Metabolite 27-O-demethylrifabutin

Name

27-O-demethylrifabutin

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 832.9781
Monoisotopic: 832.425858782

Chemical Formula

C₄₅H₆₀N₄O₁₁

InChI Key

BZRNSFHHZZYSST-VBSJQSPRSA-N

InChI

InChI=1S/C45H60N4O11/c1-21(2)20-49-17-15-45(16-18-49)47-33-30-31-38(54)27(8)41-32(30)42(56)44(10,60-41)58-19-14-29(51)24(5)40(59-28(9)50)26(7)37(53)25(6)36(52)22(3)12-11-13-23(4)43(57)46-35(39(31)55)34(33)48-45/h11-14,19,21-22,24-26,29,36-37,40,48,51-54H,15-18,20H2,1-10H3,(H,46,57)/b12-11-,19-14-,23-13-/t22-,24-,25+,26-,29-,36+,37+,40+,44+/m1/s1

IUPAC Name

(7S,9Z,11R,12R,13S,14R,15S,16S,17S,18R,19Z,21Z)-2,11,15,17,23-pentahydroxy-3,7,12,14,16,18,22-heptamethyl-1'-(2-methylpropyl)-6,32-dioxo-8,33-dioxa-24,27,29-triazaspiro[pentacyclo[23.6.1.1^{4,7}.0^{5,31}.0^{26,30}]tritriacontane-28,4'-piperidine]-1(31),2,4,9,19,21,23,25,29-nonaen-13-yl acetate

SMILES

CC(C)CN1CCC2(CC1)NC1=C3N=C(O)\C(C)=C/C=C\[C@@H](C)[C@H](O)[C@H](C)[C@H](O)[C@@H](C)[C@@H](OC(C)=O)[C@H](C)[C@H](O)\C=C/O[C@@]4(C)OC5=C(C4=O)C(C1=N2)=C(C(O)=C5C)C3=O

Reactions

Rifabutin

27-O-demethylrifabutin

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	splash10-014l-9000000760-ae0e6606ab03af5095d1
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-066s-0000000970-37902f2effcbc810d340
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0a4i-9000000030-0de94bb5c62da50c0ee0
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0ab9-0000000910-06cf1eb8637be7b4aa81
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0a4i-9000000000-fe5920fc0be81775ce14
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0089-0000000930-2bd562ce815275298a21
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0a59-8300003890-5faeedde875d26b90f6c

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	284.3271297	predicted	DarkChem Lite v0.1.0
[M-H]-	274.7654	predicted	DeepCCS 1.0 (2019)
[M+H]+	285.6668297	predicted	DarkChem Lite v0.1.0
[M+H]+	276.43442	predicted	DeepCCS 1.0 (2019)
[M+Na]+	286.1383297	predicted	DarkChem Lite v0.1.0
[M+Na]+	282.59122	predicted	DeepCCS 1.0 (2019)

External Links

Human Metabolome Database: HMDB0061043
ChemSpider: 35031834
ZINC: ZINC000261494566

Predicted Properties

Property	Value	Source
Water Solubility	0.0159 mg/mL	ALOGPS
logP	3.65	ALOGPS
logP	2.55	Chemaxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	5.29	Chemaxon
pKa (Strongest Basic)	9.04	Chemaxon
Physiological Charge	0	Chemaxon
Hydrogen Acceptor Count	14	Chemaxon
Hydrogen Donor Count	6	Chemaxon
Polar Surface Area	220.04 Å²	Chemaxon
Rotatable Bond Count	4	Chemaxon
Refractivity	228.42 m³·mol^-1	Chemaxon
Polarizability	88.83 Å³	Chemaxon
Number of Rings	6	Chemaxon
Bioavailability	0	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	No	Chemaxon

Metabolite 27-O-demethylrifabutin

Structure for 27-O-demethylrifabutin

Collision Cross Sections (CCS)