Metabolite 25-O-deacetylrifabutin

Name

25-O-deacetylrifabutin

Description

Not Available

Structure

Similar Structures

Synonyms

25-Desacetylrifabutin

External IDs

LM 565 / LM-565

UNII

648I2I998A

CAS number

100324-63-8

Weight

Average: 804.982
Monoisotopic: 804.430944148

Chemical Formula

C₄₄H₆₀N₄O₁₀

InChI Key

SCGFWNINBXENQT-FMPFFZOVSA-N

InChI

InChI=1S/C44H60N4O10/c1-21(2)20-48-17-15-44(16-18-48)46-32-29-30-38(52)27(8)40-31(29)41(54)43(9,58-40)57-19-14-28(56-10)24(5)36(50)26(7)37(51)25(6)35(49)22(3)12-11-13-23(4)42(55)45-34(39(30)53)33(32)47-44/h11-14,19,21-22,24-26,28,35-37,47,49-52H,15-18,20H2,1-10H3,(H,45,55)/b12-11+,19-14+,23-13-/t22-,24+,25+,26-,28-,35-,36+,37+,43-/m0/s1

IUPAC Name

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

SMILES

CO[C@H]1\C=C\O[C@@]2(C)OC3=C(C2=O)C2=C(C(O)=C3C)C(=O)C(NC(=O)\C(C)=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](O)[C@@H]1C)=C1NC3(CCN(CC(C)C)CC3)N=C21

Reactions

Rifabutin

25-O-deacetylrifabutin

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-014i-0000000900-98ec79e09285367a8de8
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0aor-0000000910-5b220828fe340557d69d
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0udi-0000000690-6a1eaacd07b807b821e0
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0udi-0000000490-6747d3ca8f45b917aa24
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0a4i-0000000940-5b07e8025f49f96ae250
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0f80-0100001910-f5b7fcec431545b468d6

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	279.03445	predicted	DeepCCS 1.0 (2019)
[M+H]+	280.75815	predicted	DeepCCS 1.0 (2019)
[M+Na]+	287.08713	predicted	DeepCCS 1.0 (2019)

External Links

Human Metabolome Database: HMDB0060732
ChemSpider: 4978125
ChEMBL: CHEMBL451929
ZINC: ZINC000263584405

Predicted Properties

Property	Value	Source
Water Solubility	0.0273 mg/mL	ALOGPS
logP	3.68	ALOGPS
logP	3.21	Chemaxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	6.93	Chemaxon
pKa (Strongest Basic)	9.03	Chemaxon
Physiological Charge	0	Chemaxon
Hydrogen Acceptor Count	13	Chemaxon
Hydrogen Donor Count	6	Chemaxon
Polar Surface Area	199.48 Å²	Chemaxon
Rotatable Bond Count	3	Chemaxon
Refractivity	223.49 m³·mol^-1	Chemaxon
Polarizability	87.75 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 25-O-deacetylrifabutin

Structure for 25-O-deacetylrifabutin

Collision Cross Sections (CCS)