precursor

Showing entry for Sitosterol

Identification

PhytoHub ID
PHUB001740
Name
Sitosterol
Systematic Name
Not Available
Synonyms
  • (-)-β-Sitosterol
  • 22,23-Dihydrostigmasterol
  • 24α-Ethylcholesterol
  • Azuprostat
  • Cupreol
  • Nimbosterol
  • Triastonal
  • α-Dihydrofucosterol
  • β-Sitosterin
CAS Number
83-46-5
Average Mass
414.718
Monoisotopic Mass
414.38616623
Chemical Formula
C29H50O
IUPAC Name
(1R,3aS,3bS,7S,9aR,9bS,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-VJSFXXLFSA-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
[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CC[C@@H](CC)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
54.3309108678763
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 Online Resources

No spectra information available

Food Sources

NameGroup
Roasted coffeeCoffee and coffee products PublicationsShow

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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