Bufarenogin , CAS No.17008-65-0

CAS: 17008-65-0 Cat. No.: B646372 Molecular Weight: 416.51 PubChem CID: 167607

Synonyms

HY-N6573 | 3,12,14-Trihydroxy-11-oxobufa-20,22-dienolide | SCHEMBL21578316 | 5-[(3S,5R,8R,9S,10S,12S,13S,14S,17R)-3,12,14-trihydroxy-10,13-dimethyl-11-oxo-2,3,4,5,6,7,8,9,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]pyran-2-one | DTXSID109377

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Bufarenogin induces intrinsic apoptosis via Bax and ANT cooperation.

In Vitro

Bufarenogin induced intrinsic apoptosis through the cooperation of Bax and adenine‐nucleotide translocator and inhibited the metastasis and growth of orthotopical CRC cells. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Specifications

Synonyms

HY-N6573 | 3, 12, 14-Trihydroxy-11-oxobufa-20, 22-dienolide | SCHEMBL21578316 | 5-[(3S, 5R, 8R, 9S, 10S, 12S, 13S, 14S, 17R)-3, 12, 14-trihydroxy-10, 13-dimethyl-11-oxo-2, 3, 4, 5, 6, 7, 8, 9, 12, 15, 16, 17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]pyran-2-one | DTXSID109377

Biochemical and Physiological Mechanisms

Bufarenogin induces intrinsic apoptosis via Bax and ANT cooperation.

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.

Action Type

ACTIVATOR

Names and Identifiers

• Canonical Smiles: CC12CCC(CC1CCC3C2C(=O)C(C4(C3(CCC4C5=COC(=O)C=C5)O)C)O)O
• IUPAC Name: 5-[(3S,5R,8R,9S,10S,12S,13S,14S,17R)-3,12,14-trihydroxy-10,13-dimethyl-11-oxo-2,3,4,5,6,7,8,9,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]pyran-2-one
• InChIKey: SOGONHOGEFLVPE-PUVOGLICSA-N
• INCHI: 1S/C24H32O6/c1-22-9-7-15(25)11-14(22)4-5-17-19(22)20(27)21(28)23(2)16(8-10-24(17,23)29)13-3-6-18(26)30-12-13/h3,6,12,14-17,19,21,25,28-29H,4-5,7-11H2,1-2H3/t14-,15+,16-,17-,19-,21-,22+,23+,24+/m1/s1
• Isomeric SMILES: C[C@]12CC[C@@H](C[C@H]1CC[C@@H]3[C@@H]2C(=O)[C@H]([C@]4([C@@]3(CC[C@@H]4C5=COC(=O)C=C5)O)C)O)O
• Alternate CAS: 17008-65-0
• PubChem CID: 167607
• MeSH Entry Terms: bufarenogin
• Molecular Weight: 416.51

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Steroids and steroid derivatives
      • Subclass Steroid lactones

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Steroids and steroid derivatives
• Subclass: Steroid lactones
• Intermediate Tree Nodes: Not available
• Direct Parent: Bufanolides and derivatives
• Alternative Parents: 3-beta-hydroxysteroids 14-hydroxysteroids 12-hydroxysteroids 11-oxosteroids Pyranones and derivatives Tertiary alcohols Heteroaromatic compounds Secondary alcohols Lactones Ketones Cyclic alcohols and derivatives Polyols Oxacyclic compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Bufanolide-skeleton - 3-hydroxysteroid - 12-hydroxysteroid - 14-hydroxysteroid - Hydroxysteroid - 11-oxosteroid - Oxosteroid - 3-beta-hydroxysteroid - Pyranone - Pyran - Heteroaromatic compound - Tertiary alcohol - Cyclic alcohol - Secondary alcohol - Ketone - Lactone - Polyol - Organoheterocyclic compound - Oxacycle - Hydrocarbon derivative - Organic oxygen compound - Alcohol - Organic oxide - Organooxygen compound - Carbonyl group - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as bufanolides and derivatives. These are steroid lactones containing a pyran-2-one moiety linked to the C17 atom of a cyclopenta[a]phenanthrene derivative.
• 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

Associated Targets(Human)

MCF7 (126967 Activities)

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PC-3 (62116 Activities)

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SK-MEL-28 (48833 Activities)

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A549 (127892 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 416.500 g/mol
• XLogP3: 1.700
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 416.22 Da
• Monoisotopic Mass: 416.22 Da
• Topological Polar Surface Area: 104.000 Ų
• Heavy Atom Count: 30
• Formal Charge: 0
• Complexity: 847.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 9
• 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