Sitosterol palmitate

  • GreenMolBD CID : 2831
  • Molecular Formula : C45H80O2
  • Molecular Weight : 653.133
  • Exact Molecular Mass : 652.616
  • IUPAC Name : [(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] hexadecanoate
  • InChI : InChI=1S/C45H80O2/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-43(46)47-38-29-31-44(6)37(33-38)25-26-39-41-28-27-40(45(41,7)32-30-42(39)44)35(5)23-24-36(9-2)34(3)4/h25,34-36,38-42H,8-24,26-33H2,1-7H3/t35-,36-,38+,39+,40-,41+,42+,44+,45-/m1/s1
  • InChI Key : IWTJDVBNIUPPPB-FPNUYMRSSA-N
  • Canonical SMILES : CCCCCCCCCCCCCCCC(=O)OC1CCC2(C3CCC4(C(C3CC=C2C1)CCC4C(C)CCC(CC)C(C)C)C)C
  • Isomeric SMILES : CCCCCCCCCCCCCCCC(=O)OC1CCC2(C3CCC4(C(C3CC=C2C1)CCC4C(C)CCC(CC)C(C)C)C)C
  • Cross Reference  Pubchem

1. Classification

1.1. Description

This compound belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

1.2. Taxonomy Tree

1.3. Alternative Parent

C24-propyl sterols and derivatives; Steroid esters; Delta-5-steroids; Carboxylic acid esters; Monocarboxylic acids and derivatives; Organic oxides; Hydrocarbon derivatives; Carbonyl compounds;

1.4. Molecular Framework

Aliphatic homopolycyclic compounds

1.5. Substituents

Triterpenoid; C24-propyl-sterol-skeleton; Steroid ester; Steroid; Delta-5-steroid; Carboxylic acid ester; Monocarboxylic acid or derivatives; Carboxylic acid derivative; Organic oxygen compound; Organic oxide; Hydrocarbon derivative; Organooxygen compound; Carbonyl group; Aliphatic homopolycyclic compound

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
14.057 26.3 0 2 47 22 0 0 20.2402 1,063.56 740.145 0.614099

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-388.685722 1.62 -4.189 -9.42858 1.05022 5.239

4. Compound Reactivity

DLP nRFG nLMR
12 1 3

5. Topkat Properties

WOE Prediction Ames Prediction DTP Prediction Rat Oral LD50 (g/kg body weight) Rat Inhalational LC50 (mg/m3/h) Chronic LOAEL (g/kg body weight) Skin Irritancy Skin Sensitization Ocular Irritancy Aerobic Biodegradability Prediction Fathead Minnow LC50 (g/l) Daphnia EC50 (mg/l)
Carcinogen Non-Mutagen Toxic 5.37138 2778.95 0.00205851 Moderate None None Degradable 3.88E-12 3.80E-5

6. Drug-Likeliness Test

Lipinski's rule of five Jorgensen's rule of three Goshe filter Veber filter PAINS1 PAINS2 PAINS3
No Yes No No Yes Yes Yes

7. Synonyms

Name
Sitosteryl palmitate
16:0 Sitosteryl ester
Stigmast-5-en-3beta-yl hexadecanoate
2308-85-2
beta-Sitosterol palmitate
Sitosterylpalmitate
UNII-LEB596GYDL
LEB596GYDL
SCHEMBL4739259
MolPort-035-706-294
C45H80O2
LMST01020047
ZINC95918683
W2348
Stigmast-5-en-3-ol,3-hexadecanoate, (3b)-
Sitosterol palmitate

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
Sitosterol palmitate
Ichnocarpus frutescens 9

9. Targets

ID Target Name Gene Symbol Organism Protein Crystal Complex Activity Values Reference
Potency (nM) Ki (nM) IC50 (nM) Kd (nM) EC50 (nM) kon (M-1-s-1) koff (s-1) Biological Assay DOI Article PMID PubChem AID

10. Chemical Vendors

SID Source Name Source URL Source Detail Registry ID Source Record URL
252410354MolepediaSource URLSource DetailM90042396PSource Record URL
3571420291717 CheMall CorporationSource URLSource DetailBG01792760Source Record URL
355202267MuseChemSource URLSource DetailR012550Source Record URL
348916127Chemieliva Pharmaceutical Co., LtdSource URLSource DetailPBCM0434278Source Record URL
252551455AK Scientific, Inc. (AKSCI)Source URLSource DetailW2348Source Record URL
274952273ChemFacesSource URLSource DetailCFN98235Source Record URL
355397577AKos Consulting & SolutionsSource URLSource DetailAKOS032962160Source Record URL
313232093MolPortSource URLSource DetailMolPort-035-706-294Source Record URL
267664340ZINCSource URLSource DetailZINC95918683Source Record URL