celastrol methyl ester (Q27108073)

Pristimerin (English)

methyl (2R,4aS,6aR,6aS,14aR,14bS)-10-hydroxy-2,4a,6a,6a,9,14a-hexamethyl-11-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylate

5 October 2016

stereoisomer of

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

chemical formula

C₃₀H₄₀O₄

1 reference

Pristimerin (English)

20 November 2016

canonical SMILES

CC1=C(C(=O)C=C2C1=CC=C3C2(CCC4(C3(CCC5(C4CC(CC5)(C)C(=O)OC)C)C)C)C)O

1 reference

Pristimerin (English)

20 November 2016

isomeric SMILES

CC1=C(C(=O)C=C2C1=CC=C3[C@]2(CC[C@@]4([C@@]3(CC[C@@]5([C@H]4C[C@](CC5)(C)C(=O)OC)C)C)C)C)O

1 reference

Taxonomy and chemotaxonomy of some species of celastraceae

Pristimerin (English)

20 November 2016

2 references

Celastraceae

1 reference

Anti-inflammatory effect of pristimerin on lipopolysaccharide-induced inflammatory responses in murine macrophages

Cheiloclinium cognatum

2 references

Antioxidant phenolic and quinonemethide triterpenes from Cheiloclinium cognatum

Antioxidant phenolic and quinonemethide triterpenes from Cheiloclinium cognatum

Salacia kraussii

4 references

Novel quinone methides from Salacia kraussii with in vitro antimalarial activity.

Novel quinone methides from Salacia kraussii with in vitro antimalarial activity.

Novel quinone methides from Salacia kraussii with in vitro antimalarial activity.

Novel quinone methides from Salacia kraussii with in vitro antimalarial activity.

Acanthothamnus aphyllus

1 reference

D: A-friedo-oleanane triterpenes from the roots of Acanthothamnus aphyllus

Celastrus paniculatus

2 references

Schizontocidal activity ofCelastrus paniculatus Willd. againstPlasmodium falciparum in vitro

Quinone-methide, phenolic and related triterpenoids of plants of Celastraceae: further evidence for the structure ofCelastranhydride

Cheiloclinium hippocrateoides

1 reference

Cheiloclines A—I. First Examples of Octacyclic Sesquiterpene-Triterpene Hetero-Diels—Alder Adducts.

Crossopetalum gaumeri

2 references

Cytotoxic cardenolides and antibacterial terpenoids from Crossopetalum gaumeri

Cytotoxic cardenolides and antibacterial terpenoids from Crossopetalum gaumeri

Elaeodendron balae

3 references

Studies on terpenoids and steroids - 18 balaenonol, balaenol and isobalaendiol: Three new 14(15)-ene-quinone-methide triterpenoids from cassine balae

ChemInform Abstract: Terpenoids and Steroids. Part 18. Balaenonol (Ia), Balaenol (Ib) and Isobalaendiol (Ic): Three New 14(15)-Ene-quinone-methide Triterpenoids from Cassine balae.

Studies on terpenoids and steroids - 18 balaenonol, balaenol and isobalaendiol: Three new 14(15)-ene-quinone-methide triterpenoids from cassine balae

Kokoona reflexa

2 references

Quinone-methide, phenolic and related triterpenoids of plants of Celastraceae: further evidence for the structure ofCelastranhydride

Two phenolic friedo-23,24-dinoroleanane triterpenes from Kokoona zeylanica

Kokoona zeylanica

7 references

Structures of two new phenolic 24-nor-D:A-friedo-oleananes related to zeylasterone: A partial synthesis of trimethylzeylasterone

23-oxo-isopristimerin III: A new natural phenolic (9+8)-24-nor-d:a-friedo-oleanan triterpene

Studies on terpenoids and steroids. Part 3. Structure and synthesis of a new phenolic D:A-friedo-24-noroleanane triterpenoid, zeylasterone, from kokoona zeylanica

Studies on terpenoids and steroids. Part 10. Structures of four new natural phenol is D:A-friedo-24-noroleanane triterpenoids

Studies on terpenoids and steroids. Part 3. Structure and synthesis of a new phenolic D:A-friedo-24-noroleanane triterpenoid, zeylasterone, from kokoona zeylanica

Friedelin, D:A-friedo-olean-3,21-dione and 21α-hydroxy-D:A-friedo-olean-3-one from Kokoona zeylanica

