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11-oxo-beta-amyrin + 3 O2 + 3 [reduced NADPH-hemoprotein reductase] = glycyrrhetinate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
overall reaction
-
-
-
11-oxo-beta-amyrin + O2 + [reduced NADPH-hemoprotein reductase] = 30-hydroxy-11-oxo-beta-amyrin + [oxidized NADPH-hemoprotein reductase] + H2O
(1a)
-
-
-
30-hydroxy-11-oxo-beta-amyrin + O2 + [reduced NADPH-hemoprotein reductase] = glycyrrhetaldehyde + [oxidized NADPH-hemoprotein reductase] + 2 H2O
(1b)
-
-
-
glycyrrhetaldehyde + O2 + [reduced NADPH-hemoprotein reductase] = glycyrrhetinate + [oxidized NADPH-hemoprotein reductase] + H2O
(1c)
-
-
-
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11-oxo-beta-amyrin + O2 + [reduced NADPH-hemoprotein reductase]
30-hydroxy-11-oxo-beta-amyrin + [oxidized NADPH-hemoprotein reductase] + H2O
30-hydroxy-11-oxo-beta-amyrin + O2 + [reduced NADPH-hemoprotein reductase]
glycyrrhetaldehyde + [oxidized NADPH-hemoprotein reductase] + 2 H2O
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
maniladiol + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: hydroxylation at C-16beta, main activity of enzyme CYP716A141
Products: -
?
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
oleanolic acid + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: hydroxylation at C-28, reaction of EC 1.14.13.201
Products: -
?
glycyrrhetaldehyde + O2 + [reduced NADPH-hemoprotein reductase]
glycyrrhetinate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
?
maniladiol + [reduced NADPH-hemoprotein reductase] + O2
cochalic acid + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: hydroxylation at C-28
Products: -
?
oleanolic acid + [reduced NADPH-hemoprotein reductase] + O2
cochalic acid + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: hydroxylation at C-16beta
Products: -
?
additional information
?
-
11-oxo-beta-amyrin + O2 + [reduced NADPH-hemoprotein reductase]
30-hydroxy-11-oxo-beta-amyrin + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: single oxidation reaction catalyzed by CYP72A154
Products: -
?
11-oxo-beta-amyrin + O2 + [reduced NADPH-hemoprotein reductase]
30-hydroxy-11-oxo-beta-amyrin + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: the enzyme mainly catalyzes the C-30 hydroxylation of 11-oxo-beta-amyrin to yield 30-hydroxy-11-oxo-beta-amyrin as the major product, accompanied by its isomers as minor products
Products: -
?
30-hydroxy-11-oxo-beta-amyrin + O2 + [reduced NADPH-hemoprotein reductase]
glycyrrhetaldehyde + [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
Substrates: -
Products: -
?
30-hydroxy-11-oxo-beta-amyrin + O2 + [reduced NADPH-hemoprotein reductase]
glycyrrhetaldehyde + [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
Substrates: single oxidation reaction catalyzed by CYP72A154
Products: -
?
additional information
?
-
Substrates: CYP716A141 is capable of catalyzing oxidation at both C-16beta and C-28, metabolites analysis by mass spectrometry
Products: -
?
additional information
?
-
-
Substrates: CYP716A141 is capable of catalyzing oxidation at both C-16beta and C-28, metabolites analysis by mass spectrometry
Products: -
?
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11-oxo-beta-amyrin + O2 + [reduced NADPH-hemoprotein reductase]
30-hydroxy-11-oxo-beta-amyrin + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: the enzyme mainly catalyzes the C-30 hydroxylation of 11-oxo-beta-amyrin to yield 30-hydroxy-11-oxo-beta-amyrin as the major product, accompanied by its isomers as minor products
Products: -
?
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
maniladiol + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: hydroxylation at C-16beta, main activity of enzyme CYP716A141
Products: -
?
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
oleanolic acid + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: hydroxylation at C-28, reaction of EC 1.14.13.201
Products: -
?
maniladiol + [reduced NADPH-hemoprotein reductase] + O2
cochalic acid + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: hydroxylation at C-28
Products: -
?
oleanolic acid + [reduced NADPH-hemoprotein reductase] + O2
cochalic acid + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: hydroxylation at C-16beta
Products: -
?
