Small Molecule cAMP

URN urn:agi-cas:60-92-4
Total Entities 13
Connectivity 9838
Name cAMP
Class Endogenous compound
Molecular Weight 329.205941
XLogP -2.600000

ChildConcepts 8-Br-cAMP
8-CPT-cAMP
8-thiomethyl-cAMP
8-benzylthio-cAMP
8-Cl-cAMP
8-Br-cGMP
3'NH-cAMP
8-N3-cAMP
8-pCPT-cGMP
N6-benzyl-cAMP
8-AHA-cAMP
2'-deoxy-cAMP
cGMP

Pathway Circadian Clock Genes Mutations Cause Insomnia
Melatonin Effects on Circadian Cycle
mTOR Signaling
Hypoxia Inhibits mTOR Signaling
High Fat Diet Activates cAMP Related Exocytosis in Synapse and Endocrine Cell
GCG and PPY Regulate Metabolism and Satiety
GUCY2C in Intestinal Ion and Fluid Homeostasis
Ghrelin and Nesfatin-1 Regulate Stomach Functional State and Satiety
mTOR Signaling Activation by Taste Sensor Receptors (Rodent Model)
Ghrelin and SST Regulate GH1 Release in Hypothalamus
L-cell: GCG, PYY and 5-HT Release
P-cell Activation
K-cell: GIP Production
I-cell: CCK-8 Secretion and Regulation of Eating Behavior
D-cell: Somatostatin Release
M-cell: Motilin Release
A-cell (X-like): Ghrelin and Nesfatin-1 Synthesis
G-cell: Gastrin Secretion
ECL-cell: CHGA and Histamine Synthesis
N-cell: Neurotensin Production
Insulin Synthesis in beta-Cell
Insulin Release Inhibition by Somatostatins
Dopamine Receptors Signaling
Serotonin Receptors Signaling
Catecholamines Secretion from Adrenal Gland
Circadian Clock and Sleep Regulation by Melatonin
Norepinephrine Release Regulation
Dopamine Mediated Glutamate Release/Uptake Circle in Neuron in Migraine
Dopamine Synthesis and Release
CRH Secretion Regulation
Insulin Signaling
Prolactin Production
Somatostatin Receptors Signaling
POMC Secretion in adenohypophysis
Testicular AMH Production
LH and FSH Signaling and Steroidogenesis
Estrogens in Prolactin Production
Mineralcorticoids Secretion Regulation
Steroid Hormones Steroidogenesis
CXC Chemokine Receptor Signaling
CC Chemokine Receptor Signaling
Proplatelet Maturation
Platelet Activation via GPCR Signaling
Hypothalamic-Pituitary-Adrenal Axis in Acute Phase Response
MC1R in anti-Inflammatory Signaling
Prostaglandin E2 Receptor Signaling in Neurons
Leukotriene Effect on Vascular Endothelial Cell Response
Eicosanoids in Myeloid Cell Activation
Histamine Receptor H3 Signaling in Neurons
Prostaglandin E2 and Histamine in Gastric Acid Secretion
Neutrophil Activation via LTB4/Polyisoprenyl Phosphate Signaling
Basophil Activation
Mast-Cell Activation without Degranulation through CRHR1 Signaling
Mast-Cell Activation without Degranulation
Mast-Cells De Novo Synthesized Mediators via IgE Independent Signaling
Neutrophil Chemotaxis
SNS Related Adrenal Cortex Response
Vascular Endothelial Cell Activation by NO
Vasodilation Activation
Vascular Endothelial Cell Activation by Cytokines
Lipolysis Regulation in Adipocyte
Synaptic Potentiation by PKMZ in LTP Maintenance - Active State
Potassium Flux Regulation
Nociception Expression Targets Signaling
Sodium Flux Regulation
Vascular Motility
Ca2+ Flux Regulation
TAAR1 -> Neurotransmitter Uptake
NPY1R -> CRH/POMC Production
CGRP -> Calcium Influx
CRH -> Synthesis of Corticosteroids
EDNRA/B -> Vascular Motility
ADORA2A/B -> Vasodilation
ADORA1/2A -> Exocytosis
