Metabolite Cyclosporine M-1 (AM-9)

Name

Cyclosporine M-1 (AM-9)

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 1218.634
Monoisotopic: 1217.836282678

Chemical Formula

C₆₂H₁₁₁N₁₁O₁₃

InChI Key

ODPRYBDBGFBROY-ANCDGSCPSA-N

InChI

InChI=1S/C62H111N11O13/c1-25-27-28-39(13)51(75)50-55(79)65-42(26-2)57(81)67(18)33-47(74)68(19)43(29-34(3)4)54(78)66-48(37(9)10)60(84)69(20)44(30-35(5)6)53(77)63-40(14)52(76)64-41(15)56(80)71(22)46(32-62(16,17)86)59(83)70(21)45(31-36(7)8)58(82)72(23)49(38(11)12)61(85)73(50)24/h25,27,34-46,48-51,75,86H,26,28-33H2,1-24H3,(H,63,77)(H,64,76)(H,65,79)(H,66,78)/b27-25+/t39-,40+,41-,42+,43+,44+,45+,46+,48+,49+,50+,51-/m1/s1

IUPAC Name

(3S,6S,9S,12R,15S,18S,21S,24S,30S,33S)-30-ethyl-33-[(1R,2R,4E)-1-hydroxy-2-methylhex-4-en-1-yl]-9-(2-hydroxy-2-methylpropyl)-1,4,7,10,12,15,19,25,28-nonamethyl-6,18,24-tris(2-methylpropyl)-3,21-bis(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecaazacyclotritriacontan-2,5,8,11,14,17,20,23,26,29,32-undecone

SMILES

CC[C@@H]1NC(=O)[C@H]([C@H](O)[C@H](C)C\C=C\C)N(C)C(=O)[C@H](C(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](CC(C)(C)O)N(C)C(=O)[C@@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](NC(=O)[C@H](CC(C)C)N(C)C(=O)CN(C)C1=O)C(C)C

Reactions

Cyclosporine

Cyclosporine AM-4N, Cyclosporine M-1 (AM-9), and Cyclosporine M-17 (AM-1)

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-014i-0190000000-3ed8b3b4df1db6f7858b
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-014i-0090000000-32516151daf669d5447e
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0i29-1940000000-7a6793450f8f298ee917
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0uy0-6920000000-912427642a32cff33c92
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0pc9-9620000000-673a30a502e4478a7f85
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0006-5900000000-d524a9d5fa15b0e266de

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	365.97803	predicted	DeepCCS 1.0 (2019)
[M+H]+	367.68326	predicted	DeepCCS 1.0 (2019)
[M+Na]+	373.8401	predicted	DeepCCS 1.0 (2019)

External Links

ChemSpider: 8436268
ChEBI: 140152
ChEMBL: CHEMBL2407584

Predicted Properties

Property	Value	Source
Water Solubility	0.0142 mg/mL	ALOGPS
logP	3.74	ALOGPS
logP	2.09	Chemaxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	11.79	Chemaxon
pKa (Strongest Basic)	-2.6	Chemaxon
Physiological Charge	0	Chemaxon
Hydrogen Acceptor Count	13	Chemaxon
Hydrogen Donor Count	6	Chemaxon
Polar Surface Area	299.03 Å²	Chemaxon
Rotatable Bond Count	15	Chemaxon
Refractivity	328.93 m³·mol^-1	Chemaxon
Polarizability	133.71 Å³	Chemaxon
Number of Rings	1	Chemaxon
Bioavailability	0	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	No	Chemaxon

Metabolite Cyclosporine M-1 (AM-9)

Structure for Cyclosporine M-1 (AM-9)

Collision Cross Sections (CCS)