Ligand view of beta-amyrin (2919 - JFSHUTJDVKUMTJ-QHPUVITPSA-N)

C₃₀H₅₀O

beta-amyrin

JFSHUTJDVKUMTJ-QHPUVITPSA-N

BRENDA

KEGG

Biosynthesis of secondary metabolites, Biosynthesis of terpenoids and steroids, Sesquiterpenoid and triterpenoid biosynthesis

MetaCyc

avenacin A-1 biosynthesis, ginsenosides biosynthesis, glycyrrhetinate biosynthesis, mangrove triterpenoid biosynthesis, oleanolate biosynthesis

more

beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2 = 16alpha-hydroxy-beta-amyrin + [oxidized NADPH-hemoprotein reductase] + H2O

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(S)-2,3-oxidosqualene = beta-amyrin

-

5.4.99.41

(S)-2,3-oxidosqualene = beta-amyrin

-

beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2 = olean-12-ene-3beta,24-diol + [oxidized NADPH-hemoprotein reductase] + H2O

714948

-

1.14.14.152

beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2 = 11-oxo-beta-amyrin + [oxidized NADPH-hemoprotein reductase] + H2O

716744

-

1.14.14.171

beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2 = 16alpha-hydroxy-beta-amyrin + [oxidized NADPH-hemoprotein reductase] + H2O

752030, 751609

-

1.14.14.63

beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2 = maniladiol + [oxidized NADPH-hemoprotein reductase] + H2O

746048

-

1.14.14.64

beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2 = daturadiol + [oxidized NADPh-hemoprotein reductase] + H2O

745002

-

5.4.99.40

alpha-amyrin + beta-amyrin = (S)-2,3-oxidosqualene

730661

-

5.4.99.34

(S)-2,3-oxidosqualene = beta-amyrin

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(3S)-2,3-epoxy-2,3-dihydrosqualene = shionone + beta-amyrin + friedelin + dammara-20,24-dienol + 4-epishionone

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2.4.1.1

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689701

-

3.1.1.7

a pentacyclic triterpene, isolated the ethanolic extract of Chuquiraga erinacea D. Don. subsp. erinacea leaves as a mixture of alpha- and beta amyrin

710330

-

2.4.1.1

0.047

-

689701

18300194

A norsesquiterpene lactone and a benzoic acid derivative from the leaves of Cyclocarya paliurus and their glucosidase and glycogen phosphorylase inhibiting activities

2008

Li, J.; Lu, Y.; Su, X.; Li, F.; She, Z.; He, X.; Lin, Y.

Planta Med.

74

287-289

710330

19918718

Triterpenoids with acetylcholinesterase inhibition from Chuquiraga erinacea D. Don. subsp. erinacea (Asteraceae)

2009

Gurovic, M.S.; Castro, M.J.; Richmond, V.; Faraoni, M.B.; Maier, M.S.; Murray, A.P.

Planta Med.

76

607-610

714948

16478469

Identification of beta-amyrin and sophoradiol 24-hydroxylase by expressed sequence tag mining and functional expression assay

2006

Shibuya, M.; Hoshino, M.; Katsube, Y.; Hayashi, H.; Kushiro, T.; Ebizuka, Y.

FEBS J.

273

948-959

716744

18779566

Licorice beta-amyrin 11-oxidase, a cytochrome P450 with a key role in the biosynthesis of the triterpene sweetener glycyrrhizin

2008

Seki, H.; Ohyama, K.; Sawai, S.; Mizutani, M.; Ohnishi, T.; Sudo, H.; Akashi, T.; Aoki, T.; Saito, K.; Muranaka, T.

Proc. Natl. Acad. Sci. USA

105

14204-14209

730661

22837051

Molecular characterization of the pentacyclic triterpenoid biosynthetic pathway in Catharanthus roseus

2012

Huang, L.; Li, J.; Ye, H.; Li, C.; Wang, H.; Liu, B.; Zhang, Y.

Planta

236

1571-1581

732622

22039103

CYP716A subfamily members are multifunctional oxidases in triterpenoid biosynthesis

2011

Fukushima, E.O., Seki, H.; Ohyama, K.; Ono, E.; Umemoto, N.; Mizutani, M.; Saito, K.; Muranaka, T.

Plant Cell Physiol.

52

2050-2061

732623

24092881

The involvement of beta-amyrin 28-oxidase (Cyp716a52v2) in oleanane-type ginsenoside biosynthesis in Panax ginseng

2013

Han, J.; Kim, M.; Ban, Y.; Hwang, H.; Choi, Y.

Plant Cell Physiol.

54

2034-2046

732627

21821776

Medicago truncatula CYP716A12 is a multifunctional oxidase involved in the biosynthesis of hemolytic saponins

2011

Carelli, M.; Biazzi, E.; Panara, F.; Tava, A.; Scaramelli, L.; Porceddu, A.; Graham, N.; Odoardi, M.; Piano, E.; Arcioni, S.; May, S.; Scotti, C.; Calderini, O.

