Betulinic acid is a naturally occurring pentacyclic triterpenoid which has antiretroviral, antimalarial, and anti-inflammatory properties, as well as a more recently discovered potential as an anticancer agent, by inhibition of topoisomerase. It is found in the bark of several species of plants, principally the white birch (Betula pubescens) from which it gets its name, same as the bracket fungus Fomitopsis betulina, but also the ber tree (Ziziphus mauritiana), selfheal (Prunella vulgaris), the tropical carnivorous plants Triphyophyllum peltatum and Ancistrocladus heyneanus, Diospyros leucomelas, a member of the persimmon family, Tetracera boiviniana, the jambul (Syzygium formosanum), flowering quince (Pseudocydonia sinensis, former Chaenomeles sinensis KOEHNE),
rosemary,
and Pulsatilla chinensis. |
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InChI=1S/C30H48O3/c1- 18(2) 19- 10- 15- 30(25(32) 33) 17- 16- 28(6) 20(24(19) 30) 8- 9- 22- 27(5) 13- 12- 23(31) 26(3,4) 21(27) 11- 14- 29(22,28) 7/h19- 24,31H,1,8- 17H2,2- 7H3,(H,32,33) /t19- ,20+,21- ,22+,23- ,24+,27- ,28+,29+,30- /m0/s1 |
QGJZLNKBHJESQX-FZFNOLFKSA-N |
[H] [C@] 12CC[C@] 3([H] ) [C@@] 4(C) CC[C@H] (O) C(C) (C) [C@] 4([H] ) CC[C@@] 3(C) [C@] 1(C) CC[C@] 1(CC[C@@H] (C(C) =C) [C@] 21[H] ) C(O) =O |
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Hypericum chinense
(IPNI:433315-1)
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Found in
leaf
(BTO:0000713).
95% EtOH extract of dried, chopped leaves
See:
PubMed
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Breynia fruticosa
(NCBI:txid296042)
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Found in
root
(BTO:0001188).
90% Methanolic extract of air-dried, crushed roots.
See:
PubMed
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Diospyros kaki
(NCBI:txid35925)
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Found in
calyx
(BTO:0000169).
See:
PubMed
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Paeonia rockii subsp. rockii
(NCBI:txid459179)
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Found in
root
(BTO:0001188).
Isolated from chloroform soluble extract of air-dried and powdered roots
See:
PubMed
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Mimosa diplotricha
(NCBI:txid512270)
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Found in
aerial part
(BTO:0001658).
Ethanolic extract of aerial parts
See:
PubMed
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Syzygium claviflorum
(NCBI:txid219860)
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Found in
leaf
(BTO:0000713).
See:
PubMed
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Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
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EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor
A topoisomerase inhibitor that inhibits DNA topoisomerase (ATP-hydrolysing), EC 5.99.1.3 (also known as topoisomerase II and as DNA gyrase), which catalyses ATP-dependent breakage of both strands of DNA, passage of the unbroken strands through the breaks, and rejoining of the broken strands.
anti-HIV agent
An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
antimalarial
A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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antimalarial
A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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View more via ChEBI Ontology
3β-hydroxylup-20(29)-en-28-oic acid
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Betulinic acid
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KEGG COMPOUND
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Mairin
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ChemIDplus
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2711110
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Reaxys Registry Number
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Reaxys
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472-15-1
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CAS Registry Number
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ChemIDplus
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