COBALT PROTOPORPHYRIN

Details

Stereochemistry	ACHIRAL
Molecular Formula	C34H32N4O4.Co
Molecular Weight	619.5755
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[Co++].CC1=C(CCC([O-])=O)C2=CC3=NC(=CC4=C(C)C(C=C)=C(N4)C=C5N=C(C=C1N2)C(C=C)=C5C)C(C)=C3CCC([O-])=O

InChI

InChIKey=PZVPSKRBVYHPFM-RGGAHWMASA-L

InChI=1S/C34H34N4O4.Co/c1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31(37-26)16-32-24(10-12-34(41)42)20(6)28(38-32)15-30-22(8-2)18(4)27(36-30)14-29(21)35-25;/h7-8,13-16,35,38H,1-2,9-12H2,3-6H3,(H,39,40)(H,41,42);/q;+2/p-2/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16-;

HIDE SMILES / InChI

Molecular Formula	Co
Molecular Weight	58.9332
Charge	2
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C34H32N4O4
Molecular Weight	560.6423
Charge	-2
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26255181 | https://www.ncbi.nlm.nih.gov/pubmed/15059790 | https://www.ncbi.nlm.nih.gov/pubmed/24255720

Cobalt protoporphyrin (CoPP) is a potent HO-1 inducer and generally known to be an antioxidant in various cell types. CoPP has been shown to downregulate various cytochrome P450 isoforms, and various mechanisms of action have been attributed to its ability to induced HO- 1. It has also been used to promote endogenous carbon dioxide (CO) generation and protect against myocardial infarction in vivo. CoPP also participated in regulating the inflammatory response in CNS which mainly suppressed inflammatory component. It has been demonstrated that CoPP reduced LPS/Interleukin 13 (IL-13)-induced microglial death.

CNS Activity

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Cyclooxygenase-2 196 Target ID: CHEMBL4321 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26255181	Activator 1430
Heme oxygenase 1 15 Target ID: CHEMBL4434 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26255181	Activator 1430

