmHg
Flash Point: 111.9°C
PSA: 0.00000
LogP: 4.89130
Synthetic route
106-28-5

Farnesol

23986-74-5

germacrene D

Conditions
ConditionsYield
With sodium carbonate; magnesium chloride In terpene synthase buffer at 25℃; for 18h; pH=10; Enzymatic reaction;91.1%
Conditions
ConditionsYield
With sodium acetate; magnesium chloride In terpene synthase buffer at 25℃; for 18h; pH=5; Enzymatic reaction;A 12.32%
B 84.3%
106-28-5

Farnesol

A

β-cubebene

B

cubebol

D

23986-74-5

germacrene D

E

β-copaene

Conditions
ConditionsYield
With potassium chloride In terpene synthase buffer at 25℃; for 18h; pH=8; Enzymatic reaction;A 10.7%
B 34.2%
C 15%
D 19.4%
E 10.3%
Conditions
ConditionsYield
With potassium chloride In terpene synthase buffer at 37℃; for 18h; pH=8; Enzymatic reaction;A 5.3%
B 7.1%
C 22.3%
D 13.3%
E 22.3%
F 12.3%
Conditions
ConditionsYield
With germacradienol synthase SC9B1.20; 2-hydroxyethanethiol In pentane at 30℃; for 24h;1.6 mg
With (S)-germacrene D synthase; 3-[(3-cholamidopropyl)dimethylammonio]propanesulfonate; glycerol; 2-amino-2-hydroxymethyl-1,3-propanediol; 2-hydroxyethanethiol; magnesium chloride In chloroform-d1; water at 25℃; for 24h; pH=7.5; Enzymatic reaction;
With Y406F-GDS-His6 In pentane at 20℃; for 120h; pH=7.5; Kinetics; Enzymatic reaction;
118655-72-4

(2E,6E)-<1,1-2H2>-farnesyl diphosphate

A

C12H18(2)H2

B

C15H25(2)HO

C

C12H19(2)H3O

D

23986-74-5

germacrene D

Conditions
ConditionsYield
With Streptomyces coelicolor germacradienol synthase; Tris-Cl; magnesium chloride In water-d2 at 30℃; Enzymatic reaction;

A

(1S,4aS)-1,4a-Dimethyl-1,2,3,4,4a,5,6,8a-octahydro-naphthalene

B

19700-21-1

(-)-geosmin

C

23986-74-5

germacrene D

D

(–)-(4S,7R)-germacra-(1(10)E,5E)-dien-11-ol

Conditions
ConditionsYield
With Streptomyces coelicolor germacradienol synthase; Tris-Cl; magnesium chloride In water at 30℃; for 4h; Enzymatic reaction;
Conditions
ConditionsYield
With recombinant (His)8-tagged Medicago truncatula MtTPS5 sesquiterpene synthase Y526F mutant; water; magnesium chloride In pentane at 30℃; for 1.5h; pH=7.5; Mechanism; aq. buffer; Enzymatic reaction; optical yield given as %ee; stereospecific reaction;

A

19435-97-3

δ-cadinol

B

(+)-copan-3-ol

C

23986-74-5

germacrene D

D

23445-02-5

(-)-(1R,4S,5R,6R,7S,10R)-7-isopropyl-4,10-dimethyl-tricyclo[4.4.0.01,5]decane-4-ol

Conditions
ConditionsYield
With recombinant (His)8-tagged Medicago truncatula MtTPS5 sesquiterpene synthase; water; magnesium chloride In pentane at 30℃; for 1.5h; pH=7.5; Mechanism; aq. buffer; Enzymatic reaction; optical yield given as %ee; stereospecific reaction;
556-82-1

3-methyl-2-buten-1-ol

23986-74-5

germacrene D

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Escherichia coli hydroxyethylthiazole kinase; ATP; pyruvate kinase / aq. buffer / 16 h / 20 °C / pH 8 / Enzymatic reaction
2: isopentenyl phosphate kinase from Methanocaldococcus jannaschii; ATP; pyruvate kinase / aq. buffer / 16 h / 20 °C / pH 8 / Enzymatic reaction
3: (2E,6E)-FDP synthase from Geobacillus stearothermophilus; (-)-germacrene D synthase from Solidago canadensis; 1,4-dithio-L-threitol; magnesium chloride / aq. buffer / 16 h / 20 °C / pH 8 / Enzymatic reaction
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