ChemicalBook > CAS DataBase List > Cyclo(L-Pro-L-Trp-)

Cyclo(L-Pro-L-Trp-)

Product Name: Cyclo(L-Pro-L-Trp-)
CAS No.: 38136-70-8
Chemical Name: Cyclo(L-Pro-L-Trp-)
Synonyms: c(Trp-Pro);Brevianamide F;Cyclo(-Trp-Pro);Cyclo(L-Trp-L-Pro-);Cyclo(L-Pro-L-Trp-);Eptifibatide Impurity 11;Cyclo-L-tryptophyl-L-proline;Brevianamide F, 10 mM in DMSO;L-Prolyl-L-tryptophan anhydride;Trp-Pro-diketopiperazine Eptifibatide
CBNumber: CB72232479
Molecular Formula: C16H17N3O2
Formula Weight: 283.33
MOL File: 38136-70-8.mol

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Cyclo(L-Pro-L-Trp-) Property

Melting point:: 165-167 °C
Boiling point:: 633.2±48.0 °C(Predicted)
Density: 1.37±0.1 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Solid
pka: 13.20±0.40(Predicted)
color: White to Off-White
InChI: InChI=1S/C16H17N3O2/c20-15-14-6-3-7-19(14)16(21)13(18-15)8-10-9-17-12-5-2-1-4-11(10)12/h1-2,4-5,9,13-14,17H,3,6-8H2,(H,18,20)/t13-,14-/m0/s1
InChIKey: RYFZBPVMVYTEKZ-KBPBESRZSA-N
SMILES: [C@@]12([H])CCCN1C(=O)[C@H](CC1C3=C(NC=1)C=CC=C3)NC2=O

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML3432
Product name: Brevianamide F
Purity: ≥98% (HPLC)
Packaging: 5MG
Price: $63.27
Updated: 2025/07/31

Sigma-Aldrich

Product number: SML3432
Product name: Brevianamide F
Purity: ≥98% (HPLC)
Packaging: 25MG
Price: $268
Updated: 2025/07/31

Cayman Chemical

Product number: 23493
Product name: Brevianamide F
Purity: ≥98%
Packaging: 5mg
Price: $50
Updated: 2024/03/01

Cayman Chemical

Product number: 23493
Product name: Brevianamide F
Purity: ≥98%
Packaging: 10mg
Price: $90
Updated: 2024/03/01

Cayman Chemical

Product number: 23493
Product name: Brevianamide F
Purity: ≥98%
Packaging: 25mg
Price: $176
Updated: 2024/03/01

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Cyclo(L-Pro-L-Trp-) Chemical Properties,Usage,Production

Description

Brevianamide F is an alkaloid metabolite produced by various Streptomyces, Actinomycetes, and Aspergillus strains that has diverse biological activities. It inhibits growth of M. luteus and S. aureus in an inhibitory disc assay when used at a concentration of 30 μg/disc as well as the Bacille Calmette-Guerin M. bovis strain (MIC = 12.5 μg/ml). Brevianamide F has antifouling activity, inhibiting attachment of B. neritina larvae to PVC plates without inducing lethality (EC₅₀ = 6.35 μg/ml; LC₅₀ = >200 μg/ml in paint used to coat PVC plates).

Uses

Brevianamide F is used in the preparation, reactions, medicinal and cheical propreties of diketopiperazines as bioactive natural products. Acts as a reagent in the total synthesis and antitumor activity in vitro of glioperazine C and its derivatives, synthesis and biological evaluation of a post-synthetically trp-based diketopiperazine and it’s antitumor structure-activity relationship.

Definition

ChEBI: A pyrrolopyrazine that is hexahydropyrrolo[1,2-a]pyrazine-1,4-dione bearing an indol-3-ylmethyl substituent at position 3 (the 3S,8aS-diastereomer, obtained by formal cyclocondensation of L-tr ptophan and L-proline).

