(Q5697238)

Hederagenin (English)

(4aS,6aS,6aS,6bR,8aR,9S,10R,12aS,14bR)-10-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

7 October 2016

stereoisomer of

2 references

inferred from InChIKey

(4aS,6aR,6aS,6bR,8aR,9S,10S,12aR,14bR)-10-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

2 references

(4aS,6aR,6aS,6bR,8aR,9R,10R,12aR,14bR)-10-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

inferred from InChIKey

1 reference

1 reference

1 reference

1 reference

(4aR,6aR,6aS,6bR,8aR,9S,10R,12aR,14bR)-10-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

1 reference

(4aS,6aR,6aS,6bR,8aS,9R,10S,12aR,14bS)-10-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

1 reference

(4aS,6aS,6bR,8aR,9R,10R,12aR,12bR,14bS)-10-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid

1 reference

chemical formula

C₃₀H₄₈O₄

1 reference

Hederagenin (English)

7 October 2016

canonical SMILES

CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)CO)O)C)C)C2C1)C)C(=O)O)C

1 reference

Hederagenin (English)

7 October 2016

isomeric SMILES

C[C@]12CC[C@@H]([C@@]([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)C)C)(C)CO)O

1 reference

Peptides from blighia sapida seed

Hederagenin (English)

7 October 2016

3 references

Peptides from Blighia sapida seed

Chenopodium quinoa

1 reference

Gas chromatography-mass spectrometry of oleanane- and ursane-type triterpenes—application to Chenopodium quinoa triterpenes

Nigella sativa

2 references

Complete assignments of1H and13C NMR spectra of the pentacyclic triterpene hederagenin fromNigella sativa Linn

Triterpene saponins from seeds of the Chinese plant Nigella glandulifera

Anisomeles indica

2 references

Bioactive cembrane diterpenoids of Anisomeles indica

Bioactive cembrane diterpenoids of Anisomeles indica

Cephalaria transsylvanica

1 reference

Oleanolic acid and hederagenin from the stems of Cephalaria transsylvanica

Drypetes molunduana

3 references

Sesquiterpene lactone and friedelane derivative from drypetes molunduana

Sesquiterpene lactone and friedelane derivative from drypetes molunduana

Sesquiterpene lactone and friedelane derivative from drypetes molunduana

Stauntonia hexaphylla

3 references

A phenolic glycoside and triterpenoids from Stauntonia hexaphylla

A phenolic glycoside and triterpenoids from Stauntonia hexaphylla

A phenolic glycoside and triterpenoids from Stauntonia hexaphylla

Atractylis carduus

1 reference

Flavonoid glycosides and triterpenoids from Atractylis flava

Abrus precatorius

1 reference

A new sapogenol and other constituents in Abri Semen, the seeds of Abrus precatorius L. I.

Albizia schimperiana

1 reference

Triterpenes of Albizia versicolor and Albizia schimperana stem barks

Anemoclema glaucifolium

1 reference

Triterpenoid glycosides from Anemoclema glaucifolium

Aralia

1 reference

Sapogenins fromHedera pastuchovii

Baroniella acuminata

1 reference

Pregnane glycosides from Baseonema acuminatum

Bellis perennis

1 reference

English Daisy (Bellis perennis L.)

Caltha palustris

1 reference

Triterpene constituents of Caltha palustris

Campsis grandiflora

1 reference

Anti-platelet pentacyclic triterpenoids from leaves of Campsis grandiflora

Caryocar microcarpum

1 reference

Caryocar microcarpum: an Ant Repellent and Fish Poison of the Northwest Amazon

Cephalaria nachiczevanica

1 reference

Triterpene glycosides of Cephalaria kotschyi and C. nachiczevanica

Clematis chinensis

2 references

Triterpenoid saponins from Clematis chinensis

Triterpenoid saponins from Clematis chinensis

Cussonia holstii

1 reference

Antitrichomonas In Vitro Activity of Cussonia Holstii Engl

Dipsacus asper

2 references

Triterpenoids from the roots ofDipsacus asper

In vitro anticomplementary activity of hederagenin saponins isolated from roots of Dipsacus asper

Dipsacus inermis

2 references

Triterpenoids from the roots ofDipsacus asper

In vitro anticomplementary activity of hederagenin saponins isolated from roots of Dipsacus asper