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C7254_GLYUR
523
1
59020
Swiss-Prot
Secretory Pathway (Reliability: 2)
C7263_MEDTR
524
1
59454
Swiss-Prot
Secretory Pathway (Reliability: 2)
A0A2P6R2I5_ROSCH
169
1
19190
TrEMBL
Secretory Pathway (Reliability: 1)
A0A2P6QXV5_ROSCH
220
0
24785
TrEMBL
other Location (Reliability: 3)
A0A2G9HQL8_9LAMI
164
1
19035
TrEMBL
Secretory Pathway (Reliability: 2)
A0A2P6R2A8_ROSCH
105
0
12277
TrEMBL
other Location (Reliability: 4)
A0A072VK12_MEDTR
518
1
59142
TrEMBL
Secretory Pathway (Reliability: 2)
G7LJ58_MEDTR
524
1
59642
TrEMBL
Secretory Pathway (Reliability: 2)
A0A2P6Q9F9_ROSCH
330
0
37221
TrEMBL
other Location (Reliability: 3)
A0A7C9AP21_OPUST
118
0
13191
TrEMBL
other Location (Reliability: 4)
A0A2P6R2D3_ROSCH
450
1
51218
TrEMBL
Secretory Pathway (Reliability: 1)
A0A2P6SAJ7_ROSCH
262
0
29636
TrEMBL
other Location (Reliability: 2)
A0A2P6RPW3_ROSCH
93
0
10760
TrEMBL
Mitochondrion (Reliability: 4)
A0A2G9GCH4_9LAMI
635
1
73131
TrEMBL
Secretory Pathway (Reliability: 1)
A0A7C9E211_OPUST
319
0
36988
TrEMBL
other Location (Reliability: 2)
A0A2P6PYL1_ROSCH
257
0
28665
TrEMBL
other Location (Reliability: 2)
A0A072VAP5_MEDTR
518
1
59381
TrEMBL
Secretory Pathway (Reliability: 1)
A0A2P6SD78_ROSCH
66
0
7271
TrEMBL
Mitochondrion (Reliability: 5)
A0A2P6R285_ROSCH
92
0
10339
TrEMBL
Mitochondrion (Reliability: 4)
A0A411JJD7_GLYGL
523
0
59052
TrEMBL
Secretory Pathway (Reliability: 2)
A0A396JCZ5_MEDTR
520
1
59900
TrEMBL
Secretory Pathway (Reliability: 3)
A0A396J7L6_MEDTR
520
1
59880
TrEMBL
Secretory Pathway (Reliability: 2)
A0A7C9DDT5_OPUST
548
0
63212
TrEMBL
other Location (Reliability: 3)
A0A7C9E342_OPUST
549
1
63185
TrEMBL
other Location (Reliability: 4)
A0A7C9D121_OPUST
170
0
19513
TrEMBL
other Location (Reliability: 4)
A0A2P6RT69_ROSCH
99
0
11866
TrEMBL
Mitochondrion (Reliability: 4)
A0A2P6R2E1_ROSCH
211
0
23546
TrEMBL
Secretory Pathway (Reliability: 3)
A0A2P6RPU1_ROSCH
58
0
6527
TrEMBL
Secretory Pathway (Reliability: 3)
A0A7C9DEF2_OPUST
425
0
49505
TrEMBL
other Location (Reliability: 3)
A0A072VK08_MEDTR
513
1
58961
TrEMBL
Secretory Pathway (Reliability: 2)
A0A2G9G7H3_9LAMI
417
1
49228
TrEMBL
Secretory Pathway (Reliability: 1)
A0A396JAV6_MEDTR
136
0
16080
TrEMBL
other Location (Reliability: 2)
A0A7C9AT39_OPUST
251
0
28224
TrEMBL
other Location (Reliability: 3)
A0A7C8YW58_OPUST
470
0
53831
TrEMBL
other Location (Reliability: 2)
A0A2G9FZ78_9LAMI
133
1
15916
TrEMBL
Secretory Pathway (Reliability: 1)
A0A7C9A2D6_OPUST
256
0
29436
TrEMBL
Mitochondrion (Reliability: 4)
A0A2P6SAN6_ROSCH
250
1
28695
TrEMBL
Secretory Pathway (Reliability: 1)
A0A2G9FVW3_9LAMI
352
0
40114
TrEMBL
other Location (Reliability: 2)
A0A072VA38_MEDTR
523
1
60251
TrEMBL
Secretory Pathway (Reliability: 1)
A0A2P6Q1G6_ROSCH
511
1
58629
TrEMBL
Secretory Pathway (Reliability: 3)
A0A7C9E1K9_OPUST
165
0
18972
TrEMBL
Mitochondrion (Reliability: 4)
Q2MJ17_MEDTR
524
1
59452
TrEMBL
Secretory Pathway (Reliability: 1)
A0A2P6Q9E6_ROSCH
523
1
59528
TrEMBL
Secretory Pathway (Reliability: 2)
A0A396GHE5_MEDTR
178
0
20207
TrEMBL
other Location (Reliability: 4)
A0A396J914_MEDTR
530
