MiMeDB: Showing metabocard for L-erythro-tetrahydrobiopterin (MMDBc0032102)

Human

Pharmaceutical

Xenobiotic

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-11-18 02:02:25 UTC

Update Date

2025-11-05 17:13:04 UTC

Metabolite ID

MMDBc0032102

Metabolite Identification

Common Name

L-erythro-tetrahydrobiopterin

Description

L-erythro-tetrahydrobiopterin is a pteridine derivative, classified as a biogenic cofactor involved in various enzymatic reactions, particularly in the synthesis of neurotransmitters. Its chemical structure features a bicyclic pteridine ring system with four hydrogenated carbon atoms, contributing to its role as a cofactor in the catalytic activity of aromatic amino acid hydroxylases, such as tyrosine hydroxylase (TH), which converts tyrosine to L-DOPA. Pathways involving L-erythro-tetrahydrobiopterin include its biosynthesis from GTP, as well as its production in organisms like Dictyostelium discoideum, where it is synthesized alongside its stereoisomer D-threo-tetrahydrobiopterin through the action of sepiapterin reductase (SR) (PMID:11778454 , PMID:21871890 ). In experimental settings, supplementation with L-erythro-tetrahydrobiopterin has been shown to stimulate residual TH activity, leading to enhanced L-DOPA production in cultured cells (PMID:22483312 , PMID:8889219 ). Additionally, studies have characterized the dopamine-releasing action of L-erythro-tetrahydrobiopterin, highlighting its significance in neurotransmitter regulation (PMID:7616241 ). Overall, L-erythro-tetrahydrobiopterin plays a crucial role in various biochemical pathways, particularly in the context of neurotransmitter synthesis and regulation.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Molecular Formula

C₉H₁₅N₅O₃

Average Mass

241.2471

Monoisotopic Mass

241.117489371

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

Not Available

InChI Identifier

InChI=1S/C9H15N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3-4,6,12,15-16H,2H2,1H3,(H4,10,11,13,14,17)/t3-,4+,6-/m0/s1

InChI Key

FNKQXYHWGSIFBK-RPDRRWSUSA-N

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Not Available

Spectra

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-23	536.6
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	438.6
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-23	48.3
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	244.2
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	338.3
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (void)	2025-10-23	286.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	432.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	940.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	685.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	160.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	664.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	170.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	27.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	374.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	844.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	66.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	259.9
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	667.8
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	620.6