Dipsacus azureus

3 references

Dipsacus laciniatus

1 reference

Triterpene glycosides of some representatives of the family Dipsacaceae

Drypetes inaequalis

2 references

Triterpenoids with antimicrobial activity from Drypetes inaequalis

Triterpenoids with antimicrobial activity from Drypetes inaequalis

Eucalyptus perriniana

1 reference

Triterpenoids from Eucalyptus perriniana cultured cells

Fagonia indica

1 reference

Hederagenin, Ursolic Acid, and Pinatol from Fagonia indica

Fatsia japonica

2 references

Triterpene glycosides ofFatsia japonica cultivated in Georgia

Antitumor agents, 162. Cell-based assays for identifying novel DNA topoisomerase inhibitors: studies on the constituents of Fatsia japonica.

Galeopsis angustifolia

1 reference

Rearranged labdane diterpenoids from Galeopsis angustifolia

Gardenia ternifolia

1 reference

Triterpenoids of Gardenia jovis-tonantis

Guettarda angelica

1 reference

Triterpenoids from guettarda angelica

Hedera colchica

1 reference

A study of the saponins ofHedera colchica

Hedera helix

5 references

Triterpene glycosides ofHedera canariensis. V. Structure of glycosides from canary ivy stems

In vitro antispasmodic compounds of the dry extract obtained from Hedera helix

Saponins of the ivy plant, Hedera helix, and their leishmanicidic activity

Phytochemische Untersuchungen in der Familie der Araliaceae. I. Saponinartige Glykoside aus den Blättern von Polyscias nodosa und Hedera helix.

Alpha-hederin, but not hederacoside C and hederagenin from Hedera helix, affects the binding behavior, dynamics, and regulation of beta 2-adrenergic receptors

Hedera taurica

1 reference

Triterpene glycosides ofHedera canariensis. V. Structure of glycosides from canary ivy stems

Hedyotis lawsoniae

1 reference

Studies on the constituents of medicinal and related plants in sri lanka. I. New triterpenes from Hedyotis lawsoniae.

Hydrocotyle ranunculoides

1 reference

Polyoxygenated oleanane triterpenes from hydrocotyle ranunculoides

Kalopanax septemlobus

3 references

A potent anti-diabetic agent from Kalopanax pictus

Anti-inflammatory triterpenoid saponins from the stem bark of Kalopanax pictus

Essential moiety for antimutagenic and cytotoxic activity of hederagenin monodesmosides and bisdesmosides isolated from the stem bark of Kalopanax pictus

Lantana camara

1 reference

ChemInform Abstract: Minor Constituents of Lantana camara.

Medicago lupulina

1 reference

Studies on Medicago lupulina saponins. 6. Some chemical characteristics and biological activity of root saponins

Medicago sativa

1 reference

Reinvestigation of the sapogenins and prosapogenins from alfalfa (Medicago sativa)

Mimusops elengi

1 reference

Constituents of leaves, heartwood and root of Mimusops elengi

Morus alba

1 reference

Studies on the constituents of the leaves of Morus alba L.

Mosla chinensis

2 references

New Triterpenoids ofPholidota chinensis

Triterpenoids from Pulsatilla chinensis

Chinese peony

3 references

Triterpenoids from callus tissue cultures of Paeonia species

Triterpenoids and flavonoids from Paeonia lactiflora

Triterpenoids and flavonoids from Paeonia lactiflora

Phytolacca dodecandra

6 references

Triterpene aglycones from various Phytolacca dodecandra populations

Two pentacyclic triterpenes from Phytolacca dodecandra roots

New aspects on the chemotaxonomy of Phytolacca dodecandra with regard to the isolation of phytolaccagenin, phytolaccagenic acid and their glycosides

Phytolaccagenin and Phytolaccagenic Acid from Berries, Roots, Leaves, and Calli ofPhytolacca dodecandra

New aspects on the chemotaxonomy of Phytolacca dodecandra with regard to the isolation of phytolaccagenin, phytolaccagenic acid and their glycosides

Two pentacyclic triterpenes from Phytolacca dodecandra roots

Polyscias fulva

1 reference

Constituents isolated from Polyscias fulva

Pometia eximia

3 references

Hederagenin glycosides from Pometia eximia

Molluscicidal Saponins fromPometia Eximia

Hederagenin glycosides from Pometia eximia

Rhabdodendron amazonicum

2 references

Rhabdodendron macrophyllum

3 references

Ellagic acid derivatives from Rhabdodendron macrophyllum

Rosa laevigata

2 references

Steroids and triterpenoids from Rosa laevigata

Steroids and triterpenoids from Rosa laevigata

Rubia cordifolia

1 reference

Triterpenes from Rubia cordifolia L

Salvia sclareoides

1 reference

A new lupene triterpenetriol and anticholinesterase activity of Salvia sclareoides.

