(Q27154914)

(4aS,6aS,6aS,6bR,8aR,12aR,14aS,14bS)-4,4a,6a,6b,8a,11,11,14a-octamethyl-1,2,3,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-hexadecahydropicen-3-ol

inferred from SMILES

1 reference

inferred from SMILES

mass

428.401816±0 dalton

1 reference

Epi-Friedelanol (English)

(3S,4R,4aS,6aS,6aS,6bR,8aS,12aR,14aS,14bS)-4,4a,6a,6b,8a,11,11,14a-octamethyl-1,2,3,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-hexadecahydropicen-3-ol

9 October 2016

stereoisomer of

2 references

inferred from InChIKey

(3S,4R,4aR,6aS,6aS,6bR,8aR,12aS,14aR,14bR)-4,4a,6a,6b,8a,11,11,14a-octamethyl-1,2,3,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-hexadecahydropicen-3-ol

2 references

inferred from InChIKey

(3S,4R,4aS,6aS,6aR,6bR,8aR,12aR,14aS,14bR)-4,4a,6a,6b,8a,11,11,14a-octamethyl-1,2,3,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-hexadecahydropicen-3-ol

1 reference

(3R,4R,4aS,6aS,6aS,6bR,8aR,12aR,14aS,14bR)-4,4a,6a,6b,8a,11,11,14a-octamethyl-1,2,3,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-hexadecahydropicen-3-ol

1 reference

(3R,4R,4aS,6aR,6aS,6bS,8aR,12aS,14aS,14bS)-4,4a,6a,6b,8a,11,11,14a-octamethyl-1,2,3,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-hexadecahydropicen-3-ol

1 reference

(3R,4R,4aS,6aS,6aR,6bR,8aR,12aR,14aS,14bR)-4,4a,6a,6b,8a,11,11,14a-octamethyl-1,2,3,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-hexadecahydropicen-3-ol

1 reference

(3R,4R,4aR,6aS,6aS,6bR,8aR,12aR,14aR,14bS)-4,4a,6a,6b,8a,11,11,14a-octamethyl-1,2,3,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-hexadecahydropicen-3-ol

1 reference

(3R,4R,4aS,6aS,6bR,8aR,12aR,12bS,14aS,14bS)-4,4a,6b,8a,11,11,12b,14a-octamethyl-hexadecahydropicen-3-ol

1 reference

(3S,4R,4aS,6aS,6aS,6bR,8aR,12aS,14aS,14bS)-4,4a,6a,6b,8a,11,11,14a-octamethyl-1,2,3,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-hexadecahydropicen-3-ol

1 reference

chemical formula

C₃₀H₅₂O

1 reference

Epi-Friedelanol (English)

9 October 2016

canonical SMILES

CC1C(CCC2C1(CCC3C2(CCC4(C3(CCC5(C4CC(CC5)(C)C)C)C)C)C)C)O

1 reference

Epi-Friedelanol (English)

9 October 2016

isomeric SMILES

C[C@H]1[C@H](CC[C@@H]2[C@@]1(CC[C@H]3[C@]2(CC[C@@]4([C@@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C)C)C)C)C)O

1 reference

Triterpenoids from Rhododendron caucasicum and Rh. ledebourii gas-liquid chromatography of rhododendron extracts

Epi-Friedelanol (English)

9 October 2016

1 reference

Pentaclethra eetveldeana

1 reference

Triterpenes and 1-(ω-hydroxyceratyl)glycerols from Pentaclethra eetveldeana root bark

Plenckia populnea

1 reference

Complete assignment of the1H and13C NMR spectra of a new polyester sesquiterpene fromAustroplenckia populnea

Monteverdia truncata

1 reference

Two epimeric friedelane triterpenes isolated fromMaytenus truncata Reiss:1H and13C chemical shift assignments

Taiwanofungus camphoratus

2 references

Anti-inflammatory benzenoids from Antrodia camphorata.

Anti-inflammatory benzenoids from Antrodia camphorata.