Conditions

Condition	Modality	Highest Phase	Product
Uremic cardiomyopathy 1 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27698370	Primary	Preclinical	Unknown Approved Use Unknown
Dengue virus infection 12 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27553177	Primary	Basic research	Unknown Approved Use Unknown
Diabetic neuropathy 23 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26762785 https://www.ncbi.nlm.nih.gov/pubmed/26730587	Primary	Preclinical	Unknown Approved Use Unknown
Neuropathic pain 26 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26361083	Palliative	Preclinical	Unknown Approved Use Unknown
Obesity 203 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26681956 https://www.ncbi.nlm.nih.gov/pubmed/26026874 https://www.ncbi.nlm.nih.gov/pubmed/21467998	Primary	Preclinical	Unknown Approved Use Unknown
Glaucoma 57 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24799032	Primary	Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Induction of the heme oxygenase-1 gene by metalloporphyrins.	2000 Aug 15	10933875
Heme oxygenase-1 and its reaction product, carbon monoxide, prevent inflammation-related apoptotic liver damage in mice.	2003 Oct	14512878
Heme oxygenase-1 prevents superoxide anion-associated endothelial cell sloughing in diabetic rats.	2004 Mar 5	14766238
Cobalt-Protoporphyrin treatment renders islets tolerant to interleukin-1 beta suppression.	2004 May	15194409
Cooperative effect of biliverdin and carbon monoxide on survival of mice in immune-mediated liver injury.	2004 Nov	15486963
Induction of heme oxygenase-1 in human hepatocytes to protect them from ethanol-induced cytotoxicity.	2004 Sep	15602829
Heme oxygenase-1-generated biliverdin ameliorates experimental murine colitis.	2005 Apr	15803024
Influence of heme oxygenase 1 modulation on the progression of murine collagen-induced arthritis.	2005 Oct	16200597
Heme oxygenase-2 deficiency contributes to diabetes-mediated increase in superoxide anion and renal dysfunction.	2006 Apr	16524951
Up-regulation of heme oxygenase provides vascular protection in an animal model of diabetes through its antioxidant and antiapoptotic effects.	2006 Dec	16959961
Heme oxygenase-1 enhances renal mitochondrial transport carriers and cytochrome C oxidase activity in experimental diabetes.	2006 Jun 9	16595661
Basal rather than induced heme oxygenase-1 levels are crucial in the antioxidant cytoprotection.	2006 Oct 1	16982915
Heme oxygenase-1 upregulation protects against intestinal ischemia/reperfusion injury: a laboratory based study.	2007 Aug	17660127
Induction of heme oxygenase-1 improves the survival of pancreas grafts by prevention of pancreatitis after transplantation.	2007 Dec 27	18165777
Heme oxygenase-derived carbon monoxide restores vascular function in type 1 diabetes.	2008 Dec	19356108
Carbon monoxide donors or heme oxygenase-1 (HO-1) overexpression blocks interleukin-18-mediated NF-kappaB-PTEN-dependent human cardiac endothelial cell death.	2008 Feb 1	18215737
Overexpression of HO-1 protects against TNF-alpha-mediated airway inflammation by down-regulation of TNFR1-dependent oxidative stress.	2009 Aug	19608869
Diabetes impairs the vascular recruitment of normal stem cells by oxidant damage, reversed by increases in pAMPK, heme oxygenase-1, and adiponectin.	2009 Feb	19038792
Heme oxygenase-1 induction remodels adipose tissue and improves insulin sensitivity in obesity-induced diabetic rats.	2009 Mar	19171794
Neferine inhibits angiotensin II-stimulated proliferation in vascular smooth muscle cells through heme oxygenase-1.	2010 Jun	20523338
Haem oxygenase-1 down-regulates high mobility group box 1 and matrix metalloproteinases in osteoarthritic synoviocytes.	2010 May	20110250
Heme oxygenase-1 regulates the major route involved in formation of immune hepatic fibrosis in rats.	2010 Nov	21163135
Induction of hemeoxygenase-1 attenuates the hypertension and renal inflammation in spontaneously hypertensive rats.	2010 Nov	20667508
Adiponectin and heme oxygenase-1 suppress TLR4/MyD88-independent signaling in rat Kupffer cells and in mice after chronic ethanol exposure.	2010 Oct 15	20861358
Retinal protection from acute glaucoma-induced ischemia-reperfusion injury through pharmacologic induction of heme oxygenase-1.	2010 Sep	20357190
Ectopic overexpression of haem oxygenase-1 protects kidneys from carboplatin-mediated apoptosis.	2011 Apr	21198546
Heme oxygenase regulates renal arterial resistance and sodium excretion in cirrhotic rats.	2011 Feb	21055838
Effects of heme oxygenase-1 on pulmonary function and structure in rats with liver cirrhosis.	2011 Mar	21518603
Preconditioning with cobalt protoporphyrin protects human gastric mucosal cells from deoxycholate-induced apoptosis.	2011 Mar-Apr	21362092
An anti-inflammatory role for carbon monoxide and heme oxygenase-1 in chronic Th2-mediated murine colitis.	2011 May 1	21444764
Dimethylsulfoxide (DMSO) induces downregulation of heme oxygenase-1 (HO-1) in HL-60 cells: involvement of HO-1 in HL-60 cell differentiation.	2011 Nov	22118543
Carbon monoxide reduces neuropathic pain and spinal microglial activation by inhibiting nitric oxide synthesis in mice.	2012	22928017
Cobalt-Protoporphyrin Improves Heart Function by Blunting Oxidative Stress and Restoring NO Synthase Equilibrium in an Animal Model of Experimental Diabetes.	2012	22675305
Heme oxygenase-1 is protective against nonsteroidal anti-inflammatory drug-induced gastric ulcers.	2012 Apr	21873894
Oxidative stress fuels Trypanosoma cruzi infection in mice.	2012 Jul	22728935
Haem oxygenase-1 counteracts the effects of interleukin-1β on inflammatory and senescence markers in cartilage-subchondral bone explants from osteoarthritic patients.	2012 Mar	21954917
High-fat diet exacerbates renal dysfunction in SHR: reversal by induction of HO-1-adiponectin axis.	2012 May	22193921

