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CHEBI:27693 - sitosterol
| Formula | C29H50O |
| Net Charge | 0 |
| Average Mass | 414.718 |
| Monoisotopic Mass | 414.38617 |
| SMILES | [H][C@@]12CC=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])CC[C@]1([H])[C@H](C)CC[C@@H](CC)C(C)C |
| InChI | 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 |
| InChIKey | KZJWDPNRJALLNS-VJSFXXLFSA-N |
| Species of Metabolite | Component | Source | Comments |
|---|---|---|---|
| Pisonia aculeata (ncbitaxon:363212) | |||
| stem (BTO:0001300) | PubMed (21542597) | Cold MeOH extract of dried stems and roots, isolated as mixture of beta-setosterol & stigmasterol | |
| root (BTO:0001188) | PubMed (21542597) | Cold MeOH extract of dried stems and roots, isolated as mixture of beta-setosterol & stigmasterol | |
| Breynia fruticosa (ncbitaxon:296042) | root (BTO:0001188) | PubMed (21428418) | 90% Methanolic extract of air-dried, crushed roots. |
| Lepisorus contortus (ncbitaxon:699669) | whole plant (BTO:0001461) | PubMed (21261296) | 95% EtOH extract of air-dried, powdered whole plant |
| Eupatorium cannabinum subsp. asiaticum (ncbitaxon:102770) | aerial part (BTO:0001658) | PubMed (21391659) | MeOH extract of shade-dried, pulverized aerial parts,mixture of beta-sitosterol and stigmasterol |
| Neolitsea daibuensis (IPNI:466954-1) | root (BTO:0001188) | PubMed (22148193) | Cold MeOH extract of dried roots |
| Cordyceps sinensis (ncbitaxon:72228) | mycelium (BTO:0001436) | PubMed (21848266) | Ethanolic extract of dried mycelia |
| Ficus mucuso (ncbitaxon:309328) | fruit (BTO:0000486) | PubMed (21619045) | Methanolic extract of air-dried and powdered figs(fruits) |
| Beilschmiedia tsangii (IPNI:462970-1) | root (BTO:0001188) | PubMed (21846089) | Cold MeOH extract of dry roots |
| Rubia yunnanensis (IPNI:765385-1) | root (BTO:0001188) | PubMed (21973054) | Methanolic extract of air dried powdered roots |
| Melia toosendan (ncbitaxon:71608) | fruit (BTO:0000486) | PubMed (20961091) | 95% ethanolic extract of dried fruits |
| Citrus hystrix (ncbitaxon:170989) | exocarp (BTO:0000733) | PubMed (20964319) | The hexane extract of dried and ground fruit peels |
| Garcia parviflora (IPNI:107401-2) | |||
| leaf (BTO:0000713) | PubMed (20958014) | n-hexane extract of air-dried, powdered branch and leaves | |
| branch (BTO:0000148) | PubMed (20958014) | n-hexane extract of air-dried, powdered branch and leaves | |
| Mus musculus (ncbitaxon:10090) | - | PubMed (19425150) | Source: BioModels - MODEL1507180067 |
| Roles Classification |
|---|
| Chemical Role: | antioxidant A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. |
| Biological Roles: | mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. sterol methyltransferase inhibitor An EC 2.1.1.* (methyltransferases) inhibitor that interferes with the action of sterol methyltransferase. |
| Application: | anticholesteremic drug A substance used to lower plasma cholesterol levels. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| sitosterol (CHEBI:27693) has parent hydride stigmastane (CHEBI:26773) |
| sitosterol (CHEBI:27693) has role anticholesteremic drug (CHEBI:35821) |
| sitosterol (CHEBI:27693) has role antioxidant (CHEBI:22586) |
| sitosterol (CHEBI:27693) has role mouse metabolite (CHEBI:75771) |
| sitosterol (CHEBI:27693) has role plant metabolite (CHEBI:76924) |
| sitosterol (CHEBI:27693) has role sterol methyltransferase inhibitor (CHEBI:52303) |
| sitosterol (CHEBI:27693) is a 3β-hydroxy-Δ5-steroid (CHEBI:1722) |
| sitosterol (CHEBI:27693) is a 3β-sterol (CHEBI:35348) |
| sitosterol (CHEBI:27693) is a C29-steroid (CHEBI:188923) |
| sitosterol (CHEBI:27693) is a phytosterols (CHEBI:26125) |
| sitosterol (CHEBI:27693) is a stigmastane sterol (CHEBI:131703) |
| Incoming Relation(s) |
| daucosterol (CHEBI:67554) has functional parent sitosterol (CHEBI:27693) |
| sitoindoside I (CHEBI:67595) has functional parent sitosterol (CHEBI:27693) |
| stigmast-5-ene-3β,7α-diol (CHEBI:67594) has functional parent sitosterol (CHEBI:27693) |
| β-sitosterol 3-O-acetate (CHEBI:69433) has functional parent sitosterol (CHEBI:27693) |
| β-sitosterol 3-O-β-D-galactopyranoside (CHEBI:172751) has functional parent sitosterol (CHEBI:27693) |
| β-sitosterol glucoside-3'-O-hexacosanoicate (CHEBI:66511) has functional parent sitosterol (CHEBI:27693) |
| IUPAC Name |
|---|
| stigmast-5-en-3β-ol |
| Synonyms | Source |
|---|---|
| Sitosterol | KEGG COMPOUND |
| beta-Sitosterol | KEGG COMPOUND |
| (-)-β-Sitosterol | ChemIDplus |
| (24R)-Ethylcholest-5-en-3beta-ol | ChemIDplus |
| (24R)-Stigmast-5-en-3beta-ol | ChemIDplus |
| (3β)-Stigmast-5-en-3-ol | ChemIDplus |
| UniProt Name | Source |
|---|---|
| sitosterol | UniProt |
| Citations |
|---|