L-saccharopine (CHEBI:16927)

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CHEBI:16927 - L-saccharopine

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ChEBI Name	L-saccharopine

ChEBI ID	CHEBI:16927

ChEBI ASCII Name	L-saccharopine

Definition	The N⁶-(1,3-dicarboxypropan-1-yl) derivative of L-lysine.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:45721, CHEBI:7406, CHEBI:12660, CHEBI:21861

Supplier Information	No supplier information found for this compound.

Download	Molfile XML SDF

more structures >>

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Mrv0541 10031411283D

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39 38 0 0 0 0 999 V2000

0.7800 1.7080 4.6510 N 0 0 1 0 0 0 0 0 0 0 0 0

-0.0140 0.4790 4.7740 C 0 0 1 0 0 0 0 0 0 0 0 0

0.1570 -0.3670 3.5110 C 0 0 1 0 0 0 0 0 0 0 0 0

-0.3190 0.4270 2.2950 C 0 0 1 0 0 0 0 0 0 0 0 0

-0.1470 -0.4190 1.0320 C 0 0 1 0 0 0 0 0 0 0 0 0

-0.6240 0.3760 -0.1840 C 0 0 1 0 0 0 0 0 0 0 0 0

-0.4590 -0.4360 -1.3960 N 0 0 1 0 0 0 0 0 0 0 0 0

0.4550 -0.3040 5.9720 C 0 0 0 0 0 0 0 0 0 0 0 0

-0.4070 -1.0800 6.6470 O 0 0 0 0 0 0 0 0 0 0 0 0

1.6080 -0.2340 6.3260 O 0 0 0 0 0 0 0 0 0 0 0 0

-0.9320 0.3800 -2.5210 C 0 0 1 0 0 0 0 0 0 0 0 0

-0.1640 0.0000 -3.7880 C 0 0 1 0 0 0 0 0 0 0 0 0

1.3290 0.2450 -3.5720 C 0 0 1 0 0 0 0 0 0 0 0 0

2.0860 -0.1300 -4.8200 C 0 0 0 0 0 0 0 0 0 0 0 0

3.4210 0.0030 -4.8610 O 0 0 0 0 0 0 0 0 0 0 0 0

1.4900 -0.5520 -5.7830 O 0 0 0 0 0 0 0 0 0 0 0 0

-2.4040 0.1380 -2.7330 C 0 0 0 0 0 0 0 0 0 0 0 0

-2.9390 -1.0540 -2.4280 O 0 0 0 0 0 0 0 0 0 0 0 0

-3.1030 1.0170 -3.1780 O 0 0 0 0 0 0 0 0 0 0 0 0

1.7410 1.4220 4.5380 H 0 0 0 0 0 0 0 0 0 0 0 0

0.5040 2.1460 3.7840 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.0660 0.7370 4.8980 H 0 0 0 0 0 0 0 0 0 0 0 0

1.2090 -0.6250 3.3870 H 0 0 0 0 0 0 0 0 0 0 0 0

-0.4310 -1.2800 3.6030 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.3710 0.6850 2.4190 H 0 0 0 0 0 0 0 0 0 0 0 0

0.2700 1.3390 2.2030 H 0 0 0 0 0 0 0 0 0 0 0 0

0.9040 -0.6770 0.9080 H 0 0 0 0 0 0 0 0 0 0 0 0

-0.7360 -1.3310 1.1240 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.6760 0.6340 -0.0600 H 0 0 0 0 0 0 0 0 0 0 0 0

-0.0340 1.2880 -0.2750 H 0 0 0 0 0 0 0 0 0 0 0 0

0.5330 -0.5630 -1.5270 H 0 0 0 0 0 0 0 0 0 0 0 0

-0.7660 1.4350 -2.2990 H 0 0 0 0 0 0 0 0 0 0 0 0

-0.3310 -1.0540 -4.0100 H 0 0 0 0 0 0 0 0 0 0 0 0

-0.5160 0.6060 -4.6220 H 0 0 0 0 0 0 0 0 0 0 0 0

1.4950 1.2990 -3.3500 H 0 0 0 0 0 0 0 0 0 0 0 0

1.6810 -0.3610 -2.7370 H 0 0 0 0 0 0 0 0 0 0 0 0

-3.8840 -1.2100 -2.5640 H 0 0 0 0 0 0 0 0 0 0 0 0

3.9060 -0.2380 -5.6620 H 0 0 0 0 0 0 0 0 0 0 0 0

-0.1050 -1.5830 7.4160 H 0 0 0 0 0 0 0 0 0 0 0 0

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1 20 1 0 0 0 0

1 21 1 0 0 0 0

2 3 1 0 0 0 0

2 8 1 0 0 0 0

2 22 1 0 0 0 0

3 4 1 0 0 0 0

3 23 1 0 0 0 0

3 24 1 0 0 0 0

4 5 1 0 0 0 0

4 25 1 0 0 0 0

4 26 1 0 0 0 0

5 6 1 0 0 0 0

5 27 1 0 0 0 0

5 28 1 0 0 0 0

6 7 1 0 0 0 0

6 29 1 0 0 0 0

6 30 1 0 0 0 0

7 11 1 0 0 0 0

7 31 1 0 0 0 0

8 9 1 0 0 0 0

8 10 2 0 0 0 0

9 39 1 0 0 0 0

11 12 1 0 0 0 0

11 17 1 0 0 0 0

11 32 1 0 0 0 0

12 13 1 0 0 0 0

12 33 1 0 0 0 0

12 34 1 0 0 0 0

13 14 1 0 0 0 0

13 35 1 0 0 0 0

13 36 1 0 0 0 0

14 15 1 0 0 0 0

14 16 2 0 0 0 0

15 38 1 0 0 0 0

17 18 1 0 0 0 0

17 19 2 0 0 0 0

18 37 1 0 0 0 0

M END): 19 ms

reading 39 atoms

ModelSet: haveSymmetry:false haveUnitcells:false haveFractionalCoord:false

1 model in this collection. Use getProperty "modelInfo" or getProperty "auxiliaryInfo" to inspect them.

