lanosterol (Q414996)

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chemical compound

(3β)-lanosta-8,24-dien-3-ol
(3β,20R)-lanosta-8,24-dien-3-ol
lanosterin
(3beta,5alpha)-4,4,14-trimethylcholesta-8,24-dien-3-ol
(3beta)-lanosta-8,24-dien-3-ol
(2S,5S,7R,11R,14R,15R)-2,6,6,11,15-pentamethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol
(3 beta)-lanosta-8,24-dien-3-ol
(3beta,5alpha)-4,4,14-trimethyl-cholesta-8,24-dien-3-ol
(3alpha)-4,4,14-trimethyl-cholesta-8,24-dien-3-ol
lanosta-8,24-dienol
lanosta-8,24-dien-3beta-ol
lanosta-8,24-dien-3-ol

Language	Label	Description	Also known as
English	lanosterol	chemical compound	(3β)-lanosta-8,24-dien-3-ol (3β,20R)-lanosta-8,24-dien-3-ol lanosterin (3beta,5alpha)-4,4,14-trimethylcholesta-8,24-dien-3-ol (3beta)-lanosta-8,24-dien-3-ol (2S,5S,7R,11R,14R,15R)-2,6,6,11,15-pentamethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol (3 beta)-lanosta-8,24-dien-3-ol (3beta,5alpha)-4,4,14-trimethyl-cholesta-8,24-dien-3-ol (3alpha)-4,4,14-trimethyl-cholesta-8,24-dien-3-ol lanosta-8,24-dienol lanosta-8,24-dien-3beta-ol lanosta-8,24-dien-3-ol

Statements

type of chemical entity

0 references

0 references

(3S,10S,17R)-4,4,10,13,14-pentamethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol

1 reference

based on heuristic

inferred from SMILES

lanosterol synthase activity

1 reference

Gene Ontology release 2020-05-02

Rhea release 113

chemical structure

Lanosterin.svg
441 × 230; 14 KB

1 reference

imported from Wikimedia project

German Wikipedia

image of molecular model or crystal lattice model

Lanosterol molecule ball.png
2,000 × 1,169; 442 KB

ball-and-stick model

0 references

426.386 dalton

1 reference

language of work or name

lanosterol (English)

19 October 2016

stereoisomer of

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

(3S,5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-17-[(2S)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol

1 reference

based on heuristic

inferred from InChI

(3S,5R,10S,13S,14S,17R)-4,4,10,13,14-pentamethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol

1 reference

based on heuristic

inferred from InChI

(3R,5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-17-[(2S)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol

1 reference

based on heuristic

inferred from InChI

(3S,5S,10S,13S,14S,17S)-4,4,10,13,14-pentamethyl-17-[(2S)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol

1 reference

based on heuristic

inferred from InChI

(3R,5R,10S,13S,14R,17R)-4,4,10,13,14-pentamethyl-17-[(2S)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol

1 reference

based on heuristic

inferred from InChI

1 reference

based on heuristic

inferred from InChI

chemical formula

C₃₀H₅₀O

1 reference

language of work or name

lanosterol (English)

20 November 2016

canonical SMILES

CC(CCC=C(C)C)C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)O)C)C)C

1 reference

language of work or name

lanosterol (English)

20 November 2016

isomeric SMILES

C[C@H](CCC=C(C)C)[C@H]1CC[C@@]2([C@@]1(CCC3=C2CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)C)C

1 reference

language of work or name

lanosterol (English)

20 November 2016

2 references

Recon 2.2: from reconstruction to model of human metabolism

A community-driven global reconstruction of human metabolism.

Wolfiporia cocos

1 reference

Inhibitory Effect of Poria cocos on 12-O-Tetradecanoylphorbol-13-Acetate-Induced Ear Oedema and Tumour Promotion in Mouse Skin

Camellia sinensis

1 reference

Characterization of triterpene alcohols of seed oils from some species of theaceae, phytolaccaceae and sapotaceae

Camellia japonica

1 reference

Characterization of triterpene alcohols of seed oils from some species of theaceae, phytolaccaceae and sapotaceae

Phytolacca americana

1 reference

Characterization of triterpene alcohols of seed oils from some species of theaceae, phytolaccaceae and sapotaceae

Vitellaria paradoxa

1 reference

Characterization of triterpene alcohols of seed oils from some species of theaceae, phytolaccaceae and sapotaceae

Euphorbia guyoniana

1 reference

Diterpenoids and triterpenoids from Euphorbia guyoniana

Euphorbia peplus

1 reference

Nonpolar components of the latex of Euphorbia peplus

Campanula medium

1 reference

Bioactive Compounds and Antiradical Potential of Campanula medium Lipids

Aplysina fistularis

1 reference

Biosynthetic studies of marine lipids. 35. The demonstration of de novo sterol biosynthesis in sponges using radiolabeled isoprenoid precursors

Apodachlyella completa

1 reference

A comparison of cycloartenol and lanosterol biosynthesis and metabolism by the Oomycetes

Archidendron chevalieri

1 reference

Sterols, triterpenes and coumarins from Archidendron chevalieri.

