l
lanosterol
Chemical compound
Also known as (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
- Formula
- C₃₀H₅₀O
1
- C₃₀H₅₀O
- Mass
- 426.386 Da
1
- 426.386 Da
Overview
Chemistry
All data
127 statements · 72% with external sources · numbers in brackets are citations
- Canonical SMILES
- CC(CCC=C(C)C)C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)O)C)C)C
1
- CC(CCC=C(C)C)C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)O)C)C)C
- 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
- 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
- Found in taxon
- Homo sapiens
- Wolfiporia cocos
- Camellia sinensis
- Camellia japonica
- Phytolacca americana
- Vitellaria paradoxa
- Euphorbia guyoniana
- Euphorbia peplus
1
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- Campanula medium
- Aplysina fistularis
- Apodachlyella completa
- Archidendron chevalieri
- Axinella polypoides
- Axinella verrucosa
- Clusia pernambucensis
- Dictyuchus monosporus
- Euphorbia characias
- Euphorbia hirta
2
Sources- 1.Stated in Chemical constituents from Euphorbia lunulata
- 2.Stated in Chemical constituents from Euphorbia hirta
- Euphorbia laurifolia
- Euphorbia lathyris
3
Sources- 1.Stated in A reinvestigation of the biosynthesis of lanosterol in Euphorbia lathyris
- 2.Stated in Enhancement of Terpenoid Biosynthesis from Mevalonate in a Fraction of the Latex from Euphorbia lathyris
- 3.Stated in Biosynthesis of Isoprene Units in Euphorbia lathyris Laticifers vs. Other Tissues: MVA and MEP Pathways, Compartmentation and Putative Endophytic Fungi Contribution
- Euphorbia mellifera
1
- Euphorbia pseudocactus
1
- Euphorbia tirucalli
- Eutypa lata
- Inonotus obliquus
7
Sources- 1.Stated in Studies on chemical constituents of Rabdosia serra
- 2.Stated in Antitumor Activity of Triterpenes in Inonotus obliquus
- 3.Stated in Triterpenoids, Steroids, and a New Sesquiterpen from Inonotus obliquus (Pers.: Fr.) Pilat
- 4.Stated in Structure determination of inonotsuoxides A and B and in vivo anti-tumor promoting activity of inotodiol from the sclerotia of Inonotus obliquus
- 5.Stated in Chemical Constituents from Inonotus obliquus and Their Biological Activities
- 6.Stated in Absolute stereostructures of inoterpenes A–F from sclerotia of Inonotus obliquus
- soybean
- Grifola frondosa
- Lagenidium callinectes
- Salilagenidium callinectes
- Lagenidium giganteum
- Lathyrus sativus
- Lens culinaris
- Leucilla nuttingi
- Leucosolenia eleanor
- Peridinium foliaceum
1
- Petrosia ficiformis
- Phycomyces blakesleeanus
- Phytophthora cactorum
- Saccharomyces cerevisiae
- Saprolegnia ferax
- Solanum aviculare
- Symphoricarpos albus
- Tethya aurantia
- Tillandsia recurvata
1
- Vigna mungo
- Zoophagus insidians
- Eleutherococcus sessiliflorus
1
- Capsicum annuum
- Euphorbia kansui
- Euphorbia lactea
- Heterotheca inuloides
- Mortierella alpina
- Polyscias bracteata
1
- Macrohyporia cocos
- Symbiodinium microadriaticum
1
- Leptomitaceae
- Zooxanthellaceae
1
- Vigna cylindrica
- Caenorhabditis elegans
- Tethya aurantium
- Stereoisomer of
- (+)-tirucallol
- (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
- (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
- (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
- (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
- (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
- euphol
On other databases
38 identifiers linking lanosterol across the web's reference databases
- Cannabis Database ID004899
- CAS Registry Number79-63-0
- ChEBI ID16521
- ChEMBL IDCHEMBL225111
- ChemSpider ID216175
- CosIng number34865
- DeCS ID7988
- DrugBank IDDB03696
- DSSTOX compound identifierDTXCID9020744
- DSSTox substance IDDTXSID1040744
- EC number201-214-9
- ECHA Substance Infocard ID100.001.105
- Encyclopædia Britannica Online IDscience/lanosterol
- Freebase ID/m/0923r4
- Guide to Pharmacology Ligand ID2746
- Human Metabolome Database IDHMDB0001251
- InChIInChI=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
- InChIKeyCAHGCLMLTWQZNJ-BQNIITSRSA-N
- KEGG IDC01724
- KNApSAcK IDC00003657
- LIPID MAPS IDLMST01010017
- MassBank accession IDMSBNK-Fac_Eng_Univ_Tokyo-JP002696
- MeSH descriptor IDD007810
- MeSH tree codeD02.455.849.919.383
- Microsoft Academic ID (discontinued)2779969316
- NSC number60677
- OpenAlex IDC2779969316
- PDB ligand IDLAN
- PDB structure ID4LXJ
- Probes And Drugs IDPD040706
- PubChem CID246983
- Reaxys registry number2226449
- RxNorm CUI1442199
- SPLASHsplash10-0aou-9820200000-573525b346ad3c9eef59
- SureChEMBL ID145834
- UMLS CUIC0023025
- UniChem compound ID227343
- UNII1J05Z83K3M