Sapindus emarginatus

1 reference

Acetylated triterpene saponins from the Thai medicinal plant, Sapindus emarginatus

Lomelosia olivieri

1 reference

Triterpene glycosides of some representatives of the family Dipsacaceae

Schefflera rhododendrifolia

1 reference

Triterpenoid saponins from plants of araliaceae

Serjania salzmanniana

1 reference

Flavonoid constituents of Sideritis caesarea

Serjania triquetra

1 reference

Isolation and relay synthesis of 11α-hydroperoxy diacetyl hederagenin, a novel triterpenoid derivative from Serjania triquetra (Sapindaceae). Biogenetic implications.

Stauntonia chinensis

1 reference

Bidesmoside triterpenoid glycosides from Stauntonia chinensis and relationship to anti-inflammation

Zygophyllum obliquum

1 reference

Triterpene glycosides ofZygophyllum obliquum I. Aglycones

Paeonia rockii

2 references

Triterpenoid constituents from the roots of Paeonia rockii ssp. rockii.

Triterpenoid constituents from the roots of Paeonia rockii ssp. rockii.

Akebia quinata

1 reference

Structure-activity relationship of oleanane disaccharides isolated from Akebia quinata versus cytotoxicity against cancer cells and NO inhibition

Neolamarckia cadamba

2 references

Two new triterpenoid glycosides from the leaves of Anthocephalus chinensis

Two new steroidal saponins from Neolamarckia cadamba

Neonauclea purpurea

2 references

Two new triterpenoid glycosides from the leaves of Anthocephalus chinensis

Two new steroidal saponins from Neolamarckia cadamba

Caulophyllum thalictroides

1 reference

XXIII.—The constituents of the rhizome and roots of Caulophyllum thalictroides

Cephalaria paphlagonica

1 reference

Structural elucidations and spectral assigments of two novel triterpene glycosides from Cephalaria paphlagonica

Clematis vitalba

1 reference

CLXXIII.—The constituents of Clematis vitalba

Cydonia oblonga

1 reference

Antioxidant and antiproliferative activities of phytochemicals from Quince (Cydonia vulgaris) peels

Cydonia vulgaris

1 reference

Antioxidant and antiproliferative activities of phytochemicals from Quince (Cydonia vulgaris) peels

Elattostachys apetala

1 reference

Triterpenoid saponins from the stem bark of Elattostachys apetala

Stauntonia angustifolia

1 reference

Über ein neues Vorkommen von Hederagenin in Holboellia latifoliaWall

Medicago polymorpha

1 reference

Isolation of a saponin, hederin, and its sapogenin, hederagenin, from bur clover (Medicago hispida)

Morinda citrifolia

1 reference

New constituents from the leaves of Morinda citrifolia.

Nephelium lappaceum

1 reference

A new hederagenin glycoside from Nephelium lappaceum

Phyllanthus polyphyllus

1 reference

Bioactive constituents of the leaves of Phyllanthus polyphyllus var. siamensis

Pulsatilla cernua

1 reference

A new triterpenoid saponin from Pulsatilla cernua.

Salvia palaestina

1 reference

Secondary metabolites from the aerial parts of Salvia palaestina Bentham.

Sapindus saponaria

1 reference

Chemisch-pharmakognostische Untersuchung der Früchte von Sapindus Rarak DC

Spinacia oleracea

1 reference

Über Triterpene, XXVIII1) Über die Saponine des Spinats (Spinacia oleracea L.)

