Metabolite 8-hydroxy-acyclovir

Name

8-hydroxy-acyclovir

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 225.2046
Monoisotopic: 225.086189243

Chemical Formula

C₈H₁₁N₅O₃

InChI Key

MKUXAQIIEYXACX-UHFFFAOYSA-N

InChI

InChI=1S/C8H11N5O3/c9-8-11-6-5(7(15)12-8)10-3-13(6)4-16-2-1-14/h3,14H,1-2,4H2,(H3,9,11,12,15)

IUPAC Name

2-amino-9-[(2-hydroxyethoxy)methyl]-6,9-dihydro-3H-purin-6-one

SMILES

NC1=NC(=O)C2=C(N1)N(COCCO)C=N2

Reactions

Acyclovir

8-hydroxy-acyclovir

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	splash10-0il4-4900000000-e7f4be9e9211bcd07ea1
LC-MS/MS Spectrum - LC-ESI-qTof , Positive	LC-MS/MS	splash10-001i-4952000000-c2782962b5849c9d5395
LC-MS/MS Spectrum - LC-ESI-QQ , negative	LC-MS/MS	splash10-00di-0090000000-59599385810ae2952ce5
LC-MS/MS Spectrum - LC-ESI-QQ , negative	LC-MS/MS	splash10-00di-0290000000-9410504409e66bcd08f9
LC-MS/MS Spectrum - LC-ESI-QQ , negative	LC-MS/MS	splash10-0uyi-1900000000-0930eb38cecf2a197001
LC-MS/MS Spectrum - LC-ESI-QQ , negative	LC-MS/MS	splash10-05nf-4900000000-10d8c1e33c5d46d6ff80
LC-MS/MS Spectrum - LC-ESI-QQ , negative	LC-MS/MS	splash10-05mo-9600000000-e25ed55283d7d66d80c5
LC-MS/MS Spectrum - LC-ESI-QQ , positive	LC-MS/MS	splash10-004i-0390000000-079dc309c9ffbbde3375
LC-MS/MS Spectrum - LC-ESI-QQ , positive	LC-MS/MS	splash10-0udi-0900000000-201a17a51960fdc3bcef
LC-MS/MS Spectrum - LC-ESI-QQ , positive	LC-MS/MS	splash10-0udi-0900000000-6c63ec4268a52381191c
LC-MS/MS Spectrum - LC-ESI-QQ , positive	LC-MS/MS	splash10-0f79-1900000000-20fdfa17569c6b2f479f
LC-MS/MS Spectrum - LC-ESI-QQ , positive	LC-MS/MS	splash10-000i-2900000000-4f7a822e6652ec471aee
LC-MS/MS Spectrum - LC-ESI-IT , positive	LC-MS/MS	splash10-0udi-0900000000-69b23ed6f334f4571ecc
MS/MS Spectrum - , positive	LC-MS/MS	splash10-0udr-2910100000-2b1624536b0084ca299c
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-004i-0190000000-98cf934566cd03e7859b
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0udi-0900000000-d2ba5475072fff9cd92d
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0a4r-0900000000-ac8dfb1f8edb73fc78c3
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0pi0-3970000000-d39aa3210e0d4877528a
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0zfr-0900000000-296b5a446d710e891c17
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0abc-3900000000-4ada96da9a7f30636ef7
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-004i-0190000000-98cf934566cd03e7859b
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0udi-0900000000-f1f22729b01eaba80956
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0pi0-3970000000-c19dfa9016ba7c60996b
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0a4r-0900000000-575cfcbadb69165fb847
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0zfr-0900000000-1daca3eba118e955d5c9
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0a4l-5900000000-35379d44e6128ad96a33
Predicted 1H NMR Spectrum	1D NMR	Not Applicable
Predicted 13C NMR Spectrum	1D NMR	Not Applicable

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	157.4806314	predicted	DarkChem Lite v0.1.0
[M-H]-	158.0267314	predicted	DarkChem Lite v0.1.0
[M-H]-	146.26117	predicted	DeepCCS 1.0 (2019)
[M-H]-	157.4806314	predicted	DarkChem Lite v0.1.0
[M-H]-	158.0267314	predicted	DarkChem Lite v0.1.0
[M-H]-	146.26117	predicted	DeepCCS 1.0 (2019)
[M+H]+	158.4536314	predicted	DarkChem Lite v0.1.0
[M+H]+	159.0177314	predicted	DarkChem Lite v0.1.0
[M+H]+	148.61916	predicted	DeepCCS 1.0 (2019)
[M+H]+	158.4536314	predicted	DarkChem Lite v0.1.0
[M+H]+	159.0177314	predicted	DarkChem Lite v0.1.0
[M+H]+	148.61916	predicted	DeepCCS 1.0 (2019)
[M+Na]+	157.7484314	predicted	DarkChem Lite v0.1.0
[M+Na]+	158.3637314	predicted	DarkChem Lite v0.1.0
[M+Na]+	155.20589	predicted	DeepCCS 1.0 (2019)
[M+Na]+	157.7484314	predicted	DarkChem Lite v0.1.0
[M+Na]+	158.3637314	predicted	DarkChem Lite v0.1.0
[M+Na]+	155.20589	predicted	DeepCCS 1.0 (2019)

External Links

Human Metabolome Database: HMDB0014925
KEGG Compound: C06810
ChemSpider: 1945
BindingDB: 50021776
ChEBI: 2453
ChEMBL: CHEMBL184
ZINC: ZINC000001530555
PharmGKB: PA448045
PDBe Ligand: AC2

Predicted Properties

Property	Value	Source
Water Solubility	9.08 mg/mL	ALOGPS
logP	-0.95	ALOGPS
logP	-1	Chemaxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	11.98	Chemaxon
pKa (Strongest Basic)	3.02	Chemaxon
Physiological Charge	0	Chemaxon
Hydrogen Acceptor Count	7	Chemaxon
Hydrogen Donor Count	3	Chemaxon
Polar Surface Area	114.76 Å²	Chemaxon
Rotatable Bond Count	4	Chemaxon
Refractivity	54.63 m³·mol^-1	Chemaxon
Polarizability	21.51 Å³	Chemaxon
Number of Rings	2	Chemaxon
Bioavailability	1	Chemaxon
Rule of Five	Yes	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	No	Chemaxon

Metabolite 8-hydroxy-acyclovir

Structure for 8-hydroxy-acyclovir

Collision Cross Sections (CCS)