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_1	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(N1)C(=O)N=C(N)[NH]2	standard non polar	2025-10-24	2061.86
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_2	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CNC2=C(N1)C(=O)N=C(N)[NH]2	standard non polar	2025-10-24	2478.17
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_3	C[C@H](O)[C@H](O)[C@H]1CNC2=C(N1)C(=O)N=C(N[Si](C)(C)C)[NH]2	standard non polar	2025-10-24	2390.02
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_4	C[C@H](O)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N)[NH]2	standard non polar	2025-10-24	1859.68
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_5	C[C@H](O)[C@H](O)[C@H]1CNC2=C(C(=O)N=C(N)[NH]2)N1[Si](C)(C)C	standard non polar	2025-10-24	1901.0
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_6	C[C@H](O)[C@H](O)[C@H]1CNC2=C(N1)C(=O)N=C(N)N2[Si](C)(C)C	standard non polar	2025-10-24	1421.54
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_7	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(N1)C(=O)N=C(N)[NH]2	standard non polar	2025-10-24	2018.46
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_8	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(N1)C(=O)N=C(N[Si](C)(C)C)[NH]2	standard non polar	2025-10-24	2096.59
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_9	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N)[NH]2	standard non polar	2025-10-24	1673.57
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_10	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(N1)C(=O)N=C(N)N2[Si](C)(C)C	standard non polar	2025-10-24	1604.21
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_11	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(C(=O)N=C(N)[NH]2)N1[Si](C)(C)C	standard non polar	2025-10-24	1869.55
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_12	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CNC2=C(N1)C(=O)N=C(N[Si](C)(C)C)[NH]2	standard non polar	2025-10-24	2192.42
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_13	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N)[NH]2	standard non polar	2025-10-24	2375.72
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_14	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CNC2=C(N1)C(=O)N=C(N)N2[Si](C)(C)C	standard non polar	2025-10-24	1857.36
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_15	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CNC2=C(C(=O)N=C(N)[NH]2)N1[Si](C)(C)C	standard non polar	2025-10-24	1997.06
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_16	C[C@H](O)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N[Si](C)(C)C)[NH]2	standard non polar	2025-10-24	2019.53
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_17	C[C@H](O)[C@H](O)[C@H]1CNC2=C(N1)C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C	standard non polar	2025-10-24	2031.99
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_18	C[C@H](O)[C@H](O)[C@H]1CNC2=C(N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2	standard non polar	2025-10-24	2032.33
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_19	C[C@H](O)[C@H](O)[C@H]1CNC2=C(C(=O)N=C(N[Si](C)(C)C)[NH]2)N1[Si](C)(C)C	standard non polar	2025-10-24	2179.48
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_20	C[C@H](O)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N)N2[Si](C)(C)C	standard non polar	2025-10-24	1955.51
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_21	C[C@H](O)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N)[NH]2)N1[Si](C)(C)C	standard non polar	2025-10-24	1799.69
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_22	C[C@H](O)[C@H](O)[C@H]1CNC2=C(C(=O)N=C(N)N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	2099.85
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_23	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(N1)C(=O)N=C(N[Si](C)(C)C)[NH]2	standard non polar	2025-10-24	1651.21
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_24	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N)[NH]2	standard non polar	2025-10-24	2392.53
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_25	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(N1)C(=O)N=C(N)N2[Si](C)(C)C	standard non polar	2025-10-24	2124.3
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_26	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(C(=O)N=C(N)[NH]2)N1[Si](C)(C)C	standard non polar	2025-10-24	1493.58
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_27	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N[Si](C)(C)C)[NH]2	standard non polar	2025-10-24	1446.31
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_28	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(N1)C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C	standard non polar	2025-10-24	1461.63
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_29	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2	standard non polar	2025-10-24	1360.99
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_30	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(C(=O)N=C(N[Si](C)(C)C)[NH]2)N1[Si](C)(C)C	standard non polar	2025-10-24	2308.2
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_31	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N)N2[Si](C)(C)C	standard non polar	2025-10-24	1585.54
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_32	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N)[NH]2)N1[Si](C)(C)C	standard non polar	2025-10-24	2738.48
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_33	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(C(=O)N=C(N)N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	2229.88
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_34	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N[Si](C)(C)C)[NH]2	standard non polar	2025-10-24	1474.35
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_35	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CNC2=C(N1)C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C	standard non polar	2025-10-24	2137.7
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_36	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CNC2=C(N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2	standard non polar	2025-10-24	864.538
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_37	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CNC2=C(C(=O)N=C(N[Si](C)(C)C)[NH]2)N1[Si](C)(C)C	standard non polar	2025-10-24	1510.42
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_38	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N)N2[Si](C)(C)C	standard non polar	2025-10-24	1719.8
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_39	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N)[NH]2)N1[Si](C)(C)C	standard non polar	2025-10-24	1365.87
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_40	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CNC2=C(C(=O)N=C(N)N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	1476.6
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_41	C[C@H](O)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C	standard non polar	2025-10-24	1595.59
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_42	C[C@H](O)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2	standard non polar	2025-10-24	2421.45
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_43	C[C@H](O)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N[Si](C)(C)C)[NH]2)N1[Si](C)(C)C	standard non polar	2025-10-24	1695.36
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_44	C[C@H](O)[C@H](O)[C@H]1CNC2=C(N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C	standard non polar	2025-10-24	2130.89
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_45	C[C@H](O)[C@H](O)[C@H]1CNC2=C(C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	2427.61