ADRB1/3 -> Vasodilation
ADRA1 -> Ion Channels
ADRA2C/ADRB2 -> Vasoconstriction
ADRB1 -> Ion Channels
ADRA2C/ADRB2 -> Synaptic Endocytosis
ADRA2A -> Hyperpolarization
ADRB1 -> Prostaglandin Generation
BDKRB1/2 -> Vasodilation
BDKRB1/2 -> Ion Channels
CNR1/2 -> Membrane Transport
CNR1/2 -> Vascular Motility
CNR1/2 -> IL1B/2/4/6/10 Production
DRD1/5 Expression Targets
DRD2/4 -> Membrane Transport
GALR1/2/3 -> POMC/NPY Production
GALR1/2/3 -> Neurotransmitter Metabolism
HRH1/2 -> Membrane Polarization
HRH1/3 -> Synaptic Transmission
HRH1/2 -> Vascular Motility
HRH2/4 -> IL6/10 Production
CHRM1/2/3/5 -> Ion Channels
CHRM1/2/3 -> Vascular Motility
OPRD/OPRM -> Ion Channels
OPRK -> Pain Perception
OPRL1 -> Ion Channels
PTGIR -> IL6 Production
PTGDR -> Vasodilation
PTGER1/4 -> Vascular Motility
PTGER2/3 -> Vascular Motility
PTGIR -> Vasodilation
HTR4/6/7 -> Vasodilation
HTR7 -> IL6 Production
HTR4/6/7 -> Cation Channels
HTR2 -> Membrane Transport
HTR1 -> Vascular Motility
TACR1 -> Membrane Transport
CHRNA7 -> NOS1 Production
GABA(B)R -> Postsynaptic Inhibition
GRM2-4/6-8 (Presynaptic) -> Glutamate Release Attenuation
GRM1/5 (Postsynaptic) -> Ion Channels
P2RY11/13/14 -> IL8/10 Production
Luteinizing Hormone in Oocyte Meiotic Resumption
GPR3 in Oocyte Meiotic Arrest
Agomelatine Antidepressant Action
Histamine in Arousal Regulation
Endocannabinoids Role in Sleep Regulation
Circadian Clock Genes in Suprachiasmatic Nuclei Neurons
Prostaglandins Role in Sleep Regulation
HRH3 in Negative Regulation of Histamine Production and Release in Sleep Regulation
Adenosine Role in Sleep Regulation
Retinal Ganglion and Suprachiasmatic Nucleus in Melatonin Synthesis Regulation
Melatonin Synthesis in Pinealocytes
Vitamine D Deficite and Dentin Formation
non-Genomic Rapid Actions of Vitamin D in Vitamin D Biology
Gap Junction Assembly
beta-Cell Granules Exocytois
Cardiomyocyte Dysfunction
Dilated Cardiomyopathy
Alcoholic Dilated Cardiomyopathy (Mouse Model)
Ca2+ Signaling in Dilated Cardiomyopathy
Angiotensin-Aldosterone System Activation Scheme
Arterial Hypertension
Aldosterone Synthesis Acute Regulation
Endothelial Cell Dysfunction in Pulmonary Hypertension
Vascular Reactivity in Raynaud Disease
NO Synthesis in Early Vasospasm
Contraction Due Vasospasm
Sebocyte Proliferation in Acne Vulgaris
Hyperseborrhea in Acne Vulgaris
Androgens Synthesis in Sebocytes
Melanoma
MITF as a Regulator of Melanoma Cell Development
Melanocyte Role in Skin Aging
Wolfram Syndrome Progression (Hypothesis)
Leptin in Insulin Synthesis and Secretion
beta-Cell Destruction through Cytokines in Diabetes Mellitus
beta-Cell Mass Regulation
beta-Cell Recovery in Diabetes Mellitus
G-Proteins Signaling in Insulin Secretion in beta-Cell
beta-Cell Function Inhibition by Ciclosporine and Tacrolimus (Rodent Model)
Ghrelin Influence on Insulin Secretion (Hypothesis)
Ca2+ Reabsorption Decline in Intestine
Bone Resorption in Hyperparathyroidism
Ca2+/Pi Reabsorption Decline in Kidney in Hyperparathyroidism
Hypothyrodism Associated Hyperprolactinemia
DRD2 Pharmacological Inhibition in Hyperprolactinemia
Ethanol Induced Efects in Hyperprolactinemia
