PhytoHub: Showing entry for Cyclo(isoleucyl-prolyl)

Cyclo(isoleucyl-prolyl)

Identification

PhytoHub ID

PHUB002402

Name

Cyclo(isoleucyl-prolyl)

Systematic Name

(3S,8aS)-3-[(2S)-butan-2-yl]-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione

Synonyms

Cyclo L-Pro-L-Ile
Cyclo L-Pro-L-Ile (Fr. 1-5)
Cyclo(Ile-Pro-)
cyclo(isoleucyl-prolyl)

CAS Number

Not Available

Average Mass

210.277

Monoisotopic Mass

210.136827828

Chemical Formula

C₁₁H₁₈N₂O₂

IUPAC Name

(3S,8aS)-3-[(2S)-butan-2-yl]-1-hydroxy-3H,4H,6H,7H,8H,8aH-pyrrolo[1,2-a]pyrazin-4-one

InChI Key

ZDACRNZBFJOLTC-CIUDSAMLSA-N

InChI Identifier

InChI=1S/C11H18N2O2/c1-3-7(2)9-11(15)13-6-4-5-8(13)10(14)12-9/h7-9H,3-6H2,1-2H3,(H,12,14)/t7-,8-,9-/m0/s1

SMILES

[H][C@](C)(CC)[C@]1([H])N=C(O)[C@]2([H])CCCN2C1=O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 4.48e+00 g/l
LogS (ALOGPS): -1.67
LogP (ALOGPS): 0.86
Hydrogen Acceptors: 3
Hydrogen Donors: 1
Rotatable Bond Count: 2
Polar Surface Area: 52.9
Refractivity: 56.40220000000001
Polarizability: 22.60126450015337
Formal Charge: 0
Physiological Charge: 0
pKa (strongest basic): 1.4871335101646586
pKa (strongest acidic): 4.792985423959998
Number of Rings: 2
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

External Links

PubChem: 13654640

Taxonomy as Food Phytochemical

Family: N-containing compounds
Class: Miscellaneous N-containing compounds
Sub-class: Not Available

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Carboxylic acids and derivatives
Super-class: Organic acids and derivatives
Sub-class: Amino acids, peptides, and analogues
Direct Parent Name: Alpha amino acids and derivatives
Alternative Parent Names: ["2,5-dioxopiperazines", "Azacyclic compounds", "Carbonyl compounds", "Hydrocarbon derivatives", "Lactams", "N-alkylpiperazines", "Organic oxides", "Organonitrogen compounds", "Pyrrolidines", "Secondary carboxylic acid amides", "Tertiary carboxylic acid amides"]
External Descriptor Annotations: Not Available
Substituent Names: ["1,4-diazinane", "2,5-dioxopiperazine", "Aliphatic heteropolycyclic compound", "Alpha-amino acid or derivatives", "Azacycle", "Carbonyl group", "Carboxamide group", "Dioxopiperazine", "Hydrocarbon derivative", "Lactam", "N-alkylpiperazine", "Organic nitrogen compound", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organonitrogen compound", "Organooxygen compound", "Piperazine", "Pyrrolidine", "Secondary carboxylic acid amide", "Tertiary carboxylic acid amide"]

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(70.06512568,2.521985585);(86.0964258,3.494244982);(183.1128041,1.138982085);(183.1491896,2.917438812);(193.1335396,1.912635595);(211.1441043,77.7024026)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(57.06987671,2.291222288);(59.08552677,1.200549877);(70.06512568,4.626254356);(86.0964258,4.204566576);(153.0658539,1.259838907);(183.1128041,2.127259455);(183.1491896,4.65656156);(193.1335396,2.31640671);(195.1128041,2.951211501);(211.1441043,55.05130335)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(39.02292652,1.255077745);(41.03857658,6.05031337);(43.05422664,8.902356596);(45.06987671,1.111533278);(51.02292652,2.735272407);(53.03857658,2.448669901);(55.05422664,2.987793279);(57.06987671,6.182234154);(59.08552677,1.170793481);(67.05422664,2.19372617);(68.04947561,8.251191708);(69.06987671,3.828325868);(70.06512568,14.73200656);(71.08552677,2.664867243);(72.08077574,2.899567132);(80.04947561,1.43075675);(84.08077574,4.891143069);(86.0964258,5.955660578);(88.11207587,1.144615226)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(41.9985372,4.144296174);(84.0818729,3.919931736);(96.04548739,1.359483658);(166.1237377,7.026129083);(191.1189867,1.398837376);(209.1295514,68.86205732)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(41.9985372,7.237049712);(57.07097387,4.051238665);(66.03492271,1.894262946);(68.05057277,9.747490891);(69.07097387,1.478159604);(70.06622284,4.085150615);(82.06622284,1.548777237);(84.0818729,12.54885694);(86.09752296,2.245928154);(94.02983733,1.642407361);(96.04548739,5.736320643);(97.06588849,2.415674545);(110.0611375,1.71433767);(111.0563864,1.25945911);(112.0767875,4.397040859);(124.040402,2.481408113);(153.0669511,1.604932462);(166.1237377,1.461065567);(191.1189867,1.303101298);(192.1030023,1.799064622);(209.1295514,10.18246193)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(26.00362258,1.929574151);(40.01927264,1.203704499);(41.9985372,3.134142869);(52.01927264,3.68474901);(53.9985372,4.152856788);(54.03492271,1.471969398);(55.0553238,4.347754183);(56.01418726,3.347058512);(56.05057277,2.352358151);(57.07097387,14.17051511);(66.03492271,2.564817149);(68.05057277,9.22790684);(70.06622284,4.819498852);(82.06622284,2.610678622);(84.04548739,1.173333022);(84.0818729,9.204322239);(86.09752296,3.240576838);(96.04548739,1.396528757);(110.0611375,1.879237726);(112.0767875,5.210927697)

Food Sources

No food source information available

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

No metabolism information available

Inter-Individual Variations in Metabolism

No data on inter-individual variations available

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Showing entry for Cyclo(isoleucyl-prolyl)