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Cas Database

Name	Thymulin	EINECS	N/A
CAS No.	63958-90-7	Density	1.417 g/cm³
PSA	451.86000	LogP	-3.67790
Solubility	N/A	Melting Point	N/A
Formula	C₃₃H₅₄N₁₂O₁₅	Boiling Point	1658.9 °C at 760 mmHg
Molecular Weight	858.863	Flash Point	957.1 °C
Transport Information	N/A	Appearance	N/A
Safety		Risk Codes	N/A
Molecular Structure		Hazard Symbols	N/A
Synonyms	Thymulin(pig peptide moiety);Thymulin (swine peptide moiety) (9CI);L-Asparagine,N2-[N-[N-[N-[N2-[N-[N2-[N-(5-oxo-L-prolyl)-L-alanyl]-L-lysyl]-L-seryl]-L-glutaminyl]glycyl]glycyl]-L-seryl]-;Serum thymic factor;Serum thymic factor (porcine);Thymic serumfactor;Thymic serum factor (pig);	Article Data	2

Thymulin Synthetic route

: 110523-43-8
pyroglutamyl-alanyl-Nε-benzyloxycarbonyllysyl-seryl-glutaminyl-glycyl-glycyl-seryl-asparagine 4-nitrobenzyl ester

: 63958-90-7
pyroglutamyl-alanyl-lysyl-seryl-glutaminyl-glycyl-glycyl-seryl-asparagine

Conditions

Conditions	Yield
With hydrogen; palladium In water; acetic acid for 12h; Ambient temperature;	84%

: Z-Pyr-Ala-Lys(Z)-Ser-Asn-Gly-Gly-Ser-Gln-ONb

: 63958-90-7
pyroglutamyl-alanyl-lysyl-seryl-glutaminyl-glycyl-glycyl-seryl-asparagine

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In acetic acid for 24h;	52%

: 16948-04-2
Nα-tert-butyloxycarbonyl-Nε-benzyloxycarbonyllysine dicyclohexylammonium salt

: 63958-90-7
pyroglutamyl-alanyl-lysyl-seryl-glutaminyl-glycyl-glycyl-seryl-asparagine

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 94 percent / HOBT, WSCl, NMM / tetrahydrofuran / 16 h / 4 °C 2: 1.) TFA, anisole 2.) HOBT, WSCl, NMM / 1.) room temperature, 20 min 2.) DMF, 4 deg C, overnight 3: 1.) TFA, anisole 2.) NMM, HOBT, WSCl / 1.) room temperature, 20 min 2.) DMF, 0 deg C, overnight, 4 deg C 4: 94 percent / hydrazine hydrate / dimethylformamide; methanol / 48 h / Ambient temperature 6: 52 percent / H2 / 10 percent Pd/C / aq. acetic acid / 24 h View Scheme

Yield

Multi-step reaction with 6 steps
1: 94 percent / HOBT, WSCl, NMM / tetrahydrofuran / 16 h / 4 °C
2: 1.) TFA, anisole 2.) HOBT, WSCl, NMM / 1.) room temperature, 20 min 2.) DMF, 4 deg C, overnight
3: 1.) TFA, anisole 2.) NMM, HOBT, WSCl / 1.) room temperature, 20 min 2.) DMF, 0 deg C, overnight, 4 deg C
4: 94 percent / hydrazine hydrate / dimethylformamide; methanol / 48 h / Ambient temperature
6: 52 percent / H2 / 10 percent Pd/C / aq. acetic acid / 24 h
View Scheme

: 84983-67-5
tert.-butyloxycarbonylalanyl-Nε-benzyloxycarbonyllysyl-serine methyl ester

: 63958-90-7
pyroglutamyl-alanyl-lysyl-seryl-glutaminyl-glycyl-glycyl-seryl-asparagine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 1.) TFA, anisole 2.) NMM, HOBT, WSCl / 1.) room temperature, 20 min 2.) DMF, 0 deg C, overnight, 4 deg C 2: 94 percent / hydrazine hydrate / dimethylformamide; methanol / 48 h / Ambient temperature 4: 52 percent / H2 / 10 percent Pd/C / aq. acetic acid / 24 h View Scheme
Multi-step reaction with 5 steps 1: 88 percent / NaOH / methanol; H2O / 0.5 h / Ambient temperature 2: 1) triethylamine, 1-hydroxybenztriazole, N,N'-dicyclohexylcarbodiimide / 1) dimethylformamide, -10 deg C, 10 min, 2) 0 deg C, 2 h, room temperature, 8 h 3: 93 percent / hydrogen chloride / acetic acid; H2O / 0.75 h / Ambient temperature 4: 1) 1-hydroxybenztriazole, N,N'-dicyclohexylcarbodiimide 2) N-ethylpiperidine / 1) dimethylformamide, -10 deg C, 10 min, 2) 0 deg C, 2 h, then room temperature, 8 h 5: 84 percent / H2 / Pd-black / acetic acid; H2O / 12 h / Ambient temperature View Scheme

