Basic information
- CAS
60857-08-1- Standard SMILES
CC(=O)OC12C[C@@H](C)[C@@]3(O)[C@@H](C=C(CO)C[C@]4(O)C(=O)C(C)=C[C@@H]34)C1C2(C)C- InChIKey
BOJKFRKNLSCGHY-KKFGZBDXSA-N- Molecular formula
- C22H30O6
- Average molar mass
- 390.5 g/mol
- Monoisotopic mass
- 390.20423867
Names & identifiers
- Preferred name
- Ccris 6292
- IUPAC
- [(1R,2S,6R,10S,15R)-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxo-13-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] acetate
- English name
- Prostratin, PKC activator
- Molecular formula
- C22H30O6
- Molecular weight
- 390.47
Names & synonyms
MFCD00674138CCRIS 6292NSC 623310UNII-KO94U6DIQ6SCHEMBL15531877(1bS,4aR,7aS,7bR,8R)-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-9aH-cyclopropa[3,4]benzo[1,2-e]azulen-9a-yl acetate[(1R,2S,6R,10S,15R)-1,6-Dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxo-13-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] acetate6H-Cyclopropa(3,4)benz(1,2-e)azulen-6-one, 9a-(acetyloxy)-1,1a,1b,4,4a,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-, (1aR,1bS,4aR,7aS,7bR,8R,9aS)-6H-Cyclopropa(3,4)benz(1,2-e)azulen-6-one, 9a-(acetyloxy)-1,1a,1b,4,4a,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-, (1aR-(1aalpha,1bbeta,4abeta,7aalpha,8alpha,9aalpha))-PROSTRATINSA 101AProstatin >99%
Show more names
Stillingia FactoProstratin[P0077]13-O-AcetylphorbolProstratin, PKC activator12-DEOXYPHORBOL 13-ACETATE
Properties
Computed structural properties
- XLogP
- 0.7
- Topological polar surface area
- 104 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 3
- Heavy atoms
- 28
- Formal charge
- 0
- Complexity
- 825
Physicochemical properties
- Melting point
- 216 · 216-219℃
- Boiling point
- 550.5 · 550.5±50.0 °C(Predicted)
- Density
- 1.31 · 1.31
- storage temp.
- -20 °C · -20°C
- solubility
- 30 mg/ml · Soluble in DMSO at 30mg/ml
- form
- white powder
- pka
- 11.4 · 11.40±0.70(Predicted)
- color
- Off-white
- Stability
- 1 year · Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
- InChIKey
- BOJKFRKNLSCGHY-HXGSDTCMSA-N
- SMILES
- C[C@@H]1C[C@]2(OC(C)=O)[C@H]([C@@H]3C=C(CO)C[C@@]4(O)[C@@H](C=C(C)C4=O)[C@@]13O)C2(C)C
- FDA UNII
- 94 U6DIQ6 · KO94U6DIQ6
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 77 · NA.77
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
- WGK Germany
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
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 2916200090
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
DescriptionActivation of latent reservoirs of HIV-infected cells is a treatment strategy designed to reduce viral load and eliminate the perpetuation of retroviral infection. Prostratin is a non-tumor promoting phorbol ester that potently induces HIV-1 reactivation in latent reservoirs of infected Jurkat-LAT-GFP cells with an IC50 value of ~0.5 μM. Originally, prostratin was isolated from plant sources including P. prostrata, E. cornigera, and H. nutans. The effects of prostratin are mediated through activation of NF-κB via protein kinase C and by downregulation of HIV-1 receptor CD4 expression and its co-receptors CXCR4 and CCR5.
UsesActivation of latent reservoirs of HIV-infected cells is a treatment strategy designed to reduce viral load and eliminate the perpetuation of retroviral infection. Prostratin is a non-tumor promoting phorbol ester that potently induces HIV-1 reactivation in latent reservoirs of infected Jurkat-LAT-GFP cells . [Cayman Chemical]
Suppliers46 total
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]
武汉众志诚生物技术有限公司13628624121 13628604890 · [email protected]
上海汉尊生物科技有限公司021-50215258 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
广东元丰化学试剂有限公司0751-2829979 13318593351 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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