Androsta-1,4,6-triene-3,17-dione , CAS No.633-35-2

CAS: 633-35-2 Cat. No.: A336525 Molecular Weight: 282.38

Synonyms

A146-T317D | Q4545687 | AKOS030240786 | 1,4,6-Androstatriene-3,17-dione | DTXSID60862328 | HY-136092 | 1,4,6-Etioallochan-dione | SCHEMBL132874 | BDBM50421878 | Androsta-1,4,6-triene-3,17-dione | (8R,9S,10R,13S,14S)-10,13-dimethyl-9,11,12,14,15,16-hexahyd

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Androsta-1,4,6-triene-3,17-dione is a steroid for proteomics research.

Specifications

Synonyms

A146-T317D | Q4545687 | AKOS030240786 | 1, 4, 6-Androstatriene-3, 17-dione | DTXSID60862328 | HY-136092 | 1, 4, 6-Etioallochan-dione | SCHEMBL132874 | BDBM50421878 | Androsta-1, 4, 6-triene-3, 17-dione | (8R, 9S, 10R, 13S, 14S)-10, 13-dimethyl-9, 11, 12, 14, 15, 16-hexahyd

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.

Names and Identifiers

• Canonical Smiles: CC12CCC3C(C1CCC2=O)C=CC4=CC(=O)C=CC34C
• IUPAC Name: (8R,9S,10R,13S,14S)-10,13-dimethyl-9,11,12,14,15,16-hexahydro-8H-cyclopenta[a]phenanthrene-3,17-dione
• InChIKey: DKVSUQWCZQBWCP-QAGGRKNESA-N
• INCHI: 1S/C19H22O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h3-4,7,9,11,14-16H,5-6,8,10H2,1-2H3/t14-,15-,16-,18-,19-/m0/s1
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)C=CC4=CC(=O)C=C[C@]34C
• Molecular Weight: 282.38
• Reaxy-Rn: 2060427
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2060427&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Steroids and steroid derivatives
• Subclass: Androstane steroids
• Intermediate Tree Nodes: Not available
• Direct Parent: Androgens and derivatives
• Alternative Parents: 3-oxo delta-1,4-steroids 17-oxosteroids Delta-1,4-steroids Cyclic ketones Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Androgen-skeleton - Oxosteroid - 17-oxosteroid - 3-oxosteroid - 3-oxo-delta-1,4-steroid - Delta-1,4-steroid - Cyclic ketone - Ketone - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans.
• 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)

CYP19A1 Tclin Aromatase (2 Activities)

Discover Target: CYP19A1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CYP19A1 Tclin Cytochrome P450 19A1 (6099 Activities)

Discover Target: CYP19A1

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in Carbon Tetrachloride and Chloroform
• Melt Point(°C): 153-156° C
• Molecular Weight: 282.400 g/mol
• XLogP3: 3.000
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 282.162 Da
• Monoisotopic Mass: 282.162 Da
• Topological Polar Surface Area: 34.100 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 623.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• 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. Fan He, Tingting Zou, Jinyi Yang, Hong Wang, Lihua Deng, Yuanxin Tian, Zhenlin Xu, Yuanming Sun, Hongtao Lei, Xuecai Tan, Yudong Shen.  (2019)  Development of a skeleton-specific antibody and Au nanoparticle-based immunochromatographic sensor for simultaneous detection of various tadalafil adulterants in health food.  FOOD AND AGRICULTURAL IMMUNOLOGY,      [PMID:] [10.1080/09540105.2019.1585417]

2. Xinqi Xu, Jinchang Zhong, Bingmei Su, Lian Xu, Xiaokun Hong, Juan Lin.  (2024)  Single-cell enzymatic cascade synthesis of testolactone enabled by engineering of polycyclic ketone monooxygenase and multi-gene expression fine-tuning.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:38897507] [10.1016/j.ijbiomac.2024.133229]