Yield

Multi-step reaction with 4 steps
1: 1.) TFA, anisole 2.) NMM, HOBT, WSCl / 1.) room temperature, 20 min 2.) DMF, 0 deg C, overnight, 4 deg C
2: 94 percent / hydrazine hydrate / dimethylformamide; methanol / 48 h / Ambient temperature
4: 52 percent / H2 / 10 percent Pd/C / aq. acetic acid / 24 h
View Scheme

Multi-step reaction with 5 steps
1: 88 percent / NaOH / methanol; H2O / 0.5 h / Ambient temperature
2: 1) triethylamine, 1-hydroxybenztriazole, N,N'-dicyclohexylcarbodiimide / 1) dimethylformamide, -10 deg C, 10 min, 2) 0 deg C, 2 h, room temperature, 8 h
3: 93 percent / hydrogen chloride / acetic acid; H2O / 0.75 h / Ambient temperature
4: 1) 1-hydroxybenztriazole, N,N'-dicyclohexylcarbodiimide 2) N-ethylpiperidine / 1) dimethylformamide, -10 deg C, 10 min, 2) 0 deg C, 2 h, then room temperature, 8 h
5: 84 percent / H2 / Pd-black / acetic acid; H2O / 12 h / Ambient temperature
View Scheme

: Boc-Ser-Gln-ONb

: 63958-90-7
pyroglutamyl-alanyl-lysyl-seryl-glutaminyl-glycyl-glycyl-seryl-asparagine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 1.) TFA, anisole 2.) HOBT, WSCl, NMM / 1.) room temperature, 20 min 2.) DMF, 4 deg C, overnight 2: 1.) TFA, anisole 2.) NMM / 1.) room temperature, 20 min 2.) DMF, room temperature, 18 h. 4: 52 percent / H2 / 10 percent Pd/C / aq. acetic acid / 24 h View Scheme

: Boc-Gly-Gly-Ser-Gln-ONb

: 63958-90-7
pyroglutamyl-alanyl-lysyl-seryl-glutaminyl-glycyl-glycyl-seryl-asparagine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 1.) TFA, anisole 2.) NMM / 1.) room temperature, 20 min 2.) DMF, room temperature, 18 h. 3: 52 percent / H2 / 10 percent Pd/C / aq. acetic acid / 24 h View Scheme

: 84983-68-6
Z-Pyr-Ala-Lys(Z)-Ser-OMe

: 63958-90-7
pyroglutamyl-alanyl-lysyl-seryl-glutaminyl-glycyl-glycyl-seryl-asparagine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 94 percent / hydrazine hydrate / dimethylformamide; methanol / 48 h / Ambient temperature 3: 52 percent / H2 / 10 percent Pd/C / aq. acetic acid / 24 h View Scheme

: 84983-69-7
Z-Pyr-Ala-Lys(Z)-Ser-NHNH2

: 63958-90-7
pyroglutamyl-alanyl-lysyl-seryl-glutaminyl-glycyl-glycyl-seryl-asparagine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: 52 percent / H2 / 10 percent Pd/C / aq. acetic acid / 24 h View Scheme

: Boc-Asn-Gly-Gly-Ser-Gln-ONb

: 63958-90-7
pyroglutamyl-alanyl-lysyl-seryl-glutaminyl-glycyl-glycyl-seryl-asparagine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: 52 percent / H2 / 10 percent Pd/C / aq. acetic acid / 24 h View Scheme

: 84983-66-4
Boc-Lys(Z)-Ser-OMe

: 63958-90-7
pyroglutamyl-alanyl-lysyl-seryl-glutaminyl-glycyl-glycyl-seryl-asparagine

