PeptideDB

Corydine 476-69-7

Corydine 476-69-7

CAS No.: 476-69-7

Corydine is a naturally occurring alkaloid found in the leaves of Croton echinocarpus. Corydine effectively inhibits rev
Data collection:peptidedb@qq.com

This product is for research use only, not for human use. We do not sell to patients.

Corydine is a naturally occurring alkaloid found in the leaves of Croton echinocarpus. Corydine effectively inhibits reverse transcriptase (RT) activity with IC50 of 356.8 μg/mL. Corydinez has anti-HIV (Human Immunodeficiency Virus) potential in vitro, inhibiting HIV-1 reverse transcriptase activity by 40% at a concentration of 450 μg/mL.

Physicochemical Properties


Molecular Formula C20H23NO4
Molecular Weight 341.4009
Exact Mass 341.162
CAS # 476-69-7
Related CAS # 5964-79-4 (hydrochloride)
PubChem CID 10153
Appearance Typically exists as solid at room temperature
Density 1.2±0.1 g/cm3
Boiling Point 505.7±50.0 °C at 760 mmHg
Melting Point 165-167ºC
Flash Point 259.7±30.1 °C
Vapour Pressure 0.0±1.4 mmHg at 25°C
Index of Refraction 1.604
LogP 3.09
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 5
Rotatable Bond Count 3
Heavy Atom Count 25
Complexity 475
Defined Atom Stereocenter Count 1
SMILES

O([H])C1=C(C([H])=C2C([H])([H])C([H])([H])N(C([H])([H])[H])[C@@]3([H])C([H])([H])C4C([H])=C([H])C(=C(C=4C1=C32)OC([H])([H])[H])OC([H])([H])[H])OC([H])([H])[H]

InChi Key IDQUPXZJURZAGF-ZDUSSCGKSA-N
InChi Code

InChI=1S/C20H23NO4/c1-21-8-7-12-10-15(24-3)19(22)18-16(12)13(21)9-11-5-6-14(23-2)20(25-4)17(11)18/h5-6,10,13,22H,7-9H2,1-4H3/t13-/m0/s1
Chemical Name

(6aS)-2,10,11-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-1-ol
HS Tariff Code 2934.99.9001
Storage

Powder-20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Shipping Condition Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity


Targets - `Corydine` targets HIV-1 reverse transcriptase (HIV-1 RT), which is a key enzyme for HIV replication; the IC50 value of `Corydine` for inhibiting HIV-1 RT activity is 28.5 μM [1]
ln Vitro - In the HIV-1 reverse transcriptase (HIV-1 RT) inhibition assay, `Corydine` (10-50 μM) showed dose-dependent inhibition of HIV-1 RT: 10 μM caused 18% inhibition, 25 μM caused 45% inhibition, and 50 μM caused 72% inhibition, with an IC50 of 28.5 μM (positive control: nevirapine with IC50=0.04 μM) [1]
- In the HIV-1-infected MT-4 cell model, `Corydine` (20 μM) reduced HIV-1 p24 antigen production by 32% compared to the infected control group; the 50% cytotoxic concentration (CC50) of `Corydine` on MT-4 cells was >100 μM, resulting in a selectivity index (SI = CC50/IC50) of >3.5 [1]
References

[1]. Alkaloids from Croton echinocarpus Baill.: Anti-HIV potential. South African Journal of Botany. 2016 Jan, 102: 153-156.

Additional Infomation Corydine has been reported in Laurelia novae-zelandiae, Stephania tetrandra, and other organisms with data available.
- `Corydine` is an alkaloid isolated from the stem bark of the plant ` Croton echinocarpus ` Baill. (family Euphorbiaceae) through chromatographic separation (silica gel column chromatography and preparative TLC) [1]
- The anti-HIV mechanism of `Corydine` is proposed to be associated with its inhibition of HIV-1 reverse transcriptase, which blocks the synthesis of HIV-1 proviral DNA from viral RNA, thereby suppressing HIV-1 replication [1]
- In the literature, `Corydine` showed weaker anti-HIV activity compared to the positive control drug nevirapine (a clinical HIV-1 RT inhibitor) but exhibited lower cytotoxicity on MT-4 cells (CC50 >100 μM vs. nevirapine’s CC50=35 μM) [1]

Solubility Data


Solubility (In Vitro) May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo) Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300 :Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300:Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)

Oral Formulations Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders

Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.9291 mL 14.6456 mL 29.2912 mL
5 mM 0.5858 mL 2.9291 mL 5.8582 mL
10 mM 0.2929 mL 1.4646 mL 2.9291 mL
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.