1
60538
TrEMBL
Secretory Pathway (Reliability: 1)
A0A396JI51_MEDTR
513
1
58531
TrEMBL
Secretory Pathway (Reliability: 1)
A0A7C8ZHZ3_OPUST
299
1
34888
TrEMBL
Secretory Pathway (Reliability: 4)
A0A7C9E6S8_OPUST
232
0
26673
TrEMBL
other Location (Reliability: 2)
A0A7C9CTC0_OPUST
458
0
52338
TrEMBL
other Location (Reliability: 3)
A0A2P6R2C7_ROSCH
367
0
41889
TrEMBL
Secretory Pathway (Reliability: 2)
A0A7C9F913_OPUST
114
0
13023
TrEMBL
other Location (Reliability: 3)
A0A2P6SD30_ROSCH
347
0
39506
TrEMBL
other Location (Reliability: 1)
A0A2G9G739_9LAMI
525
1
60606
TrEMBL
Secretory Pathway (Reliability: 1)
A0A396IW59_MEDTR
43
0
4933
TrEMBL
other Location (Reliability: 2)
A0A7C9CWC8_OPUST
138
0
15420
TrEMBL
other Location (Reliability: 5)
A0A072V9E9_MEDTR
520
1
59807
TrEMBL
Secretory Pathway (Reliability: 2)
A0A2P6R2A7_ROSCH
58
0
6475
TrEMBL
Secretory Pathway (Reliability: 4)
A0A396GGT0_MEDTR
645
3
73757
TrEMBL
other Location (Reliability: 4)
A0A7C9D1I6_OPUST
125
0
14340
TrEMBL
other Location (Reliability: 5)
A0A2P6Q9F5_ROSCH
220
0
24719
TrEMBL
other Location (Reliability: 1)
A0A396J916_MEDTR
530
1
60694
TrEMBL
Secretory Pathway (Reliability: 2)
A0A7C9AT36_OPUST
199
0
22383
TrEMBL
other Location (Reliability: 3)
A0A2G9G2A7_9LAMI
525
1
60734
TrEMBL
Secretory Pathway (Reliability: 1)
A0A396GGV3_MEDTR
401
2
46002
TrEMBL
Secretory Pathway (Reliability: 3)
A0A7C9ADP4_OPUST
127
0
14585
TrEMBL
Mitochondrion (Reliability: 5)
A0A7C9F0Q7_OPUST
125
0
14304
TrEMBL
other Location (Reliability: 3)
A0A7C9CF98_OPUST
353
0
40093
TrEMBL
other Location (Reliability: 2)
A0A2P6SAL0_ROSCH
521
1
59505
TrEMBL
Secretory Pathway (Reliability: 1)
A0A2P6Q8N4_ROSCH
414
0
47123
TrEMBL
other Location (Reliability: 2)
A0A396JEP9_MEDTR
545
2
62873
TrEMBL
Secretory Pathway (Reliability: 2)
A0A396JCJ6_MEDTR
111
0
12387
TrEMBL
other Location (Reliability: 3)
A0A7C9CW99_OPUST
112
0
12338
TrEMBL
other Location (Reliability: 2)
G7K4K9_MEDTR
516
1
59691
TrEMBL
Secretory Pathway (Reliability: 4)
Q2MJ08_MEDTR
528
1
60074
TrEMBL
Secretory Pathway (Reliability: 5)
A0A2P6P8Q9_ROSCH
531
1
60215
TrEMBL
Secretory Pathway (Reliability: 3)
A0A2P6QXY3_ROSCH
250
0
28265
TrEMBL
other Location (Reliability: 3)
A0A396JDQ8_MEDTR
518
1
59316
TrEMBL
Secretory Pathway (Reliability: 1)
A0A7C9EXH9_OPUST
109
0
12516
TrEMBL
Mitochondrion (Reliability: 5)
C7A14_PLAGD
481
2
54169
Swiss-Prot
-
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Seki, H.; Sawai, S.; Ohyama, K.; Mizutani, M.; Ohnishi, T.; Sudo, H.; Fukushima, E.O.; Akashi, T.; Aoki, T.; Saito, K.; Muranaka, T.
Triterpene functional genomics in Licorice for identification of CYP72A154 involved in the biosynthesis of glycyrrhizin
Plant Cell
23
4112-4123
2011
Glycyrrhiza uralensis
brenda
Tamura, K.; Teranishi, Y.; Ueda, S.; Suzuki, H.; Kawano, N.; Yoshimatsu, K.; Saito, K.; Kawahara, N.; Muranaka, T.; Seki, H.
Cytochrome P450 monooxygenase CYP716A141 is a unique beta-amyrin C-16beta oxidase involved in triterpenoid saponin biosynthesis in Platycodon grandiflorus
Plant Cell Physiol.
58
874-884
2017
Platycodon grandiflorus (A0A1I9Q5Z0), Platycodon grandiflorus
brenda