Ardisia japonica

2 references

A dimeric lactone from Ardisia japonica with inhibitory activity for HIV-1 and HIV-2 ribonuclease H

A dimeric lactone from Ardisia japonica with inhibitory activity for HIV-1 and HIV-2 ribonuclease H

Argyreia nervosa

1 reference

Constituents of the leaves of Argyreia speciosa

Argyreia speciosa

1 reference

Constituents of the leaves of Argyreia speciosa

Glochidion puberum

1 reference

Triterpenoids from Glochidion macrophyllum and G. puberum

Phyllanthus puberus

1 reference

Triterpenoids from Glochidion macrophyllum and G. puberum

Duhaldea cappa

3 references

Cytotoxic germacranolide sesquiterpene from Inula cappa

Chemical constituents from Inula cappa

Cytotoxic germacranolide sesquiterpene from Inula cappa

Ulmus pumila

2 references

New triterpenoids isolated from the root bark of Ulmus pumila L

New triterpenoids isolated from the root bark of Ulmus pumila L

Alchornea latifolia

1 reference

A phytochemical investigation of Alchornea latifolia

Anchietea pyrifolia

1 reference

Triterpenoids from Schisandra rubriflora

Anchietea salutaris

1 reference

Triterpenoids from Schisandra rubriflora

Aster himalaicus

1 reference

Chemical Constituents of Some Medicinal Plants of Pakistan

Aster tataricus

3 references

Oligopeptides from Aster tataricus

Studies on the constituents of Aster tataricus L. f. I. Structures of shionosides A and B, monoterpene glycosides isolated from the root.

Astertarone A: A Triterpenoid Ketone Isolated from the Roots of Aster tataricus L.

Atalantia wightii

1 reference

Chemical investigation of Indian fruits

Baccharis hutchisonii

1 reference

Clerodane and labdane diterpenoids from Baccharis species

Baccharis obtusifolia

1 reference

ent-clerodanes and other constituents from bolivian Baccharis species

Baccharis patagonica

1 reference

15α-Hydroxy-β-Amyrin and Patagonic Acid from Baccharis magellanica and Baccharis patagonica

Baccharis tricuneata

1 reference

Ent-Labdanes from Baccharis Sternbergiana

Begonia malabarica

1 reference

Phytochemical and antimicrobial studies of Begonia malabarica

Caesalpinia minax

1 reference

Molecular structures and antiviral activities of naturally occurring and modified cassane furanoditerpenoids and friedelane triterpenoids from Caesalpinia minax

Calea prunifolia

1 reference

A New Type of Sesquiterpene and Acorane Derivative from Calea prunifolia

Chrysoma pauciflosculosa

2 references

Polyacetylenes from Chrysoma pauciflosculosa: Effects on florida sandhill species

Polyacetylenes from Chrysoma pauciflosculosa: Effects on florida sandhill species

Cissus quadrangularis

1 reference

Lipid constituents of Cissus quadrangularis

Combretum imberbe

1 reference

The structure of imberbic acid, A 1α-hydroxy pentacyclic triterpenoid from Combretum imberbe

Cuphea carthagenensis

2 references

Chemical Components of Cuphea Species. Carthagenol: A New Triterpene from C. carthagenensis

Chemical Components of Cuphea Species. Carthagenol: A New Triterpene from C. carthagenensis

Cuphea epilobiifolia

1 reference

Chemical Components of Cuphea Species. Carthagenol: A New Triterpene from C. carthagenensis

Elaeocarpus chelonimorphus

1 reference

Triterpenes from the fruit of Elaeocarpus chelonimorphus

Elephantopus mollis

5 references

A new sesquiterpene lactone from Elephantopus mollis

Further Sesquiterpene Lactones fromElephantopus mollisandCentratherum punctatum

New sesquiterpene lactones from Elephantopus mollis and their leishmanicidal activities

Cytotoxic triterpene and sesquiterpene lactones from Elephantopus mollis and induction of apoptosis in neuroblastoma cells

Antitumor agents XXXVIII: Isolation and structural elucidation of novel germacranolides and triterpenes from Elephantopus mollis

Euphorbia boetica

1 reference

Triterpenoids from Euphorbia maculata

Dendropanax trifidus

1 reference

Constituents of the leaves of Macaranga tanarius

Aster koraiensis

2 references

Gymnasterkoreayne G, a new inhibitory polyacetylene against NFAT transcription factor from Gymnaster koraiensis.

Gymnasterkoreayne G, a new inhibitory polyacetylene against NFAT transcription factor from Gymnaster koraiensis.

Heliotropium ellipticum

2 references

Antimicrobial activity of triterpenoids from Heliotropium ellipticum

Antimicrobial activity of triterpenoids from Heliotropium ellipticum

Inula britannica

1 reference

Triterpene fatty acid esters and flavonoids from Inula britannica

Barbados nut

1 reference

A New Tetracyclic Diterpene from Jatropha curcas

Leucosyke quadrinervia

1 reference

A bis-styryl ether from Leucosyke quadrinervia

Mallotus apelta

1 reference

Pentacyclic triterpenoids from Mallotus apelta

Perymenium hintonii

2 references

Acyclic diterpenes from Croton kerrii

Acyclic diterpenes from perymenium HINTONIIfn1fn1Contribution No. 1653 of Instituto de Quimica, UNAM.

