Metabolite simvastatin hydroxy acid

Name

simvastatin hydroxy acid

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 436.5815
Monoisotopic: 436.282489012

Chemical Formula

C₂₅H₄₀O₆

InChI Key

XWLXKKNPFMNSFA-HGQWONQESA-N

InChI

InChI=1S/C25H40O6/c1-6-25(4,5)24(30)31-21-12-15(2)11-17-8-7-16(3)20(23(17)21)10-9-18(26)13-19(27)14-22(28)29/h7-8,11,15-16,18-21,23,26-27H,6,9-10,12-14H2,1-5H3,(H,28,29)/t15-,16-,18+,19+,20-,21-,23-/m0/s1

IUPAC Name

(3R,5R)-7-[(1S,2S,6R,8S,8aR)-8-[(2,2-dimethylbutanoyl)oxy]-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid

SMILES

CCC(C)(C)C(=O)O[C@H]1C[C@@H](C)C=C2C=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(O)=O)[C@@H]12

Reactions

Simvastatin

simvastatin hydroxy acid

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	splash10-00di-7059500000-c243b36c156bda159855
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-00di-0967000000-4ef073968fb1077b5bd6
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-03dr-4900000000-4174af67ee1728517323
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-000i-9400000000-5f7c5b03783d1ba4e6f1
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-014i-1593000000-6e1d1be5d6f2ee5eafb4
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-014u-2169200000-294a455d2d6fdd439ab4
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0595-9732000000-7787175eedf2898dbe34
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-00di-0967000000-4ef073968fb1077b5bd6
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-03dr-4900000000-4174af67ee1728517323
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-014i-1593000000-6e1d1be5d6f2ee5eafb4
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-000i-9400000000-5f7c5b03783d1ba4e6f1
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-014u-2169200000-294a455d2d6fdd439ab4
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0595-9732000000-7787175eedf2898dbe34
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]-	219.6866811	predicted	DarkChem Lite v0.1.0
[M-H]-	209.3535	predicted	DeepCCS 1.0 (2019)
[M-H]-	219.6866811	predicted	DarkChem Lite v0.1.0
[M-H]-	209.3535	predicted	DeepCCS 1.0 (2019)
[M+H]+	217.7052811	predicted	DarkChem Lite v0.1.0
[M+H]+	211.17839	predicted	DeepCCS 1.0 (2019)
[M+H]+	217.7052811	predicted	DarkChem Lite v0.1.0
[M+H]+	211.17839	predicted	DeepCCS 1.0 (2019)
[M+Na]+	219.7911811	predicted	DarkChem Lite v0.1.0
[M+Na]+	216.80818	predicted	DeepCCS 1.0 (2019)
[M+Na]+	219.7911811	predicted	DarkChem Lite v0.1.0
[M+Na]+	216.80818	predicted	DeepCCS 1.0 (2019)

External Links

Human Metabolome Database: HMDB0061047
ChemSpider: 58263
BindingDB: 18375
ChEBI: 169041
ChEMBL: CHEMBL1201391
ZINC: ZINC000003833877
PharmGKB: PA166129446
PDBe Ligand: SIM

Predicted Properties

Property	Value	Source
Water Solubility	0.0402 mg/mL	ALOGPS
logP	4.22	ALOGPS
logP	3.79	Chemaxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	4.21	Chemaxon
pKa (Strongest Basic)	-2.7	Chemaxon
Physiological Charge	-1	Chemaxon
Hydrogen Acceptor Count	5	Chemaxon
Hydrogen Donor Count	3	Chemaxon
Polar Surface Area	104.06 Å²	Chemaxon
Rotatable Bond Count	11	Chemaxon
Refractivity	121.18 m³·mol^-1	Chemaxon
Polarizability	49.23 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 simvastatin hydroxy acid

Structure for simvastatin hydroxy acid

Collision Cross Sections (CCS)