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 1.) TFA, anisole 2.) HOBT, WSCl, NMM / 1.) room temperature, 20 min 2.) DMF, 4 deg C, overnight 2: 1.) TFA, anisole 2.) NMM, HOBT, WSCl / 1.) room temperature, 20 min 2.) DMF, 0 deg C, overnight, 4 deg C 3: 94 percent / hydrazine hydrate / dimethylformamide; methanol / 48 h / Ambient temperature 5: 52 percent / H2 / 10 percent Pd/C / aq. acetic acid / 24 h View Scheme

Yield

Multi-step reaction with 5 steps
1: 1.) TFA, anisole 2.) HOBT, WSCl, NMM / 1.) room temperature, 20 min 2.) DMF, 4 deg C, overnight
2: 1.) TFA, anisole 2.) NMM, HOBT, WSCl / 1.) room temperature, 20 min 2.) DMF, 0 deg C, overnight, 4 deg C
3: 94 percent / hydrazine hydrate / dimethylformamide; methanol / 48 h / Ambient temperature
5: 52 percent / H2 / 10 percent Pd/C / aq. acetic acid / 24 h
View Scheme

Thymulin Specification

The Thymulin, with the CAS registry number 63958-90-7, is also known as Serum thymic factor. It belongs to the product category of Peptide. Thymulin is a nonapeptide produced by two distinct epithelial populations in the thymus. This chemical's molecular formula is C₃₃H₅₄N₁₂O₁₅ and molecular weight is 858.85. What's more, its IUPAC name is (2S)-4-Amino-2-[[(2S)-2-[[2-[[2-[[(2S)-5-amino-2-[[(2S)-2-[[(2S)-6-amino-2-[[(2S)-2-[[(2S)-5-oxopyrrolidine-2-carbonyl]amino]propanoyl]amino]hexanoyl]amino]-3-hydroxypropanoyl]amino]-5-oxopentanoyl]amino]acetyl]amino]acetyl]amino]-3-hydroxypropanoyl]amino]-4-oxobutanoic acid. In addition, it must be stored in airtight containers at -20 °C and placed in a dry, cool place. Meanwhile, it should be kept away from oxidant, strong acid, strong alkali.

Physical properties about Thymulin are: (1)ACD/LogP: -7.44; (2)# of Rule of 5 Violations: 3; (3)ACD/LogD (pH 5.5): -9.94; (4)ACD/LogD (pH 7.4): -9.93; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 27; (10)#H bond donors: 18; (11)#Freely Rotating Bonds: 31; (12)Polar Surface Area: 271.41 Å²; (13)Index of Refraction: 1.575; (14)Molar Refractivity: 200.23 cm³; (15)Molar Volume: 605.7 cm³; (16)Polarizability: 79.37×10^-24 cm³; (17)Surface Tension: 72.1 dyne/cm; (18)Density: 1.417 g/cm³; (19)Flash Point: 957.1 °C; (20)Enthalpy of Vaporization: 293.02 kJ/mol; (21)Boiling Point: 1658.9 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25 °C.

Uses of Thymulin: it can be used as drugs for primary and secondary immunodeficiency disease, immune function disorder disease, tumor adjunctive treatment, aplastic anemia, acute or chronic viral hepatitis, lupus erythematosus, rheumatoid arthritis, allergic asthma and so on. Besides, Thymulin can be used as an effector on proinflammatory mediators/cytokines. And researchers hope to develop drugs thwarting inflammatory processes associated with neurodegenerative diseases and even rheumatism with the help of thymulin analogs.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C(N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)O)CC(=O)N)CO)CCC(=O)N)CO)CCCCN)C)[C@H]1NC(=O)CC1
(2) InChI: InChI=1/C33H54N12O15/c1-15(39-29(55)18-6-8-24(50)40-18)27(53)42-16(4-2-3-9-34)30(56)45-21(14-47)32(58)43-17(5-7-22(35)48)28(54)38-11-25(51)37-12-26(52)41-20(13-46)31(57)44-19(33(59)60)10-23(36)49/h15-21,46-47H,2-14,34H2,1H3,(H2,35,48)(H2,36,49)(H,37,51)(H,38,54)(H,39,55)(H,40,50)(H,41,52)(H,42,53)(H,43,58)(H,44,57)(H,45,56)(H,59,60)/t15-,16-,17-,18-,19-,20-,21-/m0/s1
(3) InChIKey: LIFNDDBLJFPEAN-BPSSIEEOBB

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