Metabolite Buprenorphine glucuronide

Name

Buprenorphine glucuronide

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

L7FYM9GI97

CAS number

Not Available

Weight

Average: 643.7643
Monoisotopic: 643.335646793

Chemical Formula

C₃₅H₄₉NO₁₀

InChI Key

CZULHKGIAJASAA-RONBUCGTSA-N

InChI

InChI=1S/C35H49NO10/c1-31(2,3)32(4,42)20-15-33-10-11-35(20,43-5)30-34(33)12-13-36(16-17-6-7-17)21(33)14-18-8-9-19(26(46-30)22(18)34)44-29-25(39)23(37)24(38)27(45-29)28(40)41/h8-9,17,20-21,23-25,27,29-30,37-39,42H,6-7,10-16H2,1-5H3,(H,40,41)/t20-,21-,23+,24+,25-,27+,29-,30-,32-,33-,34+,35-/m1/s1

IUPAC Name

(2S,3S,4S,5R,6S)-6-{[(1S,2R,6S,14R,15R,16R)-3-(cyclopropylmethyl)-16-[(2R)-2-hydroxy-3,3-dimethylbutan-2-yl]-15-methoxy-13-oxa-3-azahexacyclo[13.2.2.1^{2,8}.0^{1,6}.0^{6,14}.0^{7,12}]icosa-7,9,11-trien-11-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

SMILES

[H][C@]12CC3=C4C(O[C@@H]5[C@@]4(CCN1CC1CC1)[C@@]21CC[C@@]5(OC)[C@H](C1)[C@@](C)(O)C(C)(C)C)=C(O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)C=C3

Reactions

Buprenorphine

Buprenorphine glucuronide

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	splash10-0a6u-9100032000-61ed1b62d8e6f9f22cff
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0006-0000709000-eb565fcbf840e8e4a80a
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-002f-0100349000-6da1b2027b55680f94f4
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0006-0000009000-60fcff40e7f350cc36b0
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0aw9-9200372000-33a490743bafab590f9e
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0ufr-1200390000-bd258a29258e12629600
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0aor-9610280000-87a2205ddf3ad61cf737

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	253.4428927	predicted	DarkChem Lite v0.1.0
[M-H]-	238.06175	predicted	DeepCCS 1.0 (2019)
[M+H]+	252.2799927	predicted	DarkChem Lite v0.1.0
[M+H]+	239.82253	predicted	DeepCCS 1.0 (2019)
[M+Na]+	252.4670927	predicted	DarkChem Lite v0.1.0
[M+Na]+	246.03178	predicted	DeepCCS 1.0 (2019)

External Links

Human Metabolome Database: HMDB0060928
ChemSpider: 30778609
ChEBI: 184032
ZINC: ZINC000095618775

Predicted Properties

Property	Value	Source
Water Solubility	0.144 mg/mL	ALOGPS
logP	2.94	ALOGPS
logP	-0.65	Chemaxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	2.67	Chemaxon
pKa (Strongest Basic)	9.84	Chemaxon
Physiological Charge	0	Chemaxon
Hydrogen Acceptor Count	11	Chemaxon
Hydrogen Donor Count	5	Chemaxon
Polar Surface Area	158.38 Å²	Chemaxon
Rotatable Bond Count	8	Chemaxon
Refractivity	163.77 m³·mol^-1	Chemaxon
Polarizability	68.69 Å³	Chemaxon
Number of Rings	8	Chemaxon
Bioavailability	0	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	Yes	Chemaxon

Metabolite Buprenorphine glucuronide

Structure for Buprenorphine glucuronide

Collision Cross Sections (CCS)