Patents

Sample Use Guides

In Vivo Use Guide

Mice: repeated intraperitoneal administration of Cobalt protoporphyrin (5 mg/kg/d) significantly reduced the mechanical allodynia and thermal hyperalgesia induced by SNL

Route of Administration: Intraperitoneal

In Vitro Use Guide

Cobalt protoporphyrin (CoPP) (0.5, 1, or 2 uM) upregulates COX-2 and HO-1 expression in BV-2 microglial cells.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 05:26:09 GMT 2023` Edited by `admin` on `Sat Dec 16 05:26:09 GMT 2023`
Record UNII	63AAN3JDZE
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

COBALT PROTOPORPHYRIN

Common Name

English

COBALTATE(2-), (7,12-DIETHENYL-3,8,13,17-TETRAMETHYL-21H,23H-PORPHINE-2,18-DIPROPANOATO(4-)-.KAPPA.N21,.KAPPA.N22,.KAPPA.N23,.KAPPA.N24)-, DIHYDROGEN, (SP-4-2)-

Common Name

English

COBALT PROTOPORPHYRIN IX

Common Name

English

COBALTATE(2-), (7,12-DIETHENYL-3,8,13,17-TETRAMETHYL-21H,23H-PORPHINE-2,18-DIPROPANOATO(4-)-.KAPPA.N21,.KAPPA.N22,.KAPPA.N23,.KAPPA.N24)-, HYDROGEN (1:2), (SP-4-2)-

Common Name

English

COBALT-HEME

Common Name

English

NSC-267101

Code

English

COBALTATE(2-), (7,12-DIETHENYL-3,8,13,17-TETRAMETHYL-21H,23H-PORPHINE-2,18-DIPROPANOATO(4-)-N21,N22,N23,N24)-, DIHYDROGEN, (SP-4-2)-

Common Name

English

COBALT(II) PROTOPORPHYRIN IX

Common Name

English

COBALT, (DIHYDROGEN PROTOPORPHYRIN IX-ATO(2-))-

Common Name

English

COBALT, (DIHYDROGEN 3,7,12,17-TETRAMETHYL-8,13-DIVINYL-2,18-PORPHINEDIPROPIONATO(2-))-

Common Name

English

COBALT PROTOPORPHYRIN [JAN]

Common Name

English

21H,23H-PORPHINE-2,18-DIPROPANOIC ACID, 7,12-DIETHENYL-3,8,13,17-TETRAMETHYL-, COBALT COMPLEX

Common Name

English

Code System Code Type Description

FDA UNII

63AAN3JDZE

Created by admin on Sat Dec 16 05:26:09 GMT 2023 , Edited by admin on Sat Dec 16 05:26:09 GMT 2023

PRIMARY

SMS_ID

300000023093

Created by admin on Sat Dec 16 05:26:09 GMT 2023 , Edited by admin on Sat Dec 16 05:26:09 GMT 2023

PRIMARY

CAS

14325-03-2

Created by admin on Sat Dec 16 05:26:09 GMT 2023 , Edited by admin on Sat Dec 16 05:26:09 GMT 2023

PRIMARY

NSC

267101

Created by admin on Sat Dec 16 05:26:09 GMT 2023 , Edited by admin on Sat Dec 16 05:26:09 GMT 2023

PRIMARY

Details

SMILES

InChI

DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/26255181 | https://www.ncbi.nlm.nih.gov/pubmed/15059790 | https://www.ncbi.nlm.nih.gov/pubmed/24255720

CNS Activity

Approval Year

Targets

Conditions

Approved Use

Approved Use

Approved Use

Approved Use

Approved Use

Approved Use

PubMed

Patents

Sample Use Guides

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26255181 | https://www.ncbi.nlm.nih.gov/pubmed/15059790 | https://www.ncbi.nlm.nih.gov/pubmed/24255720