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_46	C[C@H](O)[C@H](O)[C@H]1CNC2=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2)N1[Si](C)(C)C	standard non polar	2025-10-24	2013.31
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_47	C[C@H](O)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N)N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	1862.25
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_48	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N[Si](C)(C)C)[NH]2	standard non polar	2025-10-24	2229.81
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_49	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(N1)C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C	standard non polar	2025-10-24	2884.56
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_50	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2	standard non polar	2025-10-24	1588.73
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_51	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(C(=O)N=C(N[Si](C)(C)C)[NH]2)N1[Si](C)(C)C	standard non polar	2025-10-24	1319.93
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_52	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N)N2[Si](C)(C)C	standard non polar	2025-10-24	968.467
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_53	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N)[NH]2)N1[Si](C)(C)C	standard non polar	2025-10-24	1970.9
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_54	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(C(=O)N=C(N)N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	1962.82
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_55	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C	standard non polar	2025-10-24	1274.93
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_56	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2	standard non polar	2025-10-24	1875.04
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_57	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N[Si](C)(C)C)[NH]2)N1[Si](C)(C)C	standard non polar	2025-10-24	1802.92
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_58	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C	standard non polar	2025-10-24	2670.98
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_59	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	1959.42
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_60	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2)N1[Si](C)(C)C	standard non polar	2025-10-24	2370.77
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_61	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N)N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	2202.33
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_62	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C	standard non polar	2025-10-24	1718.71
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_63	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2	standard non polar	2025-10-24	2019.41
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_64	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N[Si](C)(C)C)[NH]2)N1[Si](C)(C)C	standard non polar	2025-10-24	1829.64
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_65	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CNC2=C(N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C	standard non polar	2025-10-24	1793.76
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_66	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CNC2=C(C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	1468.98
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_67	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CNC2=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2)N1[Si](C)(C)C	standard non polar	2025-10-24	2472.31
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_68	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N)N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	2510.93
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_69	C[C@H](O)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C	standard non polar	2025-10-24	2207.49
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_70	C[C@H](O)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	1553.49
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_71	C[C@H](O)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2)N1[Si](C)(C)C	standard non polar	2025-10-24	1292.73
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_72	C[C@H](O)[C@H](O)[C@H]1CNC2=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	2018.67
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_73	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C	standard non polar	2025-10-24	1887.09
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_74	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2	standard non polar	2025-10-24	2955.0
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_75	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N[Si](C)(C)C)[NH]2)N1[Si](C)(C)C	standard non polar	2025-10-24	2536.52
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_76	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C	standard non polar	2025-10-24	2771.42
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_77	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	1218.18
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_78	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2)N1[Si](C)(C)C	standard non polar	2025-10-24	1887.73
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_79	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N)N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	1613.29
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_80	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C	standard non polar	2025-10-24	2694.43
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_81	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	2868.8
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_82	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2)N1[Si](C)(C)C	standard non polar	2025-10-24	2398.75
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_83	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	2108.12
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_84	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C	standard non polar	2025-10-24	2372.71
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_85	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	2998.98
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_86	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2)N1[Si](C)(C)C	standard non polar	2025-10-24	2212.46
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_87	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CNC2=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	1564.01
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_88	C[C@H](O)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	1425.11
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_89	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C	standard non polar	2025-10-24	2107.02
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_90	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	2127.67
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_91	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2)N1[Si](C)(C)C	standard non polar	2025-10-24	2872.47
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_92	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	3541.73
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_93	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	1628.01
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_94	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	1670.5
