Metabolite Cyclosporine M-17 (AM-1)

Name

Cyclosporine M-17 (AM-1)

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

ZPZHKIOMBYYVRD-WRDPQARASA-N

InChI

InChI=1S/C62H111N11O13/c1-24-43-58(82)67(17)33-48(75)68(18)44(29-34(2)3)55(79)66-49(38(10)11)61(85)69(19)45(30-35(4)5)54(78)63-41(15)53(77)64-42(16)57(81)70(20)46(31-36(6)7)59(83)71(21)47(32-37(8)9)60(84)72(22)50(39(12)13)62(86)73(23)51(56(80)65-43)52(76)40(14)27-25-26-28-74/h25-26,34-47,49-52,74,76H,24,27-33H2,1-23H3,(H,63,78)(H,64,77)(H,65,80)(H,66,79)/b26-25+/t40-,41+,42-,43+,44+,45+,46+,47+,49+,50+,51+,52-/m1/s1

IUPAC Name

(3S,6S,9S,12R,15S,18S,21S,24S,30S,33S)-33-[(1R,2R,4E)-1,6-dihydroxy-2-methylhex-4-en-1-yl]-30-ethyl-1,4,7,10,12,15,19,25,28-nonamethyl-6,9,18,24-tetrakis(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\CO)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)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-0090000000-1d82562010f2d215279f
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-014i-1090000000-c335924bdc41e35368db
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0gb9-5950000000-35c40510c99c4319a008
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-000i-9210000000-33d9b880aeaa4e2bfe90
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-01ba-9210000000-82d447967a5f4ba3dd77
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0a4i-9500000000-13819ae2f14a65178697

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	371.7875	predicted	DeepCCS 1.0 (2019)
[M+H]+	373.5112	predicted	DeepCCS 1.0 (2019)
[M+Na]+	379.71918	predicted	DeepCCS 1.0 (2019)

External Links

ChemSpider: 8829284
ChEBI: 140154
ChEMBL: CHEMBL2407580

Predicted Properties

Property	Value	Source
Water Solubility	0.0162 mg/mL	ALOGPS
logP	3.62	ALOGPS
logP	2.36	Chemaxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	11.81	Chemaxon
pKa (Strongest Basic)	-2.3	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	16	Chemaxon
Refractivity	328.92 m³·mol^-1	Chemaxon
Polarizability	133.12 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-17 (AM-1)

Structure for Cyclosporine M-17 (AM-1)

Collision Cross Sections (CCS)