cyclosporin A metabolite M16 (CHEBI:140163)

EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:140163 - cyclosporin A metabolite M16

Default Structure

Take structure to advanced search

ChEBI ID	CHEBI:140163
ChEBI Name	cyclosporin A metabolite M16
Stars
Definition	A cyclosporin A derivative that is cyclosporin A in which residues 6 and 9 (both N-methylleucine) have undergone oxidation so a to introduce a hydroxy group at position 4 (the carbon bearing the two methyl groups) in each case.
Last Modified	16 February 2018
Submitter	Gareth Owen
Downloads	Molfile

Formula	C62H111N11O14
Net Charge	0
Average Mass	1234.633
Monoisotopic Mass	1233.83120
SMILES	C/C=C/C[C@@H](C)[C@@H](O)[C@H]1C(=O)N[C@@H](CC)C(=O)N(C)CC(=O)N(C)[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N(C)[C@@H](CC(C)(C)O)C(=O)N[C@@H](C)C(=O)N[C@H](C)C(=O)N(C)[C@@H](CC(C)(C)O)C(=O)N(C)[C@@H](CC(C)C)C(=O)N(C)[C@@H](C(C)C)C(=O)N1C
InChI	InChI=1S/C62H111N11O14/c1-25-27-28-38(11)50(75)49-54(79)65-41(26-2)56(81)67(18)33-46(74)68(19)42(29-34(3)4)52(77)66-47(36(7)8)59(84)70(21)44(31-61(14,15)86)53(78)63-39(12)51(76)64-40(13)55(80)71(22)45(32-62(16,17)87)58(83)69(20)43(30-35(5)6)57(82)72(23)48(37(9)10)60(85)73(49)24/h25,27,34-45,47-50,75,86-87H,26,28-33H2,1-24H3,(H,63,78)(H,64,76)(H,65,79)(H,66,77)/b27-25+/t38-,39+,40-,41+,42+,43+,44+,45+,47+,48+,49+,50-/m1/s1
InChIKey	DHYRUKVBFYZAJH-LBKIHLNRSA-N

Species of Metabolite	Component	Source	Comments
Homo sapiens (ncbitaxon:960)	blood (UBERON:0000178)	PubMed (2642763)

Roles Classification

Chemical Role:	Bronsted base A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:	drug metabolite

ChEBI Ontology

Outgoing Relation(s)
	cyclosporin A metabolite M16 (CHEBI:140163) has functional parent cyclosporin A metabolite M1 (CHEBI:140152)
	cyclosporin A metabolite M16 (CHEBI:140163) has role drug metabolite (CHEBI:49103)
	cyclosporin A metabolite M16 (CHEBI:140163) is a cyclosporin A derivative (CHEBI:140151)
	cyclosporin A metabolite M16 (CHEBI:140163) is a tertiary alcohol (CHEBI:26878)
Incoming Relation(s)
Incoming Relation(s)	cyclosporin A metabolite M9 (CHEBI:140164) has functional parent cyclosporin A metabolite M16 (CHEBI:140163)

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]-9,18-bis(2-hydroxy-2-methylpropyl)-6,24-diisobutyl-3,21-diisopropyl-1,4,7,10,12,15,19,25,28-nonamethyl-1,4,7,10,13,16,19,22,25,28,31-undecaazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone

Synonyms	Source
AM69	ChEBI
cyclosporin A metabolite AM69	ChEBI
cyclosporine A metabolite AM69	ChEBI
cyclosporine A metabolite M16	ChEBI
cyclosporine metabolite AM69	ChEBI
cyclosporine metabolite M16	ChEBI

Citations