Phyllanthus watsonii

1 reference

26-Nor-D:A-friedooleanane triterpenes from Phyllanthus watsonii

Pourouma guianensis

1 reference

Antileishmanial activity of isolated triterpenoids from Pourouma guianensis.

Arnicratea grahamii

2 references

A triterpenoid from Pristimera grahamii

A friedelane triol from the roots of Pristimera grahamii

Pyrus pyrifolia

2 references

Lupeol esters from the twig bark of Japanese pear (Pyrus serotina Rehd.) cv. Shinko

Lupeol esters from the twig bark of Japanese pear (Pyrus serotina Rehd.) cv. Shinko

Rhodobryum roseum

1 reference

Studies on chemical constituents of Rabdosia serra

Rhododendron anthopogon

1 reference

Triterpenoids from Rhododendron hainanense

Rhododendron caucasicum

1 reference

Triterpenoids from Rhododendron caucasicum and Rh. ledebourii gas-liquid chromatography of rhododendron extracts

alpenrose

1 reference

Triterpenoids from Rhododendron kamtschaticum and Rh. ferrugineum

Sideritis soluta

2 references

A chemotaxonomic study of nine Canarian Sideritis species

A chemotaxonomic study of nine Canarian Sideritis species

Suregada lanceolata

2 references

Antibacterial potential from Indian Suregada angustifolia

Antibacterial and Phytochemical Studies on the Stem ofSuregada angustifolia. from Peninsular India

Swertia corymbosa

1 reference

Antimicrobial and phytochemical studies of Swertia corymbosa

Tanacetum albipannosum

1 reference

Glaucolide-like sesquiterpene lactones from Tanacetum albipannosum

Tanacetum densum

1 reference

Sesquiterpene lactones with antibacterial activity fromTanacetum densum subsp.sivasicum

Tanacetum heterotomum

1 reference

A sesquiterpene-coumarin ether and an acetylenic compound from Tanacetum heterotomum

Vaccinium bracteatum

1 reference

Studies on the Constituents of the Leaves of Vaccinium bracteatum THUNB. I

Vismia micrantha

1 reference

Constituents of Bridelia micrantha

Vitex peduncularis

1 reference

Triterpenoids and Flavonoids of Vitex peduncularis

Celastrus vulcanicola

2 references

Friedelane triterpenes from Celastrus vulcanicola as photosynthetic inhibitors

Friedelane triterpenes from Celastrus vulcanicola as photosynthetic inhibitors

Acritopappus heterolepis

1 reference

Diterpenes and tetranorditerpenes from Acritopappus species

Ageratum houstonianum

1 reference

Triterpenoid and steroid constituents of some lactuca and ageratum species of Hong Kong

Artemisia annua

1 reference

Cytotoxic terpenoids and flavonoids from Artemisia annua

Aster baccharoides

1 reference

Triterpenoid and steroid constituents of aster baccharoides

Bridelia ferruginea

1 reference

Terpenoids and flavonoids of Bridelia ferruginea

Calophyllum calaba

1 reference

Terpenoid and biflavonoid constituents of Calophyllum calaba and Garcinia spicata from Sri Lanka

Alexandrian laurel

1 reference

Triterpenoids from Calophyllum inophyllum and their growth inhibitory effects on human leukemia HL-60 cells

Calophyllum tomentosum

1 reference

Xanthones and triterpenes of Calophyllum tomentosum

Castanopsis eyrei

1 reference

3β,22-Dihydroxyhopane and other constituents from the leaves of Castanopsis eyrei Tutch. of Hong Kong

Clerodendrum formicarum

1 reference

Terpenoids from Clerodendrum formicarum Gürke (Lamiaceae) of Cameroon

Clusia nemorosa

1 reference

Alkyl chromone and other compounds from Clusia nemorosa

Erigeron canadensis

1 reference

A new derivative of triterpene with anti-melanoma B16 activity from Conyza canadensis