Bone Remodeling in Hyperthyroidism
Cardiovascular Effects in Hyperthyroidism
Thyroid Dysfunction
Graves Ophthalmopathy
GNRH Signaling Impairment in Hypogonadotrophic Hypogonadism
Ca2+/Pi Reabsorption Decline in Kidney in Hypoparathyroidism
Osteoblast Dysfunction in Hypoparathyroidism
Hypothyroidism, Secondary (Central)
Thyroid Stimulating Hormone (TSH) Resistance in Congenital Hypothyroidism
Overt Hypothyroidism, Primary
Thyrotropin Releasing Hormone (TRH) Hypothalamic Release in non-Autoimmune Hypothyroidism
Thyroid Stimulating Hormone (TSH) Secretion in Overt Hypothyroidism
Central Hypothyroidism
Tertiary Hypothyroidism
SOCS3 and PTPN1 in Hypothalamic Neuron Insensitivity to Insulin and Leptin
Prolactinoma Overiew
Metastatic Colorectal Cancer
Basophil Activation in Asthma
CFTR Facilitates Oxidative Stress in Airway Epithelium in CF
Airway Epithelial Cell Dysfunction
CFTR in Sperm Capacitation and Acrosome Reaction
CFTR Expression in Epithelial Cells (Class I Mutations)
CFTR Related Ion-Channel Dysfunction in Cystic Fibrosis Airway Epithelium (Class III Mutations)
Osteoblast Function Decline in Gout
Osteoclast Activation in Gout
Steroidogenesis Impairement in Polycystic Ovary Syndrome
Ovulation Block
Polycystic Ovary Syndrome
FSH Action in Polycystic Ovary Syndrome
Glutamate Toxiicity Effects on Striatum Medium Spiny Neurons in Hantington's Disease
Bone Loss in Osteoporosis
Hyperparathyroidism, Secondary Effect
ADK Expression Downregulation after Acute Seizures
Apoptosis and Immediate Early Gene Activation in Epileptiform Disorders
Vascular Endothelial Cell Vasodilation in Brain
Nitroxyl and CGRP in Migraine Pain Activation
Dopamine Action in CSD Progression
Dopamine Synthesis and Release in Migraine
Dopamine Mediated Glutamate Release and Glutamate Uptake Circle
Vascular Smooth Muscle Cell Vasodilation in Brain
eNOS (NOS3) Activation via Prostaglandin E2 and Histamine
NO Effect on Vasodilation and Vasoconstriction
GABRB3 Mutation and Adenosine Deaminase Polymorphism
Sleep Disturbance (Hypothesis)
Prostaglandin D2 Synthase Downregulation
Local Estrogen Production in Endometriosis
LH and FSH Signaling Impairment in Primary Ovarian Insufficiency
MIF Role in Cholesteatoma
Cholesteatoma
HPV E5 Regulates EDNRA and EGFR Signaling Pathway in Keratinocytes
Netrin-1 Signaling in Age-Related Macular Degeneration
MYOC Associated Glaucoma
Noradrenalin Signaling in Glaucoma
Serotonin Signaling in the Ciliary Body
Cochlear Hair Cell Synapse Proteins Mutations (Age-Related/Congenital)
Polycystins Mutation Effects in Cystic Kidney Disease
Penile Detumescense Augmentation Mechanisms
Penile Erection Impairment
Cryptorchidism Molecular Mechanism (Hypothesis)
Leydig Cells Dysfunction in Testicular Male Infertility
Sperm Motility Impairement in Testicular Male Infertility
Sertoli Cells Dysfunction Causes Male Infertility
Ions Reabsorption Dysregulation in Nephrolithiasis
Ca2+ Reabsorption Dysregulation in Urolithiasis
Noradrenaline/Gs Expression Targets
Dopamine/Gs Expression Targets
Serotonin/Gs Expression Targets
Epinephrine/Gs Expression Targets
Acetylcholine Expression Targets
Aryl Hydrocarbon Receptor Genomic and non-Genomic Signaling
