(3β-ergosta-5,22-dien-3-ol;

General Information

Mainterm(3β-ergosta-5,22-dien-3-ol;
CAS Reg.No.(or other ID)474-67-9
Regnum

From www.fda.gov

Computed Descriptors

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2D Structure
CID5281327
IUPAC Name(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5R)-5,6-dimethylhept-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
InChIInChI=1S/C28H46O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-9,18-20,22-26,29H,10-17H2,1-6H3/b8-7+/t19-,20+,22-,23-,24+,25-,26-,27-,28+/m0/s1
InChI KeyOILXMJHPFNGGTO-ZAUYPBDWSA-N
Canonical SMILESCC(C)C(C)C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C
Molecular FormulaC28H46O
WikipediaBrassicasterol

From Pubchem

Computed Properties

Property Name Property Value
Molecular Weight398.675
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count4
Complexity659.0
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 Area20.2
Monoisotopic Mass398.355
Exact Mass398.355
Compound Is CanonicalizedTrue
Formal Charge0
Heavy Atom Count29
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

From Pubchem

ADMET Predicted Profile --- Classification

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.9642
Human Intestinal AbsorptionHIA+1.0000
Caco-2 PermeabilityCaco2+0.8165
P-glycoprotein SubstrateSubstrate0.6394
P-glycoprotein InhibitorInhibitor0.6449
Non-inhibitor0.8338
Renal Organic Cation TransporterNon-inhibitor0.7839
Distribution
Subcellular localizationMitochondria0.4902
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8308
CYP450 2D6 SubstrateNon-substrate0.8645
CYP450 3A4 SubstrateSubstrate0.7483
CYP450 1A2 InhibitorNon-inhibitor0.9140
CYP450 2C9 InhibitorNon-inhibitor0.9071
CYP450 2D6 InhibitorNon-inhibitor0.9478
CYP450 2C19 InhibitorNon-inhibitor0.9025
CYP450 3A4 InhibitorNon-inhibitor0.8916
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.7895
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.8502
Non-inhibitor0.7488
AMES ToxicityNon AMES toxic0.9231
CarcinogensNon-carcinogens0.9287
Fish ToxicityHigh FHMT0.9930
Tetrahymena Pyriformis ToxicityHigh TPT0.9704
Honey Bee ToxicityHigh HBT0.8688
BiodegradationNot ready biodegradable0.9623
Acute Oral ToxicityI0.5416
Carcinogenicity (Three-class)Non-required0.5233

From admetSAR

ADMET Predicted Profile --- Regression

Model Value Unit
Absorption
Aqueous solubility-4.6917LogS
Caco-2 Permeability1.6384LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.6528LD50, mol/kg
Fish Toxicity0.1248pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.9599pIGC50, ug/L

From admetSAR

Taxonomic Classification

KingdomOrganic compounds
SuperclassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
SubclassErgostane steroids
Intermediate Tree NodesNot available
Direct ParentErgosterols and derivatives
Alternative Parents
Molecular FrameworkAliphatic homopolycyclic compounds
SubstituentsErgosterol-skeleton - 3-beta-hydroxysteroid - 3-beta-hydroxy-delta-5-steroid - Hydroxysteroid - 3-hydroxysteroid - 3-hydroxy-delta-5-steroid - Delta-5-steroid - Cyclic alcohol - Secondary alcohol - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Alcohol - Aliphatic homopolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton.

From ClassyFire