Kauran-16,17-diol - ≥98% , CAS No.16836-31-0

CAS: 16836-31-0 Cat. No.: K650245 Molecular Weight: 306.5 PubChem CID: 13816757

GRADE & PURITY ≥98%

Synonyms

HY-N7422 | (1S,4R,9R,10R,13S,14R)-14-(Hydroxymethyl)-5,5,9-trimethyltetracyclo[11.2.1.01,10.04,9]hexadecan-14-ol | FS-7341 | Kauran-16,17-diol (ent-Kauran-16beta,17-diol) | Kaurane-16,17-diol | Ent-kauran-16,17-diol | Kauran-16,17-diol

Storage

Protected from light,Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Kauran-16,17-diol (ent-Kauran-16β,17-diol), a natural diterpene, posseses anti-tumor and inducing-apoptosis activity, with a IC 50 of 17 μM on inhibiting NO production in LPS-stimulated RAW 264.7 macrophages.

In Vitro

Kauran-16,17-diol (ent-Kauran-16β,17-diol) down-regulates Bcl-2 by disruption of the Ap-2α/Rb transcription activating complex and induces E2F1 up-regulation in MCF-7 cells. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

Specifications

Synonyms

HY-N7422 | (1S, 4R, 9R, 10R, 13S, 14R)-14-(Hydroxymethyl)-5, 5, 9-trimethyltetracyclo[11.2.1.01, 10.04, 9]hexadecan-14-ol | FS-7341 | Kauran-16, 17-diol (ent-Kauran-16beta, 17-diol) | Kaurane-16, 17-diol | Ent-kauran-16, 17-diol | Kauran-16, 17-diol

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Kauran-16, 17-diol (ent-Kauran-16β, 17-diol), a natural diterpene, posseses anti-tumor and inducing-apoptosis activity, with a IC 50 of 17 μM on inhibiting NO production in LPS-stimulated RAW 264.7 macrophages.

Storage

Protected from light, Store at -80°C

Shipped In

Dry ice packs + Cold packs

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

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CC1(CCCC2(C1CCC34C2CCC(C3)C(C4)(CO)O)C)C
• IUPAC Name: (1S,4R,9R,10R,13S,14R)-14-(hydroxymethyl)-5,5,9-trimethyltetracyclo[11.2.1.01,10.04,9]hexadecan-14-ol
• InChIKey: LCYWCTWYVKIBSA-ZYLYKIMZSA-N
• INCHI: 1S/C20H34O2/c1-17(2)8-4-9-18(3)15(17)7-10-19-11-14(5-6-16(18)19)20(22,12-19)13-21/h14-16,21-22H,4-13H2,1-3H3/t14-,15+,16-,18+,19-,20-/m0/s1
• Isomeric SMILES: C[C@@]12CCCC([C@H]1CC[C@]34[C@H]2CC[C@@H](C3)[C@](C4)(CO)O)(C)C
• Alternate CAS: 16836-31-0
• PubChem CID: 13816757
• MeSH Entry Terms: ent-kauran-16,17-diol;kauran-16,17-diol;kauran-16,17-diol, (16alpha)-isomer
• Molecular Weight: 306.5

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Diterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Kaurane diterpenoids
• Alternative Parents: Tertiary alcohols Cyclic alcohols and derivatives 1,2-diols Primary alcohols Hydrocarbon derivatives
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Kaurane diterpenoid - Tertiary alcohol - Cyclic alcohol - 1,2-diol - Organic oxygen compound - Hydrocarbon derivative - Primary alcohol - Organooxygen compound - Alcohol - Aliphatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D.
• External Descriptors: Not available

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

Mechanisms of Action