Dulcitol and (-)4'-O-Methylepigallocateehin From Kokoona zeylanica

Lophopetalum wightianum

1 reference

Chemical investigation of Indian fruits

Maytenus amazonica

1 reference

Structure of new bioactive triterpenes related to 22-β-hydroxy-tingenone

Maytenus woodsonii

1 reference

New Phenolic and Quinone-methide Triterpenes fromMaytenusSpecies (Celastraceae)

Maytenus chubutensis

2 references

Triterpenoid and Phenolic Compounds from Two Chilean Celastraceae

Terpenoids from Maytenus Species and Assessment of Their Reversal Activity against a Multidrug-Resistant Leishmania tropica Line

Maytenus magellanica

2 references

Magellanin, a New Triterpene Dimer fromMaytenus magellanica(Celastraceae)

Terpenoids from Maytenus Species and Assessment of Their Reversal Activity against a Multidrug-Resistant Leishmania tropica Line

Maytenus scutioides

2 references

Structure and absolute configuration of triterpene dimers from Maytenus scutioides

Scutione, a new bioactive norquinonemethide triterpene from Maytenus scutioides (Celastraceae)

Orthosphenia mexicana

1 reference

Minor Constituents from Orthosphenia mexicana

Salacia beddomei

1 reference

Salacianone and salacianol, two triterpenes from Salacia beddomei

Kothala himbutu

4 references

21α,30-Dihydroxy-D:A-friedooleanan-3-one from Salacia reticulata var. β-Diandra stem bark

Biogenetically important quinonemethides and other triterpenoid constituents of Salacia reticulata

21α,26-dihydroxy-D:A-friedooleanan-3-one from Salacia reticulata var. Diandra (celastraceae)

Biogenetically important quinonemethides and other triterpenoid constituents of Salacia reticulata

Monteverdia retusa

2 references

Cytotoxic triterpenoids from Maytenus retusa

Cytotoxic triterpenoids from Maytenus retusa

Reissantia buchananii

3 references

Antitumor agents. 228. five new agarofurans, Reissantins A-E, and cytotoxic principles from Reissantia buchananii.

Antitumor agents. 228. five new agarofurans, Reissantins A-E, and cytotoxic principles from Reissantia buchananii.

Antitumor agents. 228. five new agarofurans, Reissantins A-E, and cytotoxic principles from Reissantia buchananii.

Lydenburgia cassinoides

1 reference

Iguesterin, a new quinonoid triterpene from Catha cassinoides

Celastrus hypoleucus

1 reference

A New Nortriterpene from the Root of Celastrus hypoleucus

Gymnosporia emarginata

1 reference

3-Oxolup-20(29)-en-30-al, a new lupane from Gymnosporia emarginata(Celastraceae)

Tricerma vitis-idaeum

1 reference

Antiproliferative terpenoids and alkaloids from the roots of Maytenus vitis-idaea and Maytenus spinosa

Pleurostylia opposita

1 reference

Structures of four new oxygenated lupanes from Pleurostylia opposita(Celastraceae)

Tripterygium regelii

1 reference

SARS-CoV 3CLpro inhibitory effects of quinone-methide triterpenes from Tripterygium regelii

Tripterygium wilfordii

1 reference

SARS-CoV 3CLpro inhibitory effects of quinone-methide triterpenes from Tripterygium regelii

Hippocratea volubilis

2 references

Friedelanes and triterpenoid quinone methides from Hippocratea excelsa

Antigiardial activity of triterpenoids from root bark of Hippocratea excelsa

Maytenus canariensis

2 references

Antibiotic phenol nor-triterpenes from Maytenus canariensis

Taxonomy and chemotaxonomy of some species of celastraceae

Monteverdia macrocarpa

5 references

Antimitotic quinoid triterpenes from Maytenus chuchuhuasca

Cytotoxic aromatic triterpenes from Maytenus ilicifolia and Maytenus chuchuhuasca

Structures of xuxuarines, stereoisomeric triterpene dimers from Maytenus chuchuhuasca

Nine Regioisomeric and Stereoisomeric Triterpene Dimers from Maytenus chuchuhuasca.

Isolation of tingenone and pristimerin from Maytenus chuchuhuasca

Maytenus retusa

1 reference

Cytotoxic triterpenoids from Maytenus retusa

Maytenus umbellata

1 reference

Taxonomy and chemotaxonomy of some species of celastraceae

Maytenus spinosa

2 references

Scutione, a new bioactive norquinonemethide triterpene from Maytenus scutioides (Celastraceae)

Structure and absolute configuration of triterpene dimers from Maytenus scutioides

Monteverdia aquifolium

1 reference

Biosynthesis of friedelane and quinonemethide triterpenoids is compartmentalized in Maytenus aquifolium and Salacia campestris

Peritassa campestris

1 reference

Biosynthesis of friedelane and quinonemethide triterpenoids is compartmentalized in Maytenus aquifolium and Salacia campestris

Monteverdia truncata

4 references

Quantitative determination for cytotoxic Friedo-nor-oleanane derivatives from five morphological types of Maytenus ilicifolia (Celastraceae) by reverse-phase high-performance liquid chromatography.

