Lanosterol - Moligand™, ≥95% , CAS No.79-63-0

CAS: 79-63-0 Cat. No.: L130208 Molecular Weight: 426.717 EC Number: 201-214-9

GRADE & PURITY Moligand™, ≥95%

Synonyms

AKOS024307002 | 3beta-Hydroxy-8,24-lanostadiene | C4CA2F34-1C1A-4673-AC43-E547708CB228 | LANOSTEROL [INCI] | Lanster | NSC 60677 | Cholesta-8, 4,4,14-trimethyl-, (3.beta.,5.alpha.)- | Cryptosterol | Botalan base | Lanosta-8,24-dien-3-ol, (3-beta)- | Lanos

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Lanosterol, an amphipathic molecule, that is produced by lanosterol synthase (LSS). It is enriched in the lens.

Specifications

Synonyms

AKOS024307002 | 3beta-Hydroxy-8, 24-lanostadiene | C4CA2F34-1C1A-4673-AC43-E547708CB228 | LANOSTEROL [INCI] | Lanster | NSC 60677 | Cholesta-8, 4, 4, 14-trimethyl-, (3.beta., 5.alpha.)- | Cryptosterol | Botalan base | Lanosta-8, 24-dien-3-ol, (3-beta)- | Lanos

Specifications & Purity

Moligand™, ≥95%

Biochemical and Physiological Mechanisms

Steroid bioprecursor. CYP51A1 component. Cholesterol precursor. Shows anti-inflammatory effects in vivo.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥95%

Names and Identifiers

• Pubchem Sid: 488188991
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488188991
• Canonical Smiles: CC(CCC=C(C)C)C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)O)C)C)C
• IUPAC Name: (3S,5R,10S,13R,14R,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
• InChIKey: CAHGCLMLTWQZNJ-BQNIITSRSA-N
• 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
• 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
• Molecular Weight: 426.717
• Reaxy-Rn: 2340065
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2340065&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Triterpenoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Triterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Triterpenoids
• Alternative Parents: 3-beta-hydroxysteroids 14-alpha-methylsteroids Secondary alcohols Cyclic alcohols and derivatives Hydrocarbon derivatives
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Triterpenoid - 14-alpha-methylsteroid - 3-beta-hydroxysteroid - Hydroxysteroid - 3-hydroxysteroid - Steroid - Cyclic alcohol - Secondary alcohol - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Alcohol - Aliphatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
• External Descriptors: Cholesterol and derivatives

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

PPARA Tclin Peroxisome proliferator-activated receptor alpha (9197 Activities)

Discover Target: PPARA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PANC-1 (6144 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Raji (5516 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

Discover Target: SLCO1B1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

Discover Target: SLCO1B3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CRYAB Tchem Alpha-crystallin B chain (132 Activities)

Discover Target: CRYAB

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CRYAA Tchem Alpha-crystallin A chain (85 Activities)

Discover Target: CRYAA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CRYBB2 Tbio Beta-crystallin B2 (41 Activities)

Discover Target: CRYBB2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CRYGC Tbio Gamma-crystallin C (41 Activities)

Discover Target: CRYGC

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

ERG11 Cytochrome P450 51 (617 Activities)

Discover Target: ERG11

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Human gammaherpesvirus 4 (1538 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

cyp125 Putative cytochrome P450 125 (56 Activities)

Discover Target: cyp125

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Phytophthora cactorum (113 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

cyp51B 14-alpha sterol demethylase (11 Activities)

Discover Target: cyp51B

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Lanosterol has been used as a standard in HPLC for the quantification in testis samples.
• Molecular Weight: 426.700 g/mol
• XLogP3: 8.900
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 426.386 Da
• Monoisotopic Mass: 426.386 Da
• Topological Polar Surface Area: 20.200 Ų
• Heavy Atom Count: 31
• Formal Charge: 0
• Complexity: 767.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 7
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Yapeng Zhang, Zhidong Ma, Wenqiang Li, Chenwen Liu, Huipeng Gao, Meng Wang, Lanpeng Li, Quan Zhang, Bo Lv, Lei Qin, Chun Li.  (2025)  Dynamic regulation and enhancement of synthetic network for efficient biosynthesis of monoterpenoid α-pinene in yeast cell factory.  BIORESOURCE TECHNOLOGY,      [PMID:39809385] [10.1016/j.biortech.2025.132064]

2. Cui Yaqi, Ma Jiacheng, Jiao Mengying, Zhao Xueying, Ding Jingwen, Feng Chenran, Liu Peng, Long Yuehong, Xing Zhaobin.  (2025)  Identification of 2,3-oxidosqualene cyclase gene in Eleutherococcus senticosus and its regulatory mechanism in saponin synthesis.  Horticulture Research,      [PMID:40677763] [10.1093/hr/uhaf133]

3. Yapeng Zhang, Chenwen Liu, Wenqiang Li, Zhidong Ma, Bo Lv, Lei Qin, Chun Li.  (2025)  Systematic engineering of the sterol synthesis pathway for Saccharomyces cerevisiae promotes the efficient production of β-caryophyllene.  METABOLIC ENGINEERING,      [PMID:40480515] [10.1016/j.ymben.2025.06.004]