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Basic Information
CAS No.: 59787-61-0
Name: Cyclosporin C
Article Data: 1
Molecular Structure:
Molecular Structure of 59787-61-0 (Cyclosporin C)
Formula: C62H111N11O13
Molecular Weight: 1218.63
Synonyms: CyclosporinA, 7-L-threonine-;Cyclo[L-alanyl-D-alanyl-N-methyl-L-leucyl-N-methyl-L-leucyl-N-methyl-L-valyl-(3R,4R,6E)-6,7-didehydro-3-hydroxy-N,4-dimethyl-L-2-aminooctanoyl-L-threonyl-N-methylglycyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl];CYCLOSPORIN C;
Density: 1.033 g/cm3
Melting Point: 152-155 °C
Boiling Point: 1315.953 °C at 760 mmHg
Flash Point: 749.661 °C
Appearance: White solid
PSA: 299.03000
LogP: 3.12030
Synthetic route

C70H117N11O14

59787-61-0

cyclo-[MeBmt-Thr-Sar-MeLeu-Val-MeLeu-Ala-D-Ala-MeLeu-MeLeu-MeVal]

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran for 300h; pH=1; Kinetics;100%
59787-61-0

cyclo-[MeBmt-Thr-Sar-MeLeu-Val-MeLeu-Ala-D-Ala-MeLeu-MeLeu-MeVal]

4-dimethoxymethyl-benzoic acid allyl ester

C73H119N11O15

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In toluene for 0.833333h; Heating;95%
126651-12-5

biphenyl-4-carboxaldehyde dimethyl acetal

59787-61-0

cyclo-[MeBmt-Thr-Sar-MeLeu-Val-MeLeu-Ala-D-Ala-MeLeu-MeLeu-MeVal]

C75H119N11O13

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In toluene for 0.5h; Heating;89%
6044-68-4

3,3-dimethoxyprop-1-ene

59787-61-0

cyclo-[MeBmt-Thr-Sar-MeLeu-Val-MeLeu-Ala-D-Ala-MeLeu-MeLeu-MeVal]

C65H113N11O13

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In toluene for 1h; Heating;75%
1125-88-8

benzaldehyde dimethyl acetal

59787-61-0

cyclo-[MeBmt-Thr-Sar-MeLeu-Val-MeLeu-Ala-D-Ala-MeLeu-MeLeu-MeVal]

C69H115N11O13

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In toluene for 0.75h; Heating;74%
42228-16-0

methyl 4-(dimethoxymethyl)benzoate

59787-61-0

cyclo-[MeBmt-Thr-Sar-MeLeu-Val-MeLeu-Ala-D-Ala-MeLeu-MeLeu-MeVal]

C71H117N11O15

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In toluene for 2h; Heating;55%
4461-87-4

1,1-dimethoxybutane

59787-61-0

cyclo-[MeBmt-Thr-Sar-MeLeu-Val-MeLeu-Ala-D-Ala-MeLeu-MeLeu-MeVal]

C66H117N11O13

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dimethyl sulfoxide at 100 - 120℃; for 16h;39%
4744-10-9

dimethoxypropane

59787-61-0

cyclo-[MeBmt-Thr-Sar-MeLeu-Val-MeLeu-Ala-D-Ala-MeLeu-MeLeu-MeVal]

C65H115N11O13

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dimethyl sulfoxide at 100 - 120℃; for 16h;34%
534-15-6

1,1-dimethoxyethane

59787-61-0

cyclo-[MeBmt-Thr-Sar-MeLeu-Val-MeLeu-Ala-D-Ala-MeLeu-MeLeu-MeVal]

C64H113N11O13

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dimethyl sulfoxide at 100 - 120℃; for 16h;33%
77-76-9

2,2-dimethoxy-propane

59787-61-0

cyclo-[MeBmt-Thr-Sar-MeLeu-Val-MeLeu-Ala-D-Ala-MeLeu-MeLeu-MeVal]

C65H115N11O13

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dimethyl sulfoxide at 100 - 120℃; for 16h;26%
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Specification

