(22E)-4-methyl stigmasta-4,22-dien-3-ester

(22E)-4-methyl stigmasta-4,22-dien-3-ester
Compound Structure:
Synonyms: Stigmasta-4,22-dien-3-one;55722-32-2;4,22-Stigmastadiene-3-one;(22E)-Stigmasta-4,22-dien-3-one;NSC81282;4,22-Stigmastadien-3-one;NSC-81282;NSC226965;AKOS024319131;NSC-226965;J-013647
Compound ID: NMPC-021
PubChem ID:

5364563
Molecular Formula: C29H46O
Canonical SMILES: CCC(C=CC(C)C1CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C)C(C)C
InChIKey: MKGZDUKUQPPHFM-CMDGGOBGSA-N
About the compound:

This molecule belongs to the stigmastane family of steroids, which are characterized by a specific four-ring core structure typical of all steroids. The "dien" in its name indicates the presence of two double bonds, specifically at positions 4 and 22, with the 22nd position having the E (trans) configuration. The "3-one" denotes a ketone functional group at the 3rd carbon. Steroids like (22E)-Stigmasta-4,22-dien-3-one are typically found in plants and are commonly known as phytosterols or plant sterols. Stigmasta-related compounds, in particular, are frequently encountered in various plants. Common sources of phytosterols include vegetable oils, nuts, seeds, and grains. Phytosterols, including stigmastane derivatives, are often added to foods or dietary supplements because of their cholesterol-lowering properties. They reduce cholesterol absorption in the intestines, leading to a decrease in serum cholesterol levels. Some phytosterols are used in cosmetic formulations due to their skin benefits, including moisturizing properties and potential UV protection.
Properties:

Chemical and Physical Properties

 

Property Name

Property Value

Molecular Weight

410.7 g/mol

XLogP3-AA

8.5

Hydrogen Bond Donor Count

0

Hydrogen Bond Acceptor Count

1

Rotatable Bond Count

5

Exact Mass

410.354866087 g/mol

Monoisotopic Mass

410.354866087 g/mol

Topological Polar Surface Area

17.1Ų

Heavy Atom Count

30

Formal Charge

0

Complexity

714

Isotope Atom Count

0

Defined Atom Stereocenter Count

0

Undefined Atom Stereocenter Count

8

Defined Bond Stereocenter Count

1

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Source: PubChem
Source Species: Vernonia blumeoides
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