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Stigmast-5-en-3-ol

CAT: 0804-HY-N12999Size: 1 EachDry Ice: NoHazardous: No
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CAT#:0804-HY-N12999Size:1 Each
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Stigmast-5-en-3-ol induces cancer cell apoptosis and inhibits proliferation by increasing the production of Bax, Caspase-9, p53, and PARP cleavage and reducing Bcl-xl expression. Stigmast-5-en-3-ol exhibits potent inhibitory activity against glucoamylase and α-amylase and possesses high antioxidant activity. Stigmast-5-en-3-ol can be used in the research of diseases such as leukemia, breast cancer, type 2 diabetes, and obesity[1][2][3].
CAS Number
5779-62-4
UNSPSC
12352211
Target
Amylases; Apoptosis; Bcl-2 Family; Caspase; MDM-2/p53; PARP
Related Pathways
Apoptosis; Cell Cycle/DNA Damage; Epigenetics; Metabolic Enzyme/Protease
Field of Research
Cancer; Endocrinology; Metabolic Disease
Smiles
C[C@@]12[C@](CC[C@]2([H])[C@H](C)CC[C@@H](CC)C(C)C)([H])[C@@]3([H])[C@@](CC1)([H])[C@@]4(C(CC(CC4)O)=CC3)C
Molecular Formula
C29H50O
Molecular Weight
414.71
References & Citations
[1]Fernando IPS, et al. Apoptotic and antiproliferative effects of Stigmast-5-en-3-ol from Dendronephthya gigantea on human leukemia HL-60 and human breast cancer MCF-7 cells. Toxicol In Vitro. 2018 Oct;52:297-305. |[2]Brinda Bolar, et al. ISOLATION AND BIOLOGICAL EVALUATION OF (24R) STIGMAST 5-EN-3-OL FROM CASSIA FISTULA BARK.|[3]Dina A. Ghinmy, et al. INVESTIGATION OF ANTI-OBESITY ACTIVITY OF ETHANOLIC EXTRACT OF FOENICULUM VULGARE SEEDS, IN VIVO AND IN SILICO MODELS.
Shipping Conditions
Room temperature
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
Bax; Bcl-xL; Caspase 9

Chemical Information

Stigmast-5-en-3-ol

stigmast-5-en-3-ol has been reported in Phanera vahlii, Senna polyphylla, and other organisms with data available.

CAS Number5779-62-4
PubChem CID22012
IUPAC Name(8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Molecular FormulaC29H50O
Molecular Weight414.7
XLogP9.3
Topological Polar Surface Area20.2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count6
Heavy Atom Count30
Formal Charge0
Complexity634
SMILES
CC[C@H](CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CCC(C4)O)C)C)C(C)C
InChI
InChI=1S/C29H50O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h10,19-21,23-27,30H,7-9,11-18H2,1-6H3/t20-,21-,23?,24+,25-,26+,27+,28+,29-/m1/s1
InChIKey
KZJWDPNRJALLNS-BWRKXDIJSA-N
Chemical Structure
2D Structure
2D structure of Stigmast-5-en-3-ol
CAS: 5779-62-4
CID: 22012
Formula: C29H50O
MW: 414.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight414.7
XLogP39.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count6
Exact Mass414.386166214
Monoisotopic Mass414.386166214
Topological Polar Surface Area20.2 Ų
Heavy Atom Count30
Formal Charge0
Complexity634
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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