TPDB

3D PDB MODEL

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TPDB ID TPDB39132

Peptide_Name

VV-H7 VV-hemorphin 7 VV-hemorphin-7

Activity

ACE inhibitors Antihypertensive Blood-Brain Barrier Neuropeptide Toxicity

Activity_category_statistics

Cardiometabolic peptides Toxicity and safety peptides Delivery and barrier-penetrating peptides Neuroactive peptides

Database_Source

Peptipedia AHTPDB AHTpin B3Pred BBPpredict

Sequence_Type

standard

Has_Modification No

Description A 9-aa standard natural multi-activity (ACE inhibitors, Antihypertensive, Blood-Brain Barrier, and other sources) peptide sequence curated from Peptipedia, AHTPDB, AHTpin, and other sources, with an available 3D structural model.

Sequence

VVYPWTQRF

FASTA

>TPDB39132|ACE inhibitors;Antihypertensive;Blood-Brain Barrier;Neuropeptide;Toxicity|length=9
VVYPWTQRF

Formula C59H82N14O13

Absent Amino Acids ANDCEGHILKMS

Common Amino Acids V

Mass 1195.39

PI 9.88

Basic Residues 1

Acidic Residues 0

Hydrophobic Residues 5

Net Charge +1

Boman Index -1.80

Hydrophobicity -0.144

Aliphatic Index 64.44

Half Life

Mammalian: 100 hour Yeast: >20 hour E.coli: >10 hour

Extinction Coefficient Cystines 6990

Absorbance 280nm 584.75

Polar Residues 3

number

0

A

1

R

0

N

0

D

0

C

0

E

1

Q

0

G

0

H

0

I

0

L

0

K

0

M

1

F

1

P

0

S

1

T

1

W

1

Y

2

V

Amino Acid Distribution

A: 0 R: 1 N: 0 D: 0 C: 0 E: 0 Q: 1 G: 0 H: 0 I: 0 L: 0 K: 0 M: 0 F: 1 P: 1 S: 0 T: 1 W: 1 Y: 1 V: 2

Length

9

Formula

C59H82N14O13

Mass

1195.39

PI

9.88

Net Charge

+1

Boman Index

-1.80

Hydrophobicity

-0.144

Chemical_Mass

1195.3651

Conformation

Linear

Monoisotopic_Mass

1194.6167

Peptide_Length

Similarity

Peptide_Sequence_3Letter

Val-Val-Tyr-Pro-Trp-Thr-Gln-Arg-Phe

Evidence 1 Activity

Activity

Activity Endpoint IC50

Detail Source Activity ACE inhibitors

Activity Measurement 34.30 µM

Function Inhibitor of Angiotensin-converting enzyme (EC 3.4.15.1) (MEROPS ID: M02-001).

Detail Activity ACE inhibitor

Activity Code ah

Source & Reference

Database Source NA

Authors Zhao Q., Sannier F., Garreau I., Guillochon, Piot J. M.

Title

Inhibition and inhibition kinetics of angiotensin converting enzyme activity by hemorphins isolated from peptic bovine hydrolysate. Biochem. Biophys. Res. Commun., 204, 216-223, 1994

Year 1994

Literature Source Journal

Other

Number of Residues 9

Additional Info

BIOPEP-UWM database of bioactive peptides SMILES: N[C@@H](C(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC1=CC=C(C=C1)O)C(=O)N2CCC[C@@H]2C(=O)N[C@@H](CC3=C[N](C4=C3C=CC=C4)[H])C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CC5=CC=CC=C5)C(=O)O InChI=1S/C59H82N14O13/c1-31(2)47(61)54(81)71-48(32(3)4)55(82)69-43(27-35-19-21-37(75)22-20-35)57(84)73-26-12-18-45(73)53(80)68-42(29-36-30-65-39-16-10-9-15-38(36)39)52(79)72-49(33(5)74)56(83)67-41(23-24-46(60)76)51(78)66-40(17-11-25-64-59(62)63)50(77)70-44(58(85)86)28-34-13-7-6-8-14-34/h6-10,13-16,19-22,30-33,40-45,47-49,65,74-75H,11-12,17-18,23-29,61H2,1-5H3,(H2,60,76)(H,66,78)(H,67,83)(H,68,80)(H,69,82)(H,70,77)(H,71,81)(H,72,79)(H,85,86)(H4,62,63,64)/t33-,40+,41+,42+,43+,44+,45+,47+,48+,49+/m1/s1 InChIKey: FFBBHLKDMHCFTH-AKYHLAPZSA-N Opioid peptide according to the BIOPEP database of bioactive peptides (ID 2570) PepBank database Bitter peptide according to the BIOPEP database of sensory peptides and amino acids (ID 404)

Evidence 2 Activity

Activity

Activity Endpoint IC50

Detail Source Activity Antihypertensive

Activity Measurement 34.30 µM

Function Inhibitor of Angiotensin-converting enzyme (EC 3.4.15.1) (MEROPS ID: M02-001).

Detail Activity ACE inhibitor

Activity Code ah

Source & Reference

Database Source AHTPDB

Authors Zhao Q., Sannier F., Garreau I., Guillochon, Piot J. M.

Title

Inhibition and inhibition kinetics of angiotensin converting enzyme activity by hemorphins isolated from peptic bovine hydrolysate. Biochem. Biophys. Res. Commun., 204, 216-223, 1994

Year 1994

Literature Source Journal

Other

Source Activity Label	Source Definition
Antihypertensive	AHTPDB manually curated experimentally validated antihypertensive peptide annotation.

Number of Residues 9

Additional Info

BIOPEP-UWM database of bioactive peptides SMILES: N[C@@H](C(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC1=CC=C(C=C1)O)C(=O)N2CCC[C@@H]2C(=O)N[C@@H](CC3=C[N](C4=C3C=CC=C4)[H])C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CC5=CC=CC=C5)C(=O)O InChI=1S/C59H82N14O13/c1-31(2)47(61)54(81)71-48(32(3)4)55(82)69-43(27-35-19-21-37(75)22-20-35)57(84)73-26-12-18-45(73)53(80)68-42(29-36-30-65-39-16-10-9-15-38(36)39)52(79)72-49(33(5)74)56(83)67-41(23-24-46(60)76)51(78)66-40(17-11-25-64-59(62)63)50(77)70-44(58(85)86)28-34-13-7-6-8-14-34/h6-10,13-16,19-22,30-33,40-45,47-49,65,74-75H,11-12,17-18,23-29,61H2,1-5H3,(H2,60,76)(H,66,78)(H,67,83)(H,68,80)(H,69,82)(H,70,77)(H,71,81)(H,72,79)(H,85,86)(H4,62,63,64)/t33-,40+,41+,42+,43+,44+,45+,47+,48+,49+/m1/s1 InChIKey: FFBBHLKDMHCFTH-AKYHLAPZSA-N Opioid peptide according to the BIOPEP database of bioactive peptides (ID 2570) PepBank database Bitter peptide according to the BIOPEP database of sensory peptides and amino acids (ID 404)

Evidence 3 Activity

Activity

Detail Source Activity Blood-Brain Barrier

Activity Result 4.4 Counts

Assay & Model

In Vitro Method Initial concentration in donor chamber-Culture

Animal Model Origin/Source

Response Area

Source & Reference

Database Source NA

Source B3Pdb

Other

Source Origin Hemoglobin

Transport Type Permeability

Evidence 4 Activity

Activity

Detail Source Activity Neuropeptide

Source & Reference

Database Source NA

Source NeuroPepV2

Other

Family Opioid

Family

Opioid

Number_of_Residues

9