Cratoxylum arborescens

1 reference

Anti-HIV-1 constituents from leaves and twigs of Cratoxylum arborescens

Delia coronariae

1 reference

Trypanosomicidal kaurane diterpenes from Wedelia paludosa

Desmodium incanum

1 reference

Uncommon 5-Methoxyisoflavans fromDesmodium canum

Drypetes gossweileri

1 reference

Phenolic constituents from Drypetes armoracia

Drypetes tessmanniana

1 reference

New triterpenoids from the stem barks of Drypetes tessmanniana

Elaeodendron glaucum

2 references

Elaeodendrol and elaeodendradiol, new nor-triterpenes from Elaeodendron glaucum

D:A-Friedooleananes From Elaeodendron glaucum

Elephantopus scaber

1 reference

Constituents of Elephantopus scaber (compositae)

Eremanthus bicolor

1 reference

Sesquiterpene lactones from Eremanthus species

Paralychnophora bicolor

1 reference

Sesquiterpene lactones from Eremanthus species

Syzygium grande

1 reference

Triterpenoids from Eugenia grandis: structure elucidation by NMR spectroscopy

Euonymus lucidus

1 reference

Chemical Constituents of Gymnosporia montana Euonymus pendulus

Euphorbia antiquorum

1 reference

A diterpene from Euphorbia antiquorum

Euphorbia sapinii

1 reference

Terpenoids constituents of Euphorbia sapinii

Dimocarpus longan

1 reference

Chemical investigation on the leaves of Euphoria longana

Garcinia spicata

1 reference

Terpenoid and biflavonoid constituents of Calophyllum calaba and Garcinia spicata from Sri Lanka

Phyllanthus lanceolarius

1 reference

The occurrence of triterpenoids and steroids in three Glochidion species

Gynura japonica

1 reference

Cerebrosides from the Rhizomes ofGynura Japonica

Hololepis pedunculata

1 reference

Constituents of Hololepis pedunculata leaves and their trypanocidal activity

Holoptelea integrifolia

1 reference

CONSTITUENTS OFHOLOPTELEA INTEGRIFOLIALEAVES AND BARK

Macaranga tanarius

1 reference

Terpenoids and steroids from Macaranga tanarius

Mallotus pallidus

1 reference

A New Phloroglucinol Dimer from Mallotus pallidus

Mangifera indica

2 references

29-hydroxymangiferonic acid from Mangifera indica

Triterpenoids from Mangifera indicafn1fn1Part iii in the series Triterpenoids from Mangifera indica. For part ii see Anjaneyulu et al., 1989.

Monteverdia tetragona

1 reference

Chemical constituents from branches of Maytenus gonoclada (Celastraceae) and evaluation of antimicrobial activity

Monteverdia macrocarpa

1 reference

Sesquiterpene polyol esters from the leaves of maytenus macrocarpa

Monteverdia rigida

1 reference

Effects of triterpene derivatives from Maytenus rigida on VEGF-induced Kaposi's sarcoma cell proliferation.

Maytenus salicifolia

1 reference

Structural determination of 3beta-stearyloxy-urs-12-ene from Maytenus salicifolia by 1D and 2D NMR and quantitative 13C NMR spectroscopy

Ocotea heterochroma

1 reference

A bicyclo[3.2.1]octanoid neolignan and toxicity of the ethanol extract from the fruit of Ocotea heterochroma

Olearia paniculata

1 reference

Extractives from the bark of Olearia paniculata

Oreocnide frutescens

1 reference

A new natural azulene-type pigment from Oreocnide frutescens

Pachysandra terminalis

1 reference

Structures of pachysandiol-B and pachysonol, new triterpenes from pachysandra terminalis sieb. et zucc. (I)

Phyllanthus reticulatus

1 reference

A new compound, 21α-hydroxyfriedel-4(23)-en-3-one and other triterpenoids from Phyllanthus reticulatus☆

Pleurostylia opposita

1 reference

Triterpenes from the leaves of Pleurostylia opposita

Psorospermum glaberrimum

1 reference

Anti-plasmodial and cholinesterase inhibiting activities of some constituents of Psorospermum glaberrimum

Putranjiva roxburghii

1 reference

Chemical investigations on putranjiva roxburghii

Quercus glauca

1 reference

Constituents of two Quercus species of Hong Kong

Quercus myrsinaefolia

1 reference

An examination of three quercus species of Hong Kong

Rhododendron formosanum

1 reference

Two isomeric epoxysitosterols from Rhododendron formosanum: 1H and 13C NMR chemical shift assignments

Santolina oblongifolia

1 reference

Tetracyclic triterpenes and nerolidol derivatives from Santolina oblongifolia

Eugenia uniflora

1 reference

NEUE INHALTSSTOFFE AUS STENOCALYX MICHELII

Stevia lucida

1 reference

Longipinene diesters from Stevia lucida

Vernonanthura discolor

1 reference

Cadinanolides and other constituents from Vernonia fruticulosa and Vernonanthura discolor

Gonzalezia decurrens

1 reference

Bioactive oleanolic acid saponins and other constituents from the roots of Viguiera decurrens.