Triterpenes from Maytenus horrida

Antitumor Substtance from Higher Plants

Evaluation of antioxidant capacity and synergistic associations of quinonemethide triterpenes and phenolic substances from Maytenus ilicifolia (Celastraceae)

Monteverdia ilicifolia

4 references

Quantitative determination for cytotoxic Friedo-nor-oleanane derivatives from five morphological types of Maytenus ilicifolia (Celastraceae) by reverse-phase high-performance liquid chromatography.

Triterpenes from Maytenus horrida

Antitumor Substtance from Higher Plants

Evaluation of antioxidant capacity and synergistic associations of quinonemethide triterpenes and phenolic substances from Maytenus ilicifolia (Celastraceae)

Monteverdia catingarum

1 reference

A new antibiotic nortriterpene quinone methide from Maytenus catingarum

Gymnosporia senegalensis

1 reference

Isolation and characterization of pristimerin as the antiplasmodial and antileishmanial agent of Maytenus senegalensis (Lam.) Exell.

Maytenus

5 references

Cytotoxic aromatic triterpenes from Maytenus ilicifolia and Maytenus chuchuhuasca

Novel Stereoisomeric Triterpene Dimers, Xuxuarines Aαand Aβ, fromMaytenus chuchuhuasca

Structures of xuxuarines, stereoisomeric triterpene dimers from Maytenus chuchuhuasca

Nine Regioisomeric and Stereoisomeric Triterpene Dimers from Maytenus chuchuhuasca.

Isolation of tingenone and pristimerin from Maytenus chuchuhuasca

Pristimera indica

1 reference

A Sample-Centric and Knowledge-Driven Computational Framework for Natural Products Drug Discovery

Monteverdia spinosa

2 references

Structure and absolute configuration of triterpene dimers from Maytenus scutioides

Scutione, a new bioactive norquinonemethide triterpene from Maytenus scutioides (Celastraceae)

Reissantia indica

1 reference

A Sample-Centric and Knowledge-Driven Computational Framework for Natural Products Drug Discovery

Identifiers

InChI

InChI=1S/C30H40O4/c1-18-19-8-9-22-28(4,20(19)16-21(31)24(18)32)13-15-30(6)23-17-27(3,25(33)34-7)11-10-26(23,2)12-14-29(22,30)5/h8-9,16,23,32H,10-15,17H2,1-7H3/t23-,26-,27-,28+,29-,30+/m1/s1

1 reference

Pristimerin (English)

20 November 2016

2 references

Pristimerin (English)

20 November 2016

ChEBI release 2020-09-01

CAS Registry Number

1258-84-0

2 references

Global Substance Registration System

UNII

28ZK7PR57S

celastrol methyl ester (English)

20 November 2016

https://commonchemistry.cas.org/detail?cas_rn=1258-84-0

10 April 2021

1 reference

Pristimerin (English)

20 November 2016

2 references

Pristimerin (English)

20 November 2016

ChEBI ID

8416

mapping relation type

2 references

PRISTIMERIN (English)

20 November 2016

International Chemical Identifier

InChI

InChI=1S/C30H40O4/c1-18-19-8-9-22-28(4,20(19)16-21(31)24(18)32)13-15-30(6)23-17-27(3,25(33)34-7)11-10-26(23,2)12-14-29(22,30)5/h8-9,16,23,32H,10-15,17H2,1-7H3/t23-,26-,27-,28+,29-,30+/m1/s1

1 reference

PRISTIMERIN (English)

20 November 2016

2 references

inferred from InChIKey

splash10-0udi-0090100000-2d5938ddcd113a78bc50

1 reference

0 references

splash10-00di-0090200000-a4094650f21ee88b6adb

0 references

DSSTox substance ID

DTXSID5044027

1 reference

Mapping file of InChIStrings, InChIKeys and DTXSIDs for the EPA CompTox Dashboard

DSSTOX compound identifier

0 references

0 references

1 reference

Global Substance Registration System

Pristimerin (English)

5 October 2016

2 references

UNII

28ZK7PR57S

celastrol methyl ester (English)

20 November 2016

0 references

1 reference

Pristimerin (English)