Stachyurus himalaicus

1 reference

Triterpenes from Stachyurus himalaicus var. himalaicus Hook. f. et Thoms. ex Benth

Stauntonia obovatifoliola

1 reference

Anti-HIV-1 protease triterpenoids from Stauntonia obovatifoliola Hayata subsp. intermedia

Viburnum chingii

1 reference

Triterpenoids and diterpenoids from Viburnum chingii

Viburnum erubescens

1 reference

Hederagenic acid and other constituents of Viburnum erubescens

Wikstroemia hainanensis

1 reference

Lignans fromWikstroemia hainanensis

Limnophila geoffrayi

2 references

Limnophilaspiroketone, A Highly Oxygenated Phenolic Derivative from Limnophila geoffrayi

Limnophilaspiroketone, A Highly Oxygenated Phenolic Derivative from Limnophila geoffrayi

Phyllanthus lawii

1 reference

Bioactive constituents of the leaves of Phyllanthus polyphyllus var. siamensis

Sapindus trifoliatus

1 reference

Acetylated triterpene saponins from the Thai medicinal plant, Sapindus emarginatus

Pometia pinnata

2 references

Hederagenin glycosides from Pometia eximia

Molluscicidal Saponins fromPometia Eximia

Stauntonia latifolia

1 reference

Über ein neues Vorkommen von Hederagenin in Holboellia latifoliaWall

Acer pictum

3 references

A potent anti-diabetic agent from Kalopanax pictus

Anti-inflammatory triterpenoid saponins from the stem bark of Kalopanax pictus

Essential moiety for antimutagenic and cytotoxic activity of hederagenin monodesmosides and bisdesmosides isolated from the stem bark of Kalopanax pictus

Macropanax dispermus

1 reference

Triterpenoid saponins from plants of araliaceae

Dipsacus dipsacoides

2 references

Beta vulgaris

1 reference

Characterisation and identification of triterpene saponins in the roots of red beets (Beta vulgaris L.) using two HPLC-MS systems

Syzygium sandwicense

1 reference

Constituents of Eugenia sandwicensis with potential cancer chemopreventive activity.

Identifiers

InChI

InChI=1S/C30H48O4/c1-25(2)13-15-30(24(33)34)16-14-28(5)19(20(30)17-25)7-8-22-26(3)11-10-23(32)27(4,18-31)21(26)9-12-29(22,28)6/h7,20-23,31-32H,8-18H2,1-6H3,(H,33,34)/t20-,21+,22+,23-,26-,27-,28+,29+,30-/m0/s1

1 reference

Hederagenin (English)

7 October 2016

2 references

Hederagenin (English)

7 October 2016

ChEBI release 2020-09-01

2 references

hederagenin (English)

7 October 2016

https://commonchemistry.cas.org/detail?cas_rn=465-99-6

9 April 2021

1 reference

Hederagenin (English)

7 October 2016

2 references

Hederagenin (English)

7 October 2016

Reaxys registry number

2711855

1 reference

hederagenin (English)

7 October 2016

ChEBI ID

69579

mapping relation type

2 references

hederagenin (English)

7 October 2016

International Chemical Identifier

InChI

InChI=1S/C30H48O4/c1-25(2)13-15-30(24(33)34)16-14-28(5)19(20(30)17-25)7-8-22-26(3)11-10-23(32)27(4,18-31)21(26)9-12-29(22,28)6/h7,20-23,31-32H,8-18H2,1-6H3,(H,33,34)/t20-,21+,22+,23-,26-,27-,28+,29+,30-/m0/s1

1 reference

HEDERAGENIN (English)

7 October 2016

2 references

inferred from InChIKey

MSBNK-Univ_Toyama-TY000138

1 reference

MassBank accession ID

0 references

MSBNK-BS-BS003239

0 references

MSBNK-BS-BS003240

0 references

SPLASH

splash10-0006-0009400000-460d79d263f411f7aafe

0 references

splash10-0006-0009500000-19d3ec5183fcf09d94f6

0 references

splash10-006x-0008900000-23fff3ffb11aff944dd4

0 references

splash10-0lxy-0024900000-8f0dd55c11b58b9ce4ae

0 references

splash10-00di-0000900000-7c3f336e3c13e550dc6c

0 references

splash10-00di-0000900002-91cef3331c8f57f19bb1

0 references

DSSTox substance ID

DTXSID301029412

1 reference

Global Substance Registration System

0 references

1 reference

UNII

RQF57J8212

HEDERAGENIN (English)

ECHA Substance Infocard ID

7 October 2016

100.006.701

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.006.701

27 December 2018

(3β,4α)-3,23-dihydroxyolean-12-en-28-oic acid (English)

quotation

CAS no.: 465-99-6 (English)

UNII

RQF57J8212

2 references

Global Substance Registration System

UNII

RQF57J8212

HEDERAGENIN (English)

7 October 2016