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-UIKPJUSWSA-N
InChI Identifier
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
SMILES
CC[C@H](CC[C@@H](C)C1CCC2C3CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@]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 Food Phytochemical

Family
Terpenoids
Class
Phytosterols
Sub-class
Not Available

Spectra from Phytohub

Food Sources

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

No metabolism information available

Inter-Individual Variations in Metabolism

No data on inter-individual variations available

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