Metabolite 31-O-Demethyltacrolimus

Name

31-O-Demethyltacrolimus

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 789.9916
Monoisotopic: 789.466326613

Chemical Formula

C₄₃H₆₇NO₁₂

InChI Key

VHOPGJHKSPGXIZ-BDWLBPCDSA-N

InChI

InChI=1S/C43H67NO12/c1-9-12-30-18-24(2)17-25(3)19-36(53-7)39-37(54-8)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)35(48)22-29/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

(18Z,23S,24R)-12-[(1E)-1-[(4S)-3,4-dihydroxycyclohexyl]prop-1-en-2-yl]-1,14-dihydroxy-23,25-dimethoxy-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

[H][C@]12OC(O)(C(C)CC1OC)C(=O)C(=O)N1CCCCC1C(=O)OC(C(C)C(O)CC(=O)C(CC=C)\C=C(C)/CC(C)C[C@@H]2OC)C(\C)=C\C1CC[C@H](O)C(O)C1

Reactions

Tacrolimus

31-O-Demethyltacrolimus

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	splash10-0ab9-4000000900-be7de4c3a100d363b391
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0ul3-0000000900-a1b524bf0403ee555ad8
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-000i-0000000900-7e40e1f5aecc15fb3229
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-000i-0000001900-0c0b39f6622803a0942a
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0f7o-0000000900-738967b4d6520ff53d5b
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0002-1200009700-6aa6cf8e217f279126b3
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-01vp-2200002900-9e571ae56601c6b81015

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	284.7195142	predicted	DarkChem Lite v0.1.0
[M-H]-	271.13232	predicted	DeepCCS 1.0 (2019)
[M+H]+	283.9428142	predicted	DarkChem Lite v0.1.0
[M+H]+	273.28152	predicted	DeepCCS 1.0 (2019)
[M+Na]+	282.9996142	predicted	DarkChem Lite v0.1.0
[M+Na]+	279.02194	predicted	DeepCCS 1.0 (2019)

External Links

Human Metabolome Database: HMDB0061049
ChemSpider: 35031837
ChEBI: 192133

Predicted Properties

Property	Value	Source
Water Solubility	0.00673 mg/mL	ALOGPS
logP	2.51	ALOGPS
logP	4.95	Chemaxon
logS	-5.1	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	85.98 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 31-O-Demethyltacrolimus

Structure for 31-O-Demethyltacrolimus

Collision Cross Sections (CCS)