Default Van der Waals type for model set to Babel

39 atoms created

ModelSet: not autobonding; use forceAutobond=true to force automatic bond creation

Script completed

Jmol script terminated

Molfile expand

Wikipedia	License
Serotonin (), also known as 5-hydroxytryptamine (5-HT), is a monoamine neurotransmitter with a wide range of functions in both the central nervous system (CNS) and peripheral tissues. It is involved in mood, cognition, reward, learning, memory, and physiological processes such as vomiting and vasoconstriction. In the CNS, serotonin regulates mood, appetite, and sleep. Most of the body's serotonin—about 90%—is synthesized in the gastrointestinal tract by enterochromaffin cells, where it regulates intestinal movements. It is also produced in smaller amounts in the brainstem's raphe nuclei, the skin's Merkel cells, pulmonary neuroendocrine cells, and taste receptor cells of the tongue. Once secreted, serotonin is taken up by platelets in the blood, which release it during clotting to promote vasoconstriction and platelet aggregation. Around 8% of the body's serotonin is stored in platelets, and 1–2% is found in the CNS. Serotonin acts as both a vasoconstrictor and vasodilator depending on concentration and context, influencing hemostasis and blood pressure regulation. It plays a role in stimulating myenteric neurons and enhancing gastrointestinal motility through uptake and release cycles in platelets and surrounding tissue. Biochemically, serotonin is an indoleamine synthesized from tryptophan and metabolized primarily in the liver to 5-hydroxyindoleacetic acid (5-HIAA). Serotonin is targeted by several classes of antidepressants, including selective serotonin reuptake inhibitors (SSRIs) and serotonin–norepinephrine reuptake inhibitors (SNRIs), which block reabsorption in the synapse to elevate its levels. It is found in nearly all bilateral animals, including insects and worms, and also occurs in fungi and plants. In plants and insect venom, it serves a defensive function by inducing pain. Serotonin released by pathogenic amoebae may cause diarrhea in the human gut, while its presence in seeds and fruits is thought to stimulate digestion and facilitate seed dispersal.
Read full article at Wikipedia

Formula

C11H20N2O6

Net Charge

Average Mass

276.28630

Monoisotopic Mass

276.13214

InChI

InChI=1S/C11H20N2O6/c12-7(10(16)17)3-1-2-6-13-8(11(18)19)4-5-9(14)15/h7-8,13H,1-6,12H2,(H,14,15)(H,16,17)(H,18,19)/t7-,8-/m0/s1

InChIKey

ZDGJAHTZVHVLOT-YUMQZZPRSA-N

SMILES

N[C@@H](CCCCN[C@@H](CCC(O)=O)C(O)=O)C(O)=O

Metabolite of Species	Details
Mus musculus (NCBI:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed

Roles Classification
Biological Role(s):	mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). Saccharomyces cerevisiae metabolite Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ). bacterial metabolite Any prokaryotic metabolite produced during a metabolic reaction in bacteria. (via opine )

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	L-saccharopine (CHEBI:16927) has role Saccharomyces cerevisiae metabolite (CHEBI:75772) L-saccharopine (CHEBI:16927) has role human metabolite (CHEBI:77746) L-saccharopine (CHEBI:16927) has role mouse metabolite (CHEBI:75771) L-saccharopine (CHEBI:16927) is a L-lysine derivative (CHEBI:25095) L-saccharopine (CHEBI:16927) is a amino acid opine (CHEBI:83229) L-saccharopine (CHEBI:16927) is conjugate acid of L-saccharopinate(1−) (CHEBI:57951)

Incoming	L-saccharopinate(1−) (CHEBI:57951) is conjugate base of L-saccharopine (CHEBI:16927)

IUPAC Name

N-[(5S)-5-amino-5-carboxypentyl]-L-glutamic acid

Synonyms	Sources
epsilon-N-(L-Glutar-2-yl)-L-lysine	ChemIDplus
L-Saccharopine	KEGG COMPOUND
N-[(S)-5-Amino-5-carboxypentyl]-L-glutamic acid	KEGG COMPOUND
N6-(L-1,3-Dicarboxypropyl)-L-lysine	KEGG COMPOUND
Saccharopine	KEGG COMPOUND

Manual Xrefs	Databases
C00007227	KNApSAcK
C00449	KEGG COMPOUND
HMDB0000279	HMDB
Saccharopine	Wikipedia
SACCHAROPINE	MetaCyc
SHR	PDBeChem
View more database links

Registry Numbers	Types	Sources
3063139	Reaxys Registry Number	Reaxys
997-68-2	CAS Registry Number	KEGG COMPOUND
997-68-2	CAS Registry Number	ChemIDplus

Citations	Types	Sources
22449979	PubMed citation	Europe PMC
22862918	PubMed citation	Europe PMC

Last Modified

26 May 2016

CHEBI:16927 - L-saccharopine

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