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_95	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	2241.6
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_1	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(N1)C(=O)N=C(N)[NH]2	standard polar	2025-10-24	2650.43
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_2	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CNC2=C(N1)C(=O)N=C(N)[NH]2	standard polar	2025-10-24	2019.4
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_3	C[C@H](O)[C@H](O)[C@H]1CNC2=C(N1)C(=O)N=C(N[Si](C)(C)C)[NH]2	standard polar	2025-10-24	1693.38
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_4	C[C@H](O)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N)[NH]2	standard polar	2025-10-24	2144.22
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_5	C[C@H](O)[C@H](O)[C@H]1CNC2=C(C(=O)N=C(N)[NH]2)N1[Si](C)(C)C	standard polar	2025-10-24	1727.88
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_6	C[C@H](O)[C@H](O)[C@H]1CNC2=C(N1)C(=O)N=C(N)N2[Si](C)(C)C	standard polar	2025-10-24	1783.87
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_7	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(N1)C(=O)N=C(N)[NH]2	standard polar	2025-10-24	3039.94
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_8	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(N1)C(=O)N=C(N[Si](C)(C)C)[NH]2	standard polar	2025-10-24	1739.92
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_9	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N)[NH]2	standard polar	2025-10-24	1697.55
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_10	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(N1)C(=O)N=C(N)N2[Si](C)(C)C	standard polar	2025-10-24	1836.01
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_11	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(C(=O)N=C(N)[NH]2)N1[Si](C)(C)C	standard polar	2025-10-24	1929.04
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_12	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CNC2=C(N1)C(=O)N=C(N[Si](C)(C)C)[NH]2	standard polar	2025-10-24	1678.98
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_13	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N)[NH]2	standard polar	2025-10-24	1689.4
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_14	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CNC2=C(N1)C(=O)N=C(N)N2[Si](C)(C)C	standard polar	2025-10-24	2650.09
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_15	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CNC2=C(C(=O)N=C(N)[NH]2)N1[Si](C)(C)C	standard polar	2025-10-24	2131.97
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_16	C[C@H](O)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N[Si](C)(C)C)[NH]2	standard polar	2025-10-24	2540.36
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_17	C[C@H](O)[C@H](O)[C@H]1CNC2=C(N1)C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C	standard polar	2025-10-24	1941.02
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_18	C[C@H](O)[C@H](O)[C@H]1CNC2=C(N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2	standard polar	2025-10-24	1534.24
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_19	C[C@H](O)[C@H](O)[C@H]1CNC2=C(C(=O)N=C(N[Si](C)(C)C)[NH]2)N1[Si](C)(C)C	standard polar	2025-10-24	1798.07
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_20	C[C@H](O)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N)N2[Si](C)(C)C	standard polar	2025-10-24	1973.49
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_21	C[C@H](O)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N)[NH]2)N1[Si](C)(C)C	standard polar	2025-10-24	2688.72
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_22	C[C@H](O)[C@H](O)[C@H]1CNC2=C(C(=O)N=C(N)N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	2257.36
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_23	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(N1)C(=O)N=C(N[Si](C)(C)C)[NH]2	standard polar	2025-10-24	1951.3
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_24	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N)[NH]2	standard polar	2025-10-24	1854.18
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_25	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(N1)C(=O)N=C(N)N2[Si](C)(C)C	standard polar	2025-10-24	2446.28
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_26	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(C(=O)N=C(N)[NH]2)N1[Si](C)(C)C	standard polar	2025-10-24	2260.85
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_27	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N[Si](C)(C)C)[NH]2	standard polar	2025-10-24	1038.1
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_28	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(N1)C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C	standard polar	2025-10-24	2799.84
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_29	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2	standard polar	2025-10-24	1547.0
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_30	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(C(=O)N=C(N[Si](C)(C)C)[NH]2)N1[Si](C)(C)C	standard polar	2025-10-24	2273.14
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_31	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N)N2[Si](C)(C)C	standard polar	2025-10-24	1573.0
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_32	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N)[NH]2)N1[Si](C)(C)C	standard polar	2025-10-24	2051.54
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_33	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(C(=O)N=C(N)N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	2908.16
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_34	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N[Si](C)(C)C)[NH]2	standard polar	2025-10-24	2101.6
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_35	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CNC2=C(N1)C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C	standard polar	2025-10-24	1882.4
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_36	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CNC2=C(N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2	standard polar	2025-10-24	2551.54
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_37	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CNC2=C(C(=O)N=C(N[Si](C)(C)C)[NH]2)N1[Si](C)(C)C	standard polar	2025-10-24	1922.15
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_38	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N)N2[Si](C)(C)C	standard polar	2025-10-24	1664.9
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_39	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N)[NH]2)N1[Si](C)(C)C	standard polar	2025-10-24	2256.18
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_40	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CNC2=C(C(=O)N=C(N)N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	2952.23
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_41	C[C@H](O)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C	standard polar	2025-10-24	2489.12
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_42	C[C@H](O)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2	standard polar	2025-10-24	2115.96
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_43	C[C@H](O)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N[Si](C)(C)C)[NH]2)N1[Si](C)(C)C	standard polar	2025-10-24	1527.69
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_44	C[C@H](O)[C@H](O)[C@H]1CNC2=C(N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C	standard polar	2025-10-24	1534.96
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_45	C[C@H](O)[C@H](O)[C@H]1CNC2=C(C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	2300.75
