(3β-stigmasta-5,22-dien-3-ol;
General Information
| Mainterm | (3β-stigmasta-5,22-dien-3-ol; |
| CAS Reg.No.(or other ID) | 83-48-7 |
| Regnum |
From www.fda.gov
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 5280794 |
| IUPAC Name | (3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol |
| InChI | InChI=1S/C29H48O/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/h8-10,19-21,23-27,30H,7,11-18H2,1-6H3/b9-8+/t20-,21-,23+,24+,25-,26+,27+,28+,29-/m1/s1 |
| InChI Key | HCXVJBMSMIARIN-PHZDYDNGSA-N |
| Canonical SMILES | CCC(C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C |
| Molecular Formula | C29H48O |
| Wikipedia | stigmasterol |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 412.702 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 1 |
| Rotatable Bond Count | 5 |
| Complexity | 674.0 |
| CACTVS Substructure Key Fingerprint | A A A D c f B 4 I A A A A A A A A A A A A A A A A A A A A Y A A A A A w Y I A A A A A A A G C A A A A A G g A A C A A A D x S g g A I C A A A A A g C A A i B C A A A A A A A g A A A I C A A A A A g A E A I A A Q A A Q A A E w A A I A A O A w P A P g A A A A A A A A A D A A A Q A A C A A A Q A A C A A A A A = = |
| Topological Polar Surface Area | 20.2 |
| Monoisotopic Mass | 412.371 |
| Exact Mass | 412.371 |
| XLogP3 | None |
| XLogP3-AA | 8.6 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 30 |
| Defined Atom Stereocenter Count | 9 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| Isotope Atom Count | 0 |
| Covalently-Bonded Unit Count | 1 |
From Pubchem
Food Additives Biosynthesis/Degradation
ADMET Predicted Profile --- Classification
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB+ | 0.9743 |
| Human Intestinal Absorption | HIA+ | 1.0000 |
| Caco-2 Permeability | Caco2+ | 0.7953 |
| P-glycoprotein Substrate | Substrate | 0.6877 |
| P-glycoprotein Inhibitor | Inhibitor | 0.6810 |
| Non-inhibitor | 0.6099 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8098 |
| Distribution | ||
| Subcellular localization | Lysosome | 0.4691 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8462 |
| CYP450 2D6 Substrate | Non-substrate | 0.8799 |
| CYP450 3A4 Substrate | Substrate | 0.7391 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.9291 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.9125 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9346 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.9025 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8309 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.5244 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.8027 |
| Non-inhibitor | 0.7104 | |
| AMES Toxicity | Non AMES toxic | 0.9132 |
| Carcinogens | Non-carcinogens | 0.9182 |
| Fish Toxicity | High FHMT | 0.9962 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9989 |
| Honey Bee Toxicity | High HBT | 0.8737 |
| Biodegradation | Not ready biodegradable | 0.9802 |
| Acute Oral Toxicity | I | 0.4287 |
| Carcinogenicity (Three-class) | Non-required | 0.5888 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -4.7027 | LogS |
| Caco-2 Permeability | 1.5008 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 2.6561 | LD50, mol/kg |
| Fish Toxicity | -0.2094 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 1.2496 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Class | Steroids and steroid derivatives |
| Subclass | Stigmastanes and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Stigmastanes and derivatives |
| Alternative Parents | |
| Molecular Framework | Aliphatic homopolycyclic compounds |
| Substituents | C24-propyl-sterol-skeleton - Stigmastane-skeleton - Triterpenoid - 3-hydroxy-delta-5-steroid - 3-hydroxysteroid - Hydroxysteroid - 3-beta-hydroxysteroid - 3-beta-hydroxy-delta-5-steroid - Delta-5-steroid - Cyclic alcohol - Secondary alcohol - Alcohol - Organooxygen compound - Hydrocarbon derivative - Organic oxygen compound - Aliphatic homopolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. |
From ClassyFire