Basic information
- CAS
545-26-6- Standard SMILES
C[C@]12CC[C@H](O)C[C@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](C3=CC(=O)OC3)[C@@H](O)C[C@]12O- InChIKey
PVAMXWLZJKTXFW-VQMOFDJESA-N- Molecular formula
- C23H34O5
- Average molar mass
- 390.5 g/mol
- Monoisotopic mass
- 390.24062418
Overview
Gitoxigenin is a 16beta-hydroxy steroid, a 3beta-hydroxy steroid and a 14beta-hydroxy steroid. It derives from a hydride of a 5beta-cardanolide.
Names & identifiers
- Preferred name
- Gitoxigenin
- IUPAC
- 3-[(3S,5R,8R,9S,10S,13R,14S,16S,17R)-3,14,16-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
- English name
- GITOXIGENIN
- Molecular formula
- C23H34O5
- Molecular weight
- 390.51
Names & synonyms
Gitoxigenin545-26-616beta-Hydroxydigitoxigenin3beta,14,16beta-Trihydroxy-5beta-card-20(22)-enolideG36K2H8SME3-[(3S,5R,8R,9S,10S,13R,14S,16S,17R)-3,14,16-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-oneNSC-407807CHEBI:38105DTXSID208786425beta-Card-20(22)-enolide, 3beta,14,16beta-trihydroxy-Card-20(22)-enolide, 3,14,16-trihydroxy-, (3beta,5beta,16beta)-3-((3S,5R,8R,9S,10S,13R,14S,16S,17R)-3,14,16-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta(a)phenanthren-17-yl)-2H-furan-5-one
Show more names
GitoxygeninGitoxigenin,98%Digoxin Impurity 1316β-hydroxydigitoxigenin5β,20(22)-Cardenolide-3β,14,16β-triol3-beta,14,16-trioxycarden-(20:22)-olid3-beta,14,16-trioxy-digen-(20:22)-olidcardogenen-(20:22)-triol-(3-beta,14,16)
RefChem:143255DTXCID4010166843 beta,14,16 beta-trihydroxy-5 beta-card-20(22)-enolide208-886-216.beta.-HydroxydigitoxigeninNSC407807NSC 4078074-((3S,5R,8R,9S,10S,13R,14S,16S,17R)-3,14,16-trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)furan-2(5H)-one
Properties
Computed structural properties
- XLogP
- 1.6
- Topological polar surface area
- 87 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 1
- Heavy atoms
- 28
- Formal charge
- 0
- Complexity
- 718
Experimental & physicochemical properties
LipidsLipids -> Sterol Lipids [ST] -> Sterols [ST01] -> Cardanolides and derivatives [ST0112]
Physicochemical properties
- Melting point
- 230 °C · ~230 °C
- Boiling point
- 435.71 °C · 435.71°C (rough estimate)
- Density
- 1.0639 · 1.0639 (rough estimate)
- refractive index
- 1.612 · 1.6120 (estimate)
- storage temp.
- 20 °C · −20°C
- pka
- 14.56 · 14.56±0.70(Predicted)
- Merck
- 13 · 13,4445
- FDA UNII
- 36 K2H8SME · G36K2H8SME
- Symbol(GHS)
- 6 · GHS06
- Signal word
- Danger
- Hazard statements
- 311 · H311-H301-H331
- Precautionary statements
- 264 · P264-P270-P301+P310-P321-P330-P405-P501-P280-P302+P352-P312-P322-P361-P363-P405-P501-P261-P271-P304+P340-P311-P321-P403+P233-P405-P501
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P262, P264, P270, P271, P280, P301+P316, P302+P352, P304+P340, P316, P321, P330, P361+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 3 (100%)
Safety data
- F
- 10
- wgk
- 3
- rtecs
- FH5391000
- ridadr
- UN 1544 6.1/PG 1
- risk_code
- 23/24/25
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- hazard_code
- T
- safety_code
- 36/37/39-45
- hazard_class
- 6.1(b)
- packing_group
- III
- Hazard statements
- H311-H301-H331
- Precautionary statements
- P264-P270-P301+P310-P321-P330-P405-P501-P280-P302+P352-P312-P322-P361-P363-P405-P501-P261-P271-P304+P340-P311-P321-P403+P233-P405-P501
Chemistry & industry
Applications
UsesGitoxigenin is a related compound of Digitoxigenin, which has been used in a study to assess its stereochemical effects in cancer cytotoxicity. Digitoxigenin has also been used in a study to investigate the advantage of gold(I)-catalyzed glycosidation of glycosyl o-alkyl benzoates to assemble digitoxin.
Suppliers12 total
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
成都普思生物科技股份有限公司028-85370565-229 18080489829 · [email protected]
湖北扬信医药科技有限公司15347293736 · [email protected]
TLC梯尔希（南京）药物研发有限公司18012923235 · [email protected]
深圳振强药物研发有限公司+86-0755-66853366 +86-13670046396 · [email protected]
四川精萃天成药物科技有限公司028-87865381 18108190480 · [email protected]
陕西缔都医药化工有限公司029-029-81120477 17792793610 · [email protected]
成都标样生物科技有限公司028-81700200 13308200041 · [email protected]
深圳博泰尔生物技术有限公司13316949107 13316968096 · [email protected]
BOC Sciences+1-631-485-4226 · [email protected]
上海同田生物技术有限公司021-51320588 · [email protected]
Related reactions
1 records
Compound notes
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