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_46	C[C@H](O)[C@H](O)[C@H]1CNC2=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2)N1[Si](C)(C)C	standard polar	2025-10-24	1965.3
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_47	C[C@H](O)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N)N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	2091.88
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_48	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N[Si](C)(C)C)[NH]2	standard polar	2025-10-24	2294.9
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_49	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(N1)C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C	standard polar	2025-10-24	1328.49
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_50	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2	standard polar	2025-10-24	1953.44
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_51	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(C(=O)N=C(N[Si](C)(C)C)[NH]2)N1[Si](C)(C)C	standard polar	2025-10-24	2280.35
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_52	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N)N2[Si](C)(C)C	standard polar	2025-10-24	2885.03
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_53	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N)[NH]2)N1[Si](C)(C)C	standard polar	2025-10-24	2357.21
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_54	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(C(=O)N=C(N)N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	2560.92
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_55	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C	standard polar	2025-10-24	2196.13
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_56	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2	standard polar	2025-10-24	3237.21
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_57	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N[Si](C)(C)C)[NH]2)N1[Si](C)(C)C	standard polar	2025-10-24	1557.47
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_58	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C	standard polar	2025-10-24	2205.67
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_59	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	1700.2
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_60	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2)N1[Si](C)(C)C	standard polar	2025-10-24	1267.9
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_61	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N)N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	1326.86
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_62	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C	standard polar	2025-10-24	1708.64
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_63	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2	standard polar	2025-10-24	2005.95
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_64	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N[Si](C)(C)C)[NH]2)N1[Si](C)(C)C	standard polar	2025-10-24	1804.59
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_65	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CNC2=C(N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C	standard polar	2025-10-24	2156.11
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_66	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CNC2=C(C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	2438.03
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_67	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CNC2=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2)N1[Si](C)(C)C	standard polar	2025-10-24	1786.36
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_68	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N)N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	2816.85
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_69	C[C@H](O)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C	standard polar	2025-10-24	3222.17
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_70	C[C@H](O)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	2600.66
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_71	C[C@H](O)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2)N1[Si](C)(C)C	standard polar	2025-10-24	1697.83
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_72	C[C@H](O)[C@H](O)[C@H]1CNC2=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	1568.39
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_73	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C	standard polar	2025-10-24	2489.82
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_74	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2	standard polar	2025-10-24	2456.32
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_75	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N[Si](C)(C)C)[NH]2)N1[Si](C)(C)C	standard polar	2025-10-24	3008.34
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_76	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C	standard polar	2025-10-24	2310.86
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_77	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	1522.4
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_78	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2)N1[Si](C)(C)C	standard polar	2025-10-24	1898.25
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_79	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N)N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	1684.04
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_80	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C	standard polar	2025-10-24	1638.65
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_81	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	2394.63
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_82	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2)N1[Si](C)(C)C	standard polar	2025-10-24	814.212
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_83	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	2477.15
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_84	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C	standard polar	2025-10-24	2709.96
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_85	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	2284.31
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_86	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2)N1[Si](C)(C)C	standard polar	2025-10-24	2711.5
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_87	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CNC2=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	1294.1
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_88	C[C@H](O)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	1286.73
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_89	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C	standard polar	2025-10-24	1133.91
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_90	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	2448.33
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_91	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2)N1[Si](C)(C)C	standard polar	2025-10-24	1729.06
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_92	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CNC2=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	4131.62
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_93	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	1384.55
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_94	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	1506.42
Gas Chromatography	L-erythro-tetrahydrobiopterin_TMS_95	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN([Si](C)(C)C)C2=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	3035.22