The CAS register number of Cyclosporin C is 59787-61-0. It also can be called as Cyclo[L-alanyl-D-alanyl-N-methyl-L-leucyl-N-methyl-L-leucyl-N-methyl-L-valyl-3-hydroxy-N,4-dimethyl-L-2-amino-6-octenoyl-L-threonyl-N-methylglycyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl] and the IUPAC name about this chemical is (3S,6S,9S,12R,15S,18S,21S,24S,30S)-30-[(1R)-1-hydroxyethyl]-33-[(E,1R,2R)-1-hydroxy-2-methylhex-4-enyl]-1,4,7,10,12,15,19,25,28-nonamethyl-6,9,18,24-tetrakis(2-methylpropyl)-3,21-di(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone. The molecular formula about this chemical is C62H111N11O13 and the molecular weight is 1218.63. It belongs to the following product categories which include Active Pharmaceutical Ingredients; Intermediates & Fine Chemicals; Peptides; Pharmaceuticals and so on.

Physical properties about Cyclosporin C are: (1)ACD/LogP: 2.11; (2)# of Rule of 5 Violations: 3; (3)ACD/LogD (pH 5.5): 2.11; (4)ACD/LogD (pH 7.4): 2.11; (5)ACD/BCF (pH 5.5): 23.62; (6)ACD/BCF (pH 7.4): 23.62; (7)ACD/KOC (pH 5.5): 334.42; (8)ACD/KOC (pH 7.4): 334.42; (9)#H bond acceptors: 24; (10)#H bond donors: 6; (11)#Freely Rotating Bonds: 17; (12)Polar Surface Area: 299.03Å2; (13)Index of Refraction: 1.472; (14)Molar Refractivity: 330.27 cm3; (15)Molar Volume: 1179.1 cm3; (16)Polarizability: 130.92x10-24cm3; (17)Surface Tension: 32.7 dyne/cm; (18)Enthalpy of Vaporization: 222.78 kJ/mol; (19)Boiling Point: 1316 °C at 760 mmHg.

You can still convert the following datas into molecular structure:
(1)SMILES: CC(C\C=C\C)C(O)C1C(=O)NC(C(=O)N(C)CC(=O)N(C)C(CC(C)C)C(=O)NC(C(C)C)C(=O)N(C)C(CC(C)C)C(=O)NC(C)C(=O)NC(C)C(=O)N(C)C(CC(C)C)C(=O)N(C)C(CC(C)C)C(=O)N(C)C(C(C)C)C(=O)N1C)C(C)O
(2)InChI: InChI=1/C62H111N11O13/c1-25-26-27-39(14)52(76)51-56(80)66-49(42(17)74)60(84)67(18)32-47(75)68(19)43(28-33(2)3)55(79)65-48(37(10)11)61(85)69(20)44(29-34(4)5)54(78)63-40(15)53(77)64-41(16)57(81)70(21)45(30-35(6)7)58(82)71(22)46(31-36(8)9)59(83)72(23)50(38(12)13)62(86)73(51)24/h25-26,33-46,48-52,74,76H,27-32H2,1-24H3,(H,63,78)(H,64,77)(H,65,79)(H,66,80)/b26-25+
(3)InChIKey: JTOKYIBTLUQVQV-OCEACIFDBR
(4)Std. InChI: InChI=1S/C62H111N11O13/c1-25-26-27-39(14)52(76)51-56(80)66-49(42(17)74)60(84)67(18)32-47(75)68(19)43(28-33(2)3)55(79)65-48(37(10)11)61(85)69(20)44(29-34(4)5)54(78)63-40(15)53(77)64-41(16)57(81)70(21)45(30-35(6)7)58(82)71(22)46(31-36(8)9)59(83)72(23)50(38(12)13)62(86)73(51)24/h25-26,33-46,48-52,74,76H,27-32H2,1-24H3,(H,63,78)(H,64,77)(H,65,79)(H,66,80)/b26-25+
(5)Std. InChIKey: JTOKYIBTLUQVQV-OCEACIFDSA-N