Axinella polypoides

1 reference

Biosynthetic studies of marine lipids. 35. The demonstration of de novo sterol biosynthesis in sponges using radiolabeled isoprenoid precursors

Axinella verrucosa

1 reference

Biosynthetic studies of marine lipids. 35. The demonstration of de novo sterol biosynthesis in sponges using radiolabeled isoprenoid precursors

Clusia pernambucensis

1 reference

Floral resins of clusia spp.: Chemical composition and biological function

Dictyuchus monosporus

1 reference

Co-occurrence of Δ5- and Δ7 -sterols in the fungus Dictyuchus monosporus

Euphorbia characias

1 reference

Free triterpenols and sterols produced by in vitro cultures and laticifer cells from Euphorbia characias

Euphorbia hirta

2 references

Chemical constituents from Euphorbia lunulata

Chemical constituents from Euphorbia hirta

Euphorbia laurifolia

1 reference

Latazienone, a new lathyrane-type diterpenoid from Euphorbia latazi Kunth

Euphorbia lathyris

3 references

A reinvestigation of the biosynthesis of lanosterol in Euphorbia lathyris

Enhancement of Terpenoid Biosynthesis from Mevalonate in a Fraction of the Latex from Euphorbia lathyris

Biosynthesis of Isoprene Units in Euphorbia lathyris Laticifers vs. Other Tissues: MVA and MEP Pathways, Compartmentation and Putative Endophytic Fungi Contribution

Euphorbia mellifera

1 reference

Triterpenes of Euphorbia polygonifolia

Euphorbia pseudocactus

1 reference

Constituents of the latex of Euphorbia antiquorum

Euphorbia tirucalli

1 reference

The Effect of Medium Modification and Selected Precursors on Sterol Production by Short-Term Callus Cultures of Euphorbia tirucalli

1 reference

Sterol composition of the woody plant pathogenic fungus Eutypa lata

Inonotus obliquus

7 references

Studies on chemical constituents of Rabdosia serra

Antitumor Activity of Triterpenes in Inonotus obliquus

Triterpenoids, Steroids, and a New Sesquiterpen from Inonotus obliquus (Pers.: Fr.) Pilat

Structure determination of inonotsuoxides A and B and in vivo anti-tumor promoting activity of inotodiol from the sclerotia of Inonotus obliquus

Chemical constituents from Inonotus obliquus and their biological activities

Absolute stereostructures of inoterpenes A–F from sclerotia of Inonotus obliquus

Triterpenes of Poria obliqua

1 reference

Triterpene alcohols and 3-oxo steroids of nine Leguminosae seeds

Grifola frondosa

1 reference

Chemical composition of steryl lipid in Maitake Mushroom.

Lagenidium callinectes

1 reference

A comparison of cycloartenol and lanosterol biosynthesis and metabolism by the Oomycetes

Salilagenidium callinectes

1 reference

A comparison of cycloartenol and lanosterol biosynthesis and metabolism by the Oomycetes

Lagenidium giganteum

1 reference

A comparison of cycloartenol and lanosterol biosynthesis and metabolism by the Oomycetes

Lathyrus sativus

1 reference

Triterpene alcohols and 3-oxo steroids of nine Leguminosae seeds

1 reference

Triterpene alcohols and 3-oxo steroids of nine Leguminosae seeds

Leucilla nuttingi

1 reference

Biosynthetic studies of marine lipids. 35. The demonstration of de novo sterol biosynthesis in sponges using radiolabeled isoprenoid precursors

Leucosolenia eleanor

1 reference

Biosynthetic studies of marine lipids. 35. The demonstration of de novo sterol biosynthesis in sponges using radiolabeled isoprenoid precursors

Peridinium foliaceum

1 reference

Dinoflagellates cyclize squalene oxide to lanosterol

Petrosia ficiformis

1 reference

Biosynthetic studies of marine lipids. 35. The demonstration of de novo sterol biosynthesis in sponges using radiolabeled isoprenoid precursors

Phycomyces blakesleeanus

2 references

Cyclization of squalene-2,3-oxide to lanosterol in a cell-free system from Phycomyces blakesleeanus

