Basic information
- CAS
1874-54-0- Standard SMILES
Nc1ncnc2c1ncn2[C@]1(CO)O[C@H](CO)[C@@H](O)[C@H]1O- InChIKey
BNZYRKVSCLSXSJ-IOSLPCCCSA-N- Molecular formula
- C11H15N5O5
- Average molar mass
- 297.27 g/mol
- Monoisotopic mass
- 297.1073186
Overview
Psicofuranin is a purine nucleoside and a psicose derivative.
Names & identifiers
- Preferred name
- 1'-C-(Hydroxymethyl)adenosine
- IUPAC
- (2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-2,5-bis(hydroxymethyl)oxolane-3,4-diol
- English name
- psicofuranine
- Molecular formula
- C11H15N5O5
- Molecular weight
- 297.27
Names & synonyms
Psicofuranine1874-54-0Psicofuranosyladenine9-D-Psicofuranosyl-6-aminopurineU-9586NN8Z1MZB7L9-beta-D-Psicofuranosyl-9H-purin-6-amineDTXSID80172052NSC-531041'-C-(HYDROXYMETHYL)ADENOSINERefChem:177042DTXCID3094543
Show more names
psicofuraninPsicofuranine [AngustMycin C]9-beta-D-psicofuranyl adenosine
Angustmycin C9-beta-D-Psicofuranosyladenine1'-(Hydroxymethyl)adenosineCHEBI:86126-Amino-9-D-psicofuranosylpurine(2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-2,5-bis(hydroxymethyl)oxolane-3,4-diolNSC 53104(2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-2,5-bis(hydroxymethyl)tetrahydrofuran-3,4-diol
Database identifiers
- CAS
1874-54-0- PubChem CID
- 65086
- DTXSID
DTXSID80172052- ChEMBL
CHEMBL453867- ChEBI
CHEBI:8612- UNII
- NN8Z1MZB7L
- Nikkaji
- J20.386F
Properties
Computed structural properties
- XLogP
- -2.2
- Topological polar surface area
- 160 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 3
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 390
Physicochemical properties
- Melting point
- 212 · 212-214℃ (decomposition)
- alpha
- 25 · D25 -68° (dimethylformamide)
- Boiling point
- 720.1 · 720.1±70.0 °C(Predicted)
- Density
- 2.02 · 2.02±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- Soluble in DMSO
- form
- solid
- pka
- 12.87 · 12.87±0.70(Predicted)
- color
- White to off-white
- FDA UNII
- 8 Z1MZB7L · NN8Z1MZB7L
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302+H312-H319
- Precautionary statements
- 264 · P264-P270-P280-P301+P312-P302+P352-P305+P351+P338-P321-P330-P362+P364-P337+P313-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.
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302+H312-H319
- Precautionary statements
- P264-P270-P280-P301+P312-P302+P352-P305+P351+P338-P321-P330-P362+P364-P337+P313-P501
Chemistry & industry
Applications
UsesPsicofuranine is an antibiotic and antitumor compound that acts as an inhibitor of xanthosine monophosphate (XMP) aminase (IC50 = 67 μM), causing guanine deficiency in enteric bacteria.[Cayman Chemical]
UsesPsicofuranine is a nucleoside antibiotic shown to inhibit xanthosine monophosphate aminase.
Suppliers26 total
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
Aladdin Scientific[email protected]
南京百芙利科技有限责任公司25-25-58740604 15951658055 · [email protected]
攀纳燊（河南）医药科学技术有限公司0371-65325800 13700860222 · [email protected]
MedBio脉铂医药021-69568360 18916172912 · [email protected]
上海梅凯科技有限公司021-68689288 15300790979 · [email protected]
金克隆（北京）生物技术有限公司400-910-1997 15330005590 · [email protected]
杭州六可生物科技有限公司+86-571-86912261 19975279805 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
BOC Sciences16314854226; +8616314854226 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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