UCSF

ZINC24433941

Substance Information

In ZINC since Heavy atoms Benign functionality
January 17th, 2009 24 No

Other Names:

1,4,5-Insp3; 1D-myo-inositol 1,4,5-triphosphate; 1D-myo-inositol 1,4,5-trisphosphate; 3,5,6-trioxyphosphate-1,2,4-cyclohexanetriol; D-myo-inositol 1,4,5-trisphosphate; IP3; InsP3

1D-myo-inositol (1,4,5)-trisphosphate; 85166-31-0; 88269-39-0; D-myo-inositol (1,4,5)-trisphosphate; I(1,4,5)P3; INOSITOL-1-4-5-TRISPHOSPHATE; IP3; Ins(1,4,5)P3; InsP3; inositol (1,4,5)-trisphosphate; triphosphoinositol

1D-myo-inositol 1,4,5-triphosphate hexaanion; 1D-myo-inositol 1,4,5-triphosphate(6-); 1D-myo-inositol 1,4,5-trisphosphate; 1D-myo-inositol 1,4,5-trisphosphate hexaanion

1D-myo-inositol 1,4,5-trisphosphate

1D-myo-inositol 1,4,5-trisphosphate(6-)

1D-myo-Inositol 1,4,5-trisphosphate; 85166-31-0; C01245; D-myo-Inositol 1,4,5-trisphosphate; Inositol 1,4,5-trisphosphate; Ins(1,4,5)P3

1D-Myo-Inositol 1,4,5-trisphosphate; D-Myo-Inositol 1,4,5-trisphosphate; Inositol 1,4,5-trisphosphate

1D-myo-Inositol 1,4,5-trisphosphate; D-myo-Inositol 1,4,5-trisphosphate; Inositol 1,4,5-trisphosphate; Inositol 1,4,5-trisphosphic acid

1D-Myo-Inositol 1,4,5-trisphosphate;D-Myo-Inositol 1,4,5-trisphosphate;Inositol 1,4,5-trisphosphate

CHEBI:11363; CHEBI:43249; CHEBI:12894; CHEBI:19192; CHEBI:4276; CHEBI:12892

D-myo-inositol 1,4,5-trisphosphate

D-myo-inositol 1,4,5-trisphosphate hexapotassium salt

D-myo-inositol 1,4,5-trisphosphate sodium salt

D-myo-Inositol-1,4,5-triphosphate (potassium salt)

D-myo-Inositol-1,4,5-triphosphate (sodium salt)

DNC014775

MFCD00055051

MFCD00077799

[(1R,2S,3R,4R,5S,6R)-2,3,5-trihydroxy-4,6-bis(phosphonooxy)cyclohexyl]oxyphosphonic acid

Download: MOL2 SDF SMILES Flexibase

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) -4.71 -8.52 -463.16 4 15 -5 275 415.053 6
Mid Mid (pH 6-8) -4.71 -8.49 -497.6 4 15 -5 275 415.053 6
Mid Mid (pH 6-8) -4.71 -7.37 -637.17 3 15 -6 278 414.045 6
Mid Mid (pH 6-8) -4.71 -8.52 -452.58 4 15 -5 275 415.053 6
Lo Low (pH 4.5-6) -4.71 -10.78 -190.88 6 15 -3 269 417.069 6

Vendor Notes

Note Type Comments Provided By
UniProt Database Links ANK2_HUMAN; ANK2_MOUSE; CAS_ARATH; CDS1_ARATH; CDS1_SOLTU; CIB1_BOVIN; CIB1_HUMAN; CIB1_MOUSE; CIB1_RAT; CIB1_SHEEP; CSF1R_FELCA; CSF1R_HUMAN; CSF1R_MOUSE; CSF1R_RAT; DPNP1_ARATH; ERL2A_XENLA; ERL2B_XENLA; ERLN1_DANRE; ERLN1_HUMAN; ERLN1_MOUSE; ERLN1_PONA ChEBI
Patent Database Links EP1607745 ChEBI
UniProt Database Links I5P1_CAEEL; I5P1_CANFA; I5P1_HUMAN; INP5K_HUMAN; INP5K_MOUSE; IP3KA_HUMAN; IP3KA_MOUSE; IP3KA_RAT; IP3KB_HUMAN; IP3KB_RAT; IP3KC_HUMAN; IP3KC_MOUSE; IP3KC_RAT; IP5P1_ARATH; IP5P2_ARATH; IP5P3_ARATH; IP5PB_ARATH; IP5PC_ARATH; IP5PD_ARATH; PI5PA_HUMAN; PI5P ChEBI
Reactome Database Links REACT_1144; REACT_118637; REACT_118781; REACT_118808; REACT_12008; REACT_12074; REACT_12078; REACT_12585; REACT_150242; REACT_150270; REACT_150282; REACT_