Phycomysterols and other sterols from the fungus Phycomyces blakesleeanus

Phytophthora cactorum

1 reference

A comparison of cycloartenol and lanosterol biosynthesis and metabolism by the Oomycetes

Saccharomyces cerevisiae

1 reference

A simple method for the isolation of zymosterol from a sterol mutant of Saccharomyces cerevisiae

Saprolegnia ferax

1 reference

A comparison of cycloartenol and lanosterol biosynthesis and metabolism by the Oomycetes

Solanum aviculare

1 reference

Steroid Production by Callus and Cell Suspension Cultures of Solanum aviculare

Symphoricarpos albus

1 reference

The occurrence of lanosterol and 24-methylenelanost-8-en-3β-ol in leaves of symphoricarpus albus

Tethya aurantia

1 reference

Biosynthetic studies of marine lipids. 35. The demonstration of de novo sterol biosynthesis in sponges using radiolabeled isoprenoid precursors

Tillandsia recurvata

1 reference

Hydroperoxycycloartanes from Tillandsia recurvata

1 reference

Triterpene alcohols and 3-oxo steroids of nine Leguminosae seeds

Zoophagus insidians

1 reference

Ergosterol, the unusual dominant sterol of the pythiaceous fungus Zoophagus insidians

Eleutherococcus sessiliflorus

1 reference

Lipids of the fruit ofAcanthopanax sessiliflorus

Capsicum annuum

1 reference

Occurrence of lanosterol and lanostenol in seeds of red pepper (Capsicum annuum)

Euphorbia kansui

1 reference

Inhibitory effect of euphol, a triterpene alcohol from the roots of Euphorbia kansui, on tumour promotion by 12-O-tetradecanoylphorbol-13-acetate in two-stage carcinogenesis in mouse skin

Euphorbia lactea

1 reference

Topical anti-inflammatory effect of tirucallol, a triterpene isolated from Euphorbia lactea latex

Heterotheca inuloides

1 reference

Sesquiterpene, Triterpene und Sterine aus Blüten von Heterotheca inuloides (“Mexikanische Arnikablüten”)

Mortierella alpina

1 reference

Phytosterol biosynthesis pathway in Mortierella alpina

Polyscias bracteata

1 reference

Lipids of the fruit ofAcanthopanax sessiliflorus

Macrohyporia cocos

1 reference

Inhibitory Effect of Poria cocos on 12-O-Tetradecanoylphorbol-13-Acetate-Induced Ear Oedema and Tumour Promotion in Mouse Skin

Symbiodinium microadriaticum

1 reference

Dinoflagellates cyclize squalene oxide to lanosterol

1 reference

A comparison of cycloartenol and lanosterol biosynthesis and metabolism by the Oomycetes

Zooxanthellaceae

1 reference

Dinoflagellates cyclize squalene oxide to lanosterol

Vigna cylindrica

1 reference

Triterpene alcohols and 3-oxo steroids of nine Leguminosae seeds

Caenorhabditis elegans

1 reference

Modeling Meets Metabolomics-The WormJam Consensus Model as Basis for Metabolic Studies in the Model Organism

Tethya aurantium

1 reference

Biosynthetic studies of marine lipids. 35. The demonstration of de novo sterol biosynthesis in sponges using radiolabeled isoprenoid precursors

Euphorbia stygiana

1 reference

Triterpenes of Euphorbia polygonifolia

Lingulodinium polyedra

1 reference

Dinoflagellates cyclize squalene oxide to lanosterol

subject has role

primary metabolite

1 reference

https://reactome.org/PathwayBrowser/#/R-HSA-1430728&DTAB=MT

0 references

Commons category

Lanosterol

0 references

Identifiers

InChI=1S/C30H50O/c1-20(2)10-9-11-21(3)22-14-18-30(8)24-12-13-25-27(4,5)26(31)16-17-28(25,6)23(24)15-19-29(22,30)7/h10,21-22,25-26,31H,9,11-19H2,1-8H3/t21-,22-,25+,26+,28-,29-,30+/m1/s1

1 reference

language of work or name

lanosterol (English)

20 November 2016

CAHGCLMLTWQZNJ-BQNIITSRSA-N

2 references

language of work or name

lanosterol (English)

20 November 2016

ChEBI release 2020-09-01

CAS Registry Number

2 references

Global Substance Registration System

language of work or name

lanosterol (English)

20 November 2016

CAHGCLMLTWQZNJ-BQNIITSRSA-N

CAS Common Chemistry

9 April 2021

https://commonchemistry.cas.org/detail?cas_rn=79-63-0

1 reference

language of work or name

Lanosterin (English)