Plant Cell

23

3070-3081

744248

29180016

Cytochrome P450 CYP716A254 catalyzes the formation of oleanolic acid from beta-amyrin during oleanane-type triterpenoid saponins biosynthesis in Anemone flaccida

2018

Zhan, C.; Ahmed, S.; Hu, S.; Dong, S.; Cai, Q.; Yang, T.; Wang, X.; Li, X.; Hu, X.

Biochem. Biophys. Res. Commun.

495

1271-1277

745002

28194155

Functional characterization of CYP716 family P450 enzymes in triterpenoid biosynthesis in tomato

2017

Yasumoto, S.; Seki, H.; Shimizu, Y.; Fukushima, E.O.; Muranaka, T.

Front. Plant Sci.

8

21

745906

28967669

Two CYP716A subfamily cytochrome P450 monooxygenases of sweet basil play similar but nonredundant roles in ursane- and oleanane-type pentacyclic triterpene biosynthesis

2017

Misra, R.; Sharma, S.; Sandeep, S.; Garg, A.; Chanotiya, C.; Ghosh, S.

New Phytol.

214

706-720

746004

28012567

beta-Amyrin synthase (EsBAS) and beta-amyrin 28-oxidase (CYP716A244) in oleanane-type triterpene saponin biosynthesis in Eleutherococcus senticosus

2017

Jo, H.J.; Han, J.Y.; Hwang, H.S.; Choi, Y.E.

Phytochemistry

135

53-63

746048

28371833

Cytochrome P450 monooxygenase CYP716A141 is a unique beta-amyrin C-16beta oxidase involved in triterpenoid saponin biosynthesis in Platycodon grandiflorus

2017

Tamura, K.; Teranishi, Y.; Ueda, S.; Suzuki, H.; Kawano, N.; Yoshimatsu, K.; Saito, K.; Kawahara, N.; Muranaka, T.; Seki, H.

Plant Cell Physiol.

58

874-884

746049

29186583

Transcriptomic analysis of Kalopanax septemlobus and characterization of KsBAS, CYP716A94, and CYP72A397 genes involved in hederagenin saponin biosynthesis

2017

Han, J.Y.; Chun, J.H.; O, S.A.; Park, S.B.; Hwang, H.S.; Lee, H.; Choi, Y.E.

Plant Cell Physiol.

59

319-330

746060

28008473

CYP716A179 functions as a triterpene C-28 oxidase in tissue-cultured stolons of Glycyrrhiza uralensis

2017

Tamura, K.; Seki, H.; Suzuki, H.; Kojoma, M.; Saito, K.; Muranaka, T.

Plant Cell Rep.

36

437-445

748772

27214242

Multifunctional oxidosqualene cyclases and cytochrome P450 involved in the biosynthesis of apple fruit triterpenic acids

2016

Andre, C.; Legay, S.; Deleruelle, A.; Nieuwenhuizen, N.; Punter, M.; Brendolise, C.; Cooney, J.; Lateur, M.; Hausman, J.; Larondelle, Y.; Laing, W.

New Phytol.

211

1279-1294

751609

25578277

Unraveling the triterpenoid saponin biosynthesis of the African shrub Maesa lanceolata

2015

Moses, T.; Pollier, J.; Faizal, A.; Apers, S.; Pieters, L.; Thevelein, J.M.; Geelen, D.; Goossens, A.

Mol. Plant

8

122-135

752030

24434554

Combinatorial biosynthesis of sapogenins and saponins in Saccharomyces cerevisiae using a C-16alpha hydroxylase from Bupleurum falcatum

2014

Moses, T.; Pollier, J.; Almagro, L.; Buyst, D.; Van Montagu, M.; Pedreño, M.; Martins, J.; Thevelein, J.; Goossens, A.

Proc. Natl. Acad. Sci. USA

111

1634-1639

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Ligand beta-amyrin

Basic Ligand Information

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (11 results)

In Vivo Product in Enzyme-catalyzed Reactions (4 results)

Substrate in Enzyme-catalyzed Reactions (16 results)

Product in Enzyme-catalyzed Reactions (11 results)

Inhibitor in Enzyme-catalyzed Reactions (2 results)

Enzyme Kinetic Parameters

IC₅₀ Value (1 result)

References & Links

Literature References (18)

Links to other databases for beta-amyrin

Ligand beta-amyrin

Basic Ligand Information

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (11 results)

In Vivo Product in Enzyme-catalyzed Reactions (4 results)

Substrate in Enzyme-catalyzed Reactions (16 results)

Product in Enzyme-catalyzed Reactions (11 results)

Inhibitor in Enzyme-catalyzed Reactions (2 results)

Enzyme Kinetic Parameters

IC50 Value (1 result)

References & Links

Literature References (18)

Links to other databases for beta-amyrin

IC₅₀ Value (1 result)