GLP1R -> ARRB1 Signaling
AGTR1 -> ARRB1/ARRB2 Signaling
GPCRs Desentization
Hedgehog Family -> ARRB1/ARRB2 Canonical Signaling
CXCL6 Expression Targets
CXCL1 Expression Targets
CXCL2 Expression Targets
CXCL3 Expression Targets
CXCL5 Expression Targets
CHRNA7 -> CREB Signaling
Complement Component GPCRs Signaling
Valdecoxib Induced Ischemic Disease
Doxorubicin Induced Cardiotoxicity
GCG Expression Targets
ADCYAP1 Expression Targets
FSHR Expression Targets
Glutamate/Gq Expression Targets
VIP Expression Targets
HIF1A in Vasculogenic Mimicry of Cancer
Myeloid Derived Suppressor Cells in Cancer Immune Escape
Adenosine/cAMP Promote Immunosuppression by Treg Cells
HCAR1/HCAR2 -> MAPK Signaling
Thromboxane A2 Expression Targets
PAF/Gq -> AP-1/ATF1/CREB/ERK/SRF Expression Targets
Dronabinol/Anandamide Expression Targets
S1P Expression Targets
PGE1 Expression Targets
MTNR1 Signaling
Purine Metabolism
OR1A1 -> GNAS Signaling
AVP/Gs -> CREB/ELK/SRF/AP-1/EGR Expression Targets
AGT -> TP53 Expression Targets
EDN1 Expression Targets
AGT -> CREB Expression Targets
SST Expression Targets
NPY Expression Targets
AGT -> ELK/SRF Expression Targets
TAC1 Expression Targets
EDN3 Expression Targets
GUCYC2 Signaling
Lysophosphatidic Acid/LPARs Signaling
Ras-GRF Regulation Signaling
AMPK Signaling
Estrogens/ESR1 non-Genomic Signaling
ERK/MAPK Canonical Signaling
Hedgehog Family Signaling
IL1B -> PGE2 Expression Targets
ROS and RNS in Vasoconstriction and Vasodilation Regulation
Model of PPARG signaling in psoriasis
Model of PPARG related pathways in psoriasis (short version)
3_Increased proliferation of sebocytes in acne vulgaris
2_Hyperseborrhea in acne vulgaris
1_Osteoclast-mediated bone resorption in postmenopausal women
1_Formation of cysts in polycystic kidney disease
1_Local estrogen production stimulates ectopic endometrium proliferation
2_Impaired steroidogenesis in PCOS
2_MYOC-associated glaucoma
2_Dysfunctions of cochlear hair cell synapse proteins in hearing loss
1_Endothelial cells stimulate vasoconstriction and thrombosis in pulmonary hypertension
3_Cardiomyocyte dysfunction unrelated to cell junctions in ARVD
4_Endothelial cells repress vasoconstriction in hypertension
1_Rise in aldosterone synthesis in adrenal zona glomerulosa cells
2_The intense proliferation and contractile activity of smooth muscle cells in pulmonary hypertension
3_1_Mucus accumulation in asthma
4_2_Airway smooth muscle cells proliferation and airway tissue remodeling
4_Mucin hyperproduction in goblet and mucous cells in COPD
1_Intestine epithelial cell dysfunction in ulcerative colitis
3_1_Beta-cell proliferation and compensation: proliferation
1_2_Insulin synthesis and secretion: insulin secretion
1_1_Insulin synthesis and secretion: insulin processing and storage
3_2_Beta-cell proliferation and compensation: neogenesis/dedifferentiation
1_CFTR expression and degradation in epithelial cells in cystic fibrosis (class I-II mutations)
3_Pain perception in diabetic neuropathy
1_2_Glutamate overload and NO-mediated vasodilation
1_Decreased secretion of thyroid hormones
Model of PPARG signaling in psoriais (tested)