20 November 2016

2 references

language of work or name

lanosterol (English)

20 November 2016

matched by identifier from

CAHGCLMLTWQZNJ-BQNIITSRSA-N

Reaxys registry number

2226449

1 reference

language of work or name

lanosterol (English)

19 October 2016

mapping relation type

3 references

language of work or name

LANOSTEROL (English)

20 November 2016

ChEBI release 2019-10-02

matched by identifier from

International Chemical Identifier

InChI=1S/C30H50O/c1-20(2)10-9-11-21(3)22-14-18-30(8)24-12-13-25-27(4,5)26(31)16-17-28(25,6)23(24)15-19-29(22,30)7/h10,21-22,25-26,31H,9,11-19H2,1-8H3/t21-,22-,25+,26+,28-,29-,30+/m1/s1

1 reference

language of work or name

LANOSTEROL (English)

20 November 2016

2 references

based on heuristic

inferred from InChIKey

matched by identifier from

CAHGCLMLTWQZNJ-BQNIITSRSA-N

UniChem compound ID

1 reference

MassBank accession ID

MSBNK-Fac_Eng_Univ_Tokyo-JP002696

0 references

MSBNK-Fac_Eng_Univ_Tokyo-JP008181

0 references

splash10-0aou-9820200000-573525b346ad3c9eef59

0 references

splash10-004i-0000900000-4f4a1c290d9f27fa09fd

0 references

splash10-0a4l-2910000000-c67a1f122f33698a14f6

0 references

splash10-05mo-9731200000-b1bc6bb68e352e3bd687

0 references

splash10-0a4l-4910000000-0fe7f84c95ab0a849fe9

0 references

DSSTox substance ID

2 references

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

matched by identifier from

CAHGCLMLTWQZNJ-BQNIITSRSA-N

DSSTOX compound identifier

0 references

0 references

201-214-9

1 reference

Global Substance Registration System

language of work or name

lanosterol (English)

20 November 2016

ECHA Substance Infocard ID

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

27 December 2018

Lanosterol (English)

CAS no.: 79-63-0 (English)

1 reference

CosIng database

28 December 2019

LANOSTEROL (English)

CAS no.: 79-63-0 (English)

Cannabis Database ID

1 reference

Cannabis Database

AICS Chemical ID (BEING DELETED)

0 references

Guide to Pharmacology Ligand ID

1 reference

IUPHAR/BPS Guide to PHARMACOLOGY

Guide to Pharmacology Ligand ID

language of work or name

lanosterol (English)

20 November 2016

MeSH descriptor ID

subject named as

Lanosterol

0 references

D02.455.849.919.383

0 references

D04.210.500.247.222.222.347.557

0 references

D04.210.500.247.808.607

0 references

D10.570.938.590

0 references

1 reference

Global Substance Registration System

language of work or name

lanosterol (English)

20 November 2016

1 reference

matched by identifier from

CAHGCLMLTWQZNJ-BQNIITSRSA-N

Human Metabolome Database ID

2 references

based on heuristic

inferred from InChIKey

matched by identifier from

CAHGCLMLTWQZNJ-BQNIITSRSA-N

1 reference

language of work or name

lanosterol (English)

19 October 2016

2 references

Global Substance Registration System

language of work or name

lanosterol (English)

20 November 2016

matched by identifier from

CAHGCLMLTWQZNJ-BQNIITSRSA-N

Probes And Drugs ID

0 references

0 references

1 reference

http://www.lipidmaps.org/rest/compound/lm_id/LM/all/download

30 June 2018

0 references

0 references

Encyclopædia Britannica Online ID

science/lanosterol

subject named as

lanosterol

0 references

1 reference

Freebase Data Dumps

publication date

28 October 2013

Microsoft Academic ID

0 references

1 reference

26 January 2022

https://docs.openalex.org/download-snapshot/snapshot-data-format

PDB structure ID

1 reference

Protein Data Bank

PDB structure ID

language of work or name

4LXJ (English)

19 October 2016

1 reference

Protein Data Bank

PDB structure ID

language of work or name

1W6K (English)

19 October 2016

1 reference

based on heuristic

inferred by common MeSH mappings on source and on Wikidata

24 May 2023

Sitelinks

Wikipedia(23 entries)

Wikibooks(0 entries)

Wikinews(0 entries)

Wikiquote(0 entries)

Wikisource(0 entries)

Wikiversity(0 entries)

Wikivoyage(0 entries)

Wiktionary(0 entries)

Multilingual sites(1 entry)

commonswiki Category:Lanosterol

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