precursor

Showing entry for Sitosterol-beta

Identification

PhytoHub ID
PHUB000479
Name
Sitosterol-beta
Systematic Name
Sitosterol
Synonyms
  • (-)-β-Sitosterol
  • (24R)-Ethylcholest-5-en-3beta-ol
  • (24R)-Stigmast-5-en-3beta-ol
  • 22,23-Dihydrostigmasterol
  • 24α-Ethylcholesterol
  • Azuprostat
  • Cupreol
  • Nimbosterol
  • Sitosterin
  • Triastonal
  • α-Dihydrofucosterol
  • β-Sitosterin
CAS Number
83-46-5
Average Mass
414.718
Monoisotopic Mass
414.38616623
Chemical Formula
C29H50O
IUPAC Name
(7S,9aR,11aR)-1-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-ol
InChI Key
KZJWDPNRJALLNS-LIRXBWLQNA-N
InChI Identifier
InChI=1/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-/s2
SMILES
CC[[email protected]](CC[[email protected]@H](C)C1CCC2C3CC=C4C[[email protected]@H](O)CC[[email protected]]4(C)C3CC[[email protected]]12C)C(C)C
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
1.84e-05 g/l
LogS (ALOGPS)
-7.35
LogP (ALOGPS)
7.27
Hydrogen Acceptors
1
Hydrogen Donors
1
Rotatable Bond Count
6
Polar Surface Area
20.23
Refractivity
129.76609999999997
Polarizability
53.85003315577143
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-1.397243770292629
pKa (strongest acidic)
18.20428950550382
Number of Rings
4
Rule of Five
No
Bioavailability
Yes
Ghose Filter
No
Veber's Rule
Yes
MDDR-like Rule
Yes

Taxonomy as Precursor

Family
Terpenoids
Class
Phytosterols
Sub-class
Not Available

Spectra from Online Resources

Record IDSourceDescriptionView
JP000028MassBankEI-B Spectrum - -, [M]+*View Spectra
JP002090MassBankEI-B Spectrum - -, [M]+*View Spectra
JP002699MassBankEI-B Spectrum - -, [M]+*View Spectra
JP005753MassBankEI-B Spectrum - -, [M]+*View Spectra
JP010944MassBankEI-B Spectrum - -, [M]+*View Spectra

Food Sources

NameGroup
AlfalfaHerbs and Spices PublicationsShow
AlmondNuts PublicationsShow
AppleFruit, Pomes PublicationsShow
ApricotFruit, Drupes PublicationsShow
AvocadoVegetables, Fruit vegetables PublicationsShow
BananaFruit, Tropical fruits PublicationsShow
BarleyCereals and cereal products PublicationsShow
BlackcurrantFruit, Berries PublicationsShow
Brazil nutNuts PublicationsShow
BroccoliVegetables, Cabbages PublicationsShow
Brussel sproutsVegetables, Cabbages PublicationsShow
CarrotVegetables, Root vegetables PublicationsShow
Cashew nutNuts PublicationsShow
CauliflowerVegetables, Cabbages PublicationsShow
CeleriacVegetables, Root vegetables PublicationsShow
ChocolateCocoa and cocoa products PublicationsShow
CinnamonHerbs and Spices PublicationsShow
CoffeeCoffee and coffee productsShow
Common beanPulses and beans PublicationsShow
Common beetrootVegetables, Root vegetables PublicationsShow
Common cabbageVegetables, Cabbages PublicationsShow
Common hazelnutNuts PublicationsShow
Common peaPulses and beans PublicationsShow
Common walnutNuts PublicationsShow
Common wheatCereals and cereal products PublicationsShow
CornCereals and cereal products PublicationsShow
CucumberVegetables, Gourds PublicationsShow
DillHerbs and Spices PublicationsShow
European plumFruit, Drupes PublicationsShow
FigFruit, Other fruits PublicationsShow
FlaxseedOilseed crops PublicationsShow
GrapeFruit, Berries PublicationsShow
GrapefruitFruit, Citrus PublicationsShow
KaleVegetables, Cabbages PublicationsShow
KiwiFruit, Tropical fruits PublicationsShow
LeekVegetables, Onion-family PublicationsShow
LemonFruit, Citrus PublicationsShow
LettuceVegetables, Leaf vegetables PublicationsShow
Macadamia nutNuts PublicationsShow
OatCereals and cereal products PublicationsShow
Olive, greenFruit, Drupes PublicationsShow
OnionVegetables, Onion-family PublicationsShow
Orange juiceBeverages, Non-alcoholic PublicationsShow
ParsleyHerbs and Spices PublicationsShow
ParsnipVegetables, Root vegetables PublicationsShow
Passion fruitFruit, Tropical fruits PublicationsShow
PeachFruit, Drupes PublicationsShow
PeanutNuts PublicationsShow
PearFruit, Pomes PublicationsShow
Pecan nutNuts PublicationsShow
PepperHerbs and Spices PublicationsShow
Pine nutNuts PublicationsShow
PineappleFruit, Tropical fruits PublicationsShow
PistachioNuts PublicationsShow
PoppyOilseed crops PublicationsShow
PotatoVegetables, Tubers PublicationsShow
RedcurrantFruit, Berries PublicationsShow
RyeCereals and cereal products PublicationsShow
SpinachVegetables, Leaf vegetables PublicationsShow
StrawberryFruit, Berries PublicationsShow
SunflowerOilseed crops PublicationsShow
Sweet orangeFruit, Citrus PublicationsShow
TomatoVegetables, Fruit vegetables PublicationsShow
Vaccinium (Blueberry, Cranberry, Huckleberry)Fruit, Berries PublicationsShow

Metabolism

No metabolism information available

Inter-Individual Variations Metabolism

No data on inter-individual variations available

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