Biological Properties

Cellular Locations

Cytoplasm
Nucleus

Biospecimen Locations

All Tissues
Blood
Cerebrospinal Fluid (CSF)
Feces

Tissue Locations

All Tissues

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191760	Tyrosinase	Unknown	P14679	Homo sapiens
MMDBp0191943	Tyrosine 3-monooxygenase	Enzyme	P07101	Homo sapiens
MMDBp0191950	Phenylalanine-4-hydroxylase	Enzyme	P00439	Homo sapiens
MMDBp0192101	6-pyruvoyl tetrahydrobiopterin synthase	Unknown	Q03393	Homo sapiens
MMDBp0192102	Sepiapterin reductase	Enzyme	P35270	Homo sapiens
MMDBp0192127	Tryptophan 5-hydroxylase 1	Enzyme	P17752	Homo sapiens
MMDBp0192129	Tryptophan 5-hydroxylase 2	Enzyme	Q8IWU9	Homo sapiens
MMDBp0192192	Dihydropteridine reductase	Unknown	P09417	Homo sapiens
MMDBp0192544	Nitric oxide synthase, inducible	Unknown	P35228	Homo sapiens
MMDBp0192546	Nitric oxide synthase, brain	Unknown	P29475	Homo sapiens
MMDBp0192547	Nitric oxide synthase, endothelial	Unknown	P29474	Homo sapiens
MMDBp0192556	GTP cyclohydrolase 1	Unknown	P30793	Homo sapiens
MMDBp0193353	GTP cyclohydrolase 1 feedback regulatory protein	Unknown	P30047	Homo sapiens
MMDBp0193707	Pterin-4-alpha-carbinolamine dehydratase	Enzyme	P61457	Homo sapiens
MMDBp0196269	Calcium-calmodulin independent nitric oxide synthase iNOS protein	Enzyme	Q9UM94	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank
Immunometabolism Pathway (Bacterial Activation)
Immunometabolism Pathway (Viral Activation)
Ion Channels and Their Functional Role in Vascular Endothelium
Nitric Oxide Signaling Pathway
Succinate Signalling During Inflammation

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Epilepsy		Association	Human Cerebrospinal Fluid (CSF)	HMDB	7869898
Myocardial infarction	Decreased	Association	Human Blood	HMDB	17726257
Septic shock		Association	Human Blood	HMDB	11573638

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1	Human ; Human feces; Human sputum; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Firmicutes	136	Human feces; Human ; Cattle ; Human subgingival plaque	Metabolic reconstruction
Bacteria/Eubacteria	Proteobacteria	146	Human ; Human feces; Human sputum; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Actinobacteria	7	Human ; Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Bacteroidetes	16	Human feces; Human ; Human supragingival plaque; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria/Eubacteria	Fusobacteria	3	Human feces; Human	Metabolic reconstruction
Bacteria/Eubacteria	Planctomycetes	1	Human feces	Metabolic reconstruction

Exposure Sources

Other Exposures

Source Type	Data Source	Reference
Drugs - Antimicrobial	U.S. Environmental Protection Agency	CompTox
Cosmetics	U.S. Environmental Protection Agency	CompTox
Domestics	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human Cerebrospinal fluid (csf)	Detected and Quantified	14400				uM	Newborn (0-30 days old)	Both	Generalized seizures	HMDB	7869898
Human Blood	Detected and Quantified	0.0044	0.0007			uM	Adult (>18 years old)	Both	Myocardial infarction	HMDB	17726257
Human Blood	Detected and Quantified	0.16		0.0	5.8	uM	Adult (>18 years old)	Both	Septic shock	HMDB	11573638
Human Blood	Detected and Quantified	1.2		0.8	14.9	uM	Adult (>18 years old)	Both	Septic shock	HMDB	11573638
Human Blood	Detected and Quantified	0.0099	0.0008			uM	Adult (>18 years old)	Both	Smoking	HMDB	10636262
Human Blood	Detected and Quantified	0.0093	0.0005			uM	Adult (>18 years old)	Both	Normal	HMDB	17726257
Human Blood	Detected and Quantified	0.0110	0.0008			uM	Adult (>18 years old)	Both	Normal	HMDB	10636262
Human Cerebrospinal fluid (csf)	Detected and Quantified	0.026		0.014	0.038	uM	Adult (>18 years old)	Both	Normal	HMDB	16168596
Human All tissues	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

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General References

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Gokmen Ozel H, Lammardo AM, Motzfeldt K, Robert M, Rocha JC, van Rijn M, Ahring K, Belanger-Quintana A, MacDonald A, Dokoupil K: Use of sapropterin in the management of phenylketonuria: seven case reports. Mol Genet Metab. 2013 Feb;108(2):109-11. doi: 10.1016/j.ymgme.2012.11.012. Epub 2012 Nov 28. [PubMed:23266371 ]
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Showing metabocard for L-erythro-tetrahydrobiopterin (MMDBc0032102)

MOL for #<Metabolite:0x00007f9af0723408>

3D MOL for #<Metabolite:0x00007f9af0723408>

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3D-SDF for #<Metabolite:0x00007f9af0723408>

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Structure for #<Metabolite:0x00007f9af0723408>

3D Structure for #<Metabolite:0x00007f9af0723408>