Metabolite 13-O-Desmethyltacrolimus

Name

13-O-Desmethyltacrolimus

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 790.004
Monoisotopic: 789.466326601

Chemical Formula

C₄₃H₆₇NO₁₂

InChI Key

OGJRKILIPRVJFS-UIRFILISSA-N

InChI

InChI=1S/C43H67NO12/c1-9-12-30-18-24(2)17-25(3)19-37(54-8)39-35(48)21-27(5)43(52,56-39)40(49)41(50)44-16-11-10-13-31(44)42(51)55-38(28(6)33(46)23-34(30)47)26(4)20-29-14-15-32(45)36(22-29)53-7/h9,18,20,25,27-33,35-39,45-46,48,52H,1,10-17,19,21-23H2,2-8H3/b24-18?,26-20+/t25-,27+,28+,29-,30+,31-,32+,33-,35-,36+,37-,38+,39-,43+/m0/s1

IUPAC Name

(1R,9S,12S,13R,14S,17R,21S,23S,24S,25S,27R)-1,14,25-trihydroxy-12-[(1E)-1-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]prop-1-en-2-yl]-23-methoxy-13,19,21,27-tetramethyl-17-(prop-2-en-1-yl)-11,28-dioxa-4-azatricyclo[22.3.1.0^{4,9}]octacos-18-ene-2,3,10,16-tetrone

SMILES

CO[C@@H]1C[C@@H](CC[C@H]1O)\C=C(/C)[C@H]1OC(=O)[C@@H]2CCCCN2C(=O)C(=O)[C@]2(O)O[C@@H]([C@@H](O)C[C@H]2C)[C@H](C[C@@H](C)CC(C)=C[C@@H](CC=C)C(=O)C[C@H](O)[C@H]1C)OC

Reactions

Tacrolimus

13-O-Desmethyltacrolimus

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0006-0000000900-f6b230d101f610ad8c8c
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-000i-0000000900-e9723bb9356b758b5ed0
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-000i-0000000900-5bbe84f8b93912576bfb
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-001l-0000000900-6d913101f9ad9e485483
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-001i-1100008900-f5c5049d8f07ce428755
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-01oy-2400002900-94c7c6a7354093dfac61

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	270.8202	predicted	DeepCCS 1.0 (2019)
[M+H]+	272.5439	predicted	DeepCCS 1.0 (2019)
[M+Na]+	278.8729	predicted	DeepCCS 1.0 (2019)

External Links

Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.00712 mg/mL	ALOGPS
logP	2.49	ALOGPS
logP	4.95	Chemaxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	9.96	Chemaxon
pKa (Strongest Basic)	-2.9	Chemaxon
Physiological Charge	0	Chemaxon
Hydrogen Acceptor Count	11	Chemaxon
Hydrogen Donor Count	4	Chemaxon
Polar Surface Area	189.36 Å²	Chemaxon
Rotatable Bond Count	6	Chemaxon
Refractivity	210.87 m³·mol^-1	Chemaxon
Polarizability	85.82 Å³	Chemaxon
Number of Rings	4	Chemaxon
Bioavailability	0	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	Yes	Chemaxon

Metabolite 13-O-Desmethyltacrolimus

Structure for 13-O-Desmethyltacrolimus

Collision Cross Sections (CCS)