MedScan ID 1216634

Alias adenosine 3,5 phosphate
adenosine-cyclic-phosphate
Adenosine 3',5'-cyclophosphorate
adenosine 3,5 monophosphate
cyclic adenosine mono-phosphate
Adenosine cyclic 3',5'-phosphate
adenosine 3',5' phosphate disodium
24493-93-4
cAMP
3',5'-AMP
3',5'-AMP sodium salt
Adenosine cyclic monophosphate
cyclic A M P
cyclic 3',5' adenosine monophosphate
60-92-4
3',5' adenosine monophosphate
Acrasin
Adenosine, cyclic 3',5'-(hydrogen phosphate)
cyclic adenosyl monophosphate
Adenosine cyclic 3',5'-monophosphate
cyclic 3',5'-Adenylic acid
Cyclic 3',5'-adenylate
Adenosine 3',5'-cyclophosphate
cardimone
BRN 0052645
Cyclic 3',5'-(hydrogen phosphate)adenosine monosodium salt
NSC 94017
Adenosine 3,5'-cyclic monophosphoric acid
(S)-1-C-(7-Amino-1H-pyrazolo(4,3-d)pyrimidine-3-yl)-1,4-anhydro-D-ribitol cyclic 3',5'-(hydrogen phosphate)
3',5'-cyclic AMP
adenosine, cyclic 3',5'-(hydrogenphosphate)
Adenosine 3',5'-monophosphate
cyclic adenylate
cyclic AMP sodium
cyclic-3',5'-(hydrogen phosphate)adenosine
adenosine-3',5'-monophosphorate
cyclic 3',5' adenosine phosphate
cyclic 3',5'-AMP
cyclic Adenosine 3',5'-phosphate
EINECS 200-492-9
CCRIS 4291
cyclic adenosine monophosphate
11002-78-1
6-(6-Amino-9H-purine-9-yl)tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine-2,7-diol 2-oxide
Adenosine 3,5'-cyclic monophosphorate
37839-81-9
Adenosine-3',5'-cyclic phosphate
3',5'-cyclic adenosine monophosphate
85187-54-8
adenosine 3',5' monophosphate monohydrate
cyclic adenosine 3,5 phosphate
adenosine-3',5'-monophosphoric acid
cyclic adenylic acid
cyclic AMP
formycin cyclic 3',5'-monophosphate
Adenosine 3',5'-cyclophosphoric acid
Adenosine 3',5'-cyclic monophosphate
cyclic AMP disodium
adenosine 3,5 cyclic monophosphate
cyclic 3,5 adenosine monophosphate
cyclic Adenosine 3',5'-monophosphate
adenyl cyclate
Cyclic 3',5'-AMP sodium salt
mono phosaden
adenosine-cyclic-phosphoric-acid
adenosine 3',5' phosphoric acid
Adenosine 3',5'-phosphate monohydrate
adenosine 3,5 cyclic phosphate
cyclic 3,5-AMP
54532-48-8
cyclic adenosine phosphate
3,5 adenosine monophosphate
adenosine 3,5 cyclic monophosphoric acid
adenosine 3,5 phosphoric acid
c-AMP
cyclic adenosine 3,5 monophosphate
Adenosine 3',5'-phosphate
6-(6-Amino-9H-purin-9-yl)tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine-2,7-diol 2-oxide
cyclic 3,5 amp
adenosine 3', 5'-phosphate

CAS ID 60-92-4
11002-78-1
54532-48-8
37839-81-9
85187-54-8

Reaxys ID 10105600
1041600
1229040
1229041
1229042
1229043
1229044
18639706
3631062
4650157
4650158
5215289
52645
9220381
9361226
965119

ChEBI ID 17489

HMDB ID HMDB00058

KEGG ID C00575

InChIKey IVOMOUWHDPKRLL-KQYNXXCUSA-N
BXJBFCKTIWRKMQ-MCDZGGTQSA-M
IFHPFJUCYLXWOT-KSYZLYKTSA-N
IVOMOUWHDPKRLL-UHFFFAOYSA-N

Molecular Formula C10H12N5O6P
C10H11N5NaO6P

PubChem SID 134970712
135228313
135258346
148964
789944
3778229
3882616

PubChem CID 6076
118704577
23669773
274

XLogP-AA -2.6
-2.9

IUPAC Name (4aR,6R,7R,7aS)-6-adenin-9-yl-2-hydroxy-2-keto-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphorin-7-ol
sodium;(4aR,6R,7R,7aS)-6-adenin-9-yl-2-keto-2-oxido-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphorin-7-ol
(4aR,6S,7S,7aS)-6-(7-amino-2H-pyrazolo[4,3-d]pyrimidin-3-yl)-2-hydroxy-2-keto-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphorin-7-ol
6-adenin-9-yl-2-hydroxy-2-keto-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphorin-7-ol
sodium (4aR,6R,7R,7aS)-6-adenin-9-yl-2-keto-2-oxido-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphorin-7-ol

Rotatable Bond Count 1