Viguiera decurrens

1 reference

Bioactive oleanolic acid saponins and other constituents from the roots of Viguiera decurrens.

Aspilia paludosa

1 reference

Trypanosomicidal kaurane diterpenes from Wedelia paludosa

Sphagneticola trilobata

2 references

Trypanosomicidal kaurane diterpenes from Wedelia paludosa

ent-Kaurane Diterpenes and Further Constituents from Wedelia trilobata

Wedelia triloba

1 reference

ent-Kaurane Diterpenes and Further Constituents from Wedelia trilobata

Xylosma longifolia

1 reference

Chemical constituents from Xylosma longifolia and their anti-tubercular activity

Maytenus canariensis

2 references

Triterpenes from Maytenus canariensis and synthesis of a derivative from betulin

β-Agarofurane sesquiterpene esters from Maytenus canariensis

Drynaria quercifolia

1 reference

Phytochemical and antimicrobial studies on Drynaria quercifolia

Ulmus davidiana

1 reference

Inhibition of DNA topoisomerases I and II and cytotoxicity of compounds from Ulmus davidiana var. japonica

Celastrus vulcanicolus

1 reference

Friedelane triterpenes from Celastrus vulcanicola as photosynthetic inhibitors

Myrovernix scaber

1 reference

Constituents of Elephantopus scaber (compositae)

Polygonum plebeium

1 reference

Chemical study of the flowers of Polygonum plebejum

Tripetaleia paniculata

1 reference

Studies on the Constituents of Tripetaleia paniculata SIEB. et ZUCC. V. On the Constituents of the Flowers and of the Wood.(3)

Cannabis sativa

2 references

Constituents of Cannabis sativa L. XVII. A review of the natural constituents

Constituents of Cannabis Sativa

Bistorta officinalis

1 reference

Cycloartane type triterpenoids from the rhizomes of Polygonum bistorta

Persicaria amphibia

1 reference

Cycloartane type triterpenoids from the rhizomes of Polygonum bistorta

Conyza canadensis

1 reference

A new derivative of triterpene with anti-melanoma B16 activity from Conyza canadensis

Calea jamaicensis

1 reference

A New Type of Sesquiterpene and Acorane Derivative from Calea prunifolia

Elliottia paniculata

1 reference

Studies on the Constituents of Tripetaleia paniculata SIEB. et ZUCC. V. On the Constituents of the Flowers and of the Wood.(3)

Cuphea appendiculata

1 reference

Chemical Components of Cuphea Species. Carthagenol: A New Triterpene from C. carthagenensis

Monteverdia aquifolium

1 reference

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

Identifiers

InChI

InChI=1S/C30H52O/c1-20-21(31)9-10-22-27(20,5)12-11-23-28(22,6)16-18-30(8)24-19-25(2,3)13-14-26(24,4)15-17-29(23,30)7/h20-24,31H,9-19H2,1-8H3/t20-,21-,22+,23-,24+,26+,27+,28-,29+,30-/m0/s1

1 reference

Epi-Friedelanol (English)

9 October 2016

2 references

Epi-Friedelanol (English)

9 October 2016

ChEBI release 2020-09-01

2 references

epi-Friedelanol (English)

9 October 2016

https://commonchemistry.cas.org/detail?cas_rn=16844-71-6

8 April 2021

1 reference

epi-Friedelanol (English)

9 October 2016

2 references

Epi-Friedelanol (English)

matched by identifier from

9 October 2016

ChEBI ID

80941

mapping relation type

2 references

epi-Friedelanol (English)

matched by identifier from

9 October 2016

International Chemical Identifier

InChI

InChI=1S/C30H52O/c1-20-21(31)9-10-22-27(20,5)12-11-23-28(22,6)16-18-30(8)24-19-25(2,3)13-14-26(24,4)15-17-29(23,30)7/h20-24,31H,9-19H2,1-8H3/t20-,21-,22+,23-,24+,26+,27+,28-,29+,30-/m0/s1

1 reference

matched by identifier from

EPIFRIEDELINOL (English)

9 October 2016

1 reference

1 reference

DSSTOX compound identifier

0 references

0 references

0 references

1 reference

epi-Friedelanol (English)