IC 50

PI3Kα: 4.8 μM (IC₅₀)

References

[1] XIAO-YONG ZHANG. Antifouling potentials of eight deep-sea-derived fungi from the South China Sea.[J]. Journal of Industrial Microbiology & Biotechnology, 2014, 41 4: 741-748. DOI: 10.1007/s10295-014-1412-9
[2] RAOUDHA BEN AMEUR MEHDI. Five naturally bioactive molecules including two rhamnopyranoside derivatives isolated from the Streptomyces sp. strain TN58.[J]. Natural Product Research, 2009: 1095-1107. DOI: 10.1080/14786410802362352
[3] PEI HUANG. Anti-MRSA and anti-TB metabolites from marine-derived Verrucosispora sp. MS100047[J]. Applied Microbiology and Biotechnology, 2016, 100 17: 7437-7447. DOI: 10.1007/s00253-016-7406-y

Cyclo(L-Pro-L-Trp-) Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Cyclo(L-Pro-L-Trp-) manufacturers

Career Henan Chemical Co

Product: Cyclo(L-Pro-L-Trp-) 38136-70-8
Price: US $1.00/ASSAYS
Min. Order: 1ASSAYS
Purity: 95%~99%
Supply Ability: per week:100kg
Release date: 2019-09-05

38136-70-8, Cyclo(L-Pro-L-Trp-)Related Search:

L-Aspartic acid, N6-(aminoiminomethyl)-N2-(3-mercapto-1-oxopropyl)-L-lysylglycyl-, (1→3')-disulfide with L-tryptophyl-L-prolyl-L-cysteinamide (9CI) Eptifibatide impurity 3/Deamidated Eptifibatide Impurity/(3R,11S,17S,20S,25aS)-20-((1H-indol-3-yl)Methyl)-17-(carboxymethyl)-11-(4-guanidinobutyl)-1,9,12,15,18,21-hexaoxodocosahydro-1H-pyrrolo[2,1-g][1,2,5,8,11,14,17,20]dithiahexaazacyclotricosine-3-carbo L-Cysteinamide, N6-(aminoiminomethyl)-N2-(3-mercapto-1-oxopropyl)-L-lysylglycyl-L-α-aspartyl-L-tryptophyl-L-prolyl-, bimol. cyclic (1→1'),(6→6')-bis(disulfide) N-[2-(Phenylmethyl)phenyl]-2-chloroacetamide Acetamide, 2-methoxy-N-[2-(phenylmethyl)phenyl]- Methanone, (2-aminophenyl)phenyl-, hydrazone, (Z)- L-Cysteinamide, N6-(aminoiminomethyl)-N2-(3-mercapto-1-oxopropyl)-L-lysylglycylglycyl-L-α-aspartyl-L-tryptophyl-L-prolyl-, cyclic (1→7)-disulfide (9CI) Benzamide, N-[(6,11-dihydro-5H-dibenz[b,e]azepin-6-yl)methyl]-2-(hydroxymethyl)- 7-Bromo Epinastine Eptifibatide non cyclic impurity 3'-Hydroxyacetophenone 6-Chloromethylmorphanthridine Acetamide, 2-(1-methylethoxy)-N-[2-(phenylmethyl)phenyl]-

(3S)-2,3,6,7,8,8aα-Hexahydro-3β-(1H-indol-3-ylmethyl)pyrrolo[1,2-a]pyrazine-1,4-dione

(3S,8aα)-3β-(1H-Indole-3-ylmethyl)octahydropyrrolo[1,2-a]pyrazine-1,4-dione

Brevianamide F

Cyclo(L-Pro-L-Trp-)

Cyclo(L-Trp-L-Pro-)

(3S,8AS)-3-(1H-INDOL-3-YLMETHYL)HEXAHYDROPYRROLO[1,2-A]PYRAZINE-1,4-DIONE

Cyclo(-Trp-Pro)

Cyclo-L-tryptophyl-L-proline

Pyrrolo[1,2-a]pyrazine-1,4-dione, hexahydro-3-(1H-indol-3-ylmethyl)-, (3S,8aS)-

Trp-Pro-diketopiperazine Eptifibatide

Bacterial,Inhibitor,PI3K,Brevianamide F,antibacterial,PI3Kα,inhibit,Phosphoinositide 3-kinase,mycotoxin

Eptifibatide Impurity 11

L-Prolyl-L-tryptophan anhydride

Brevianamide F, 10 mM in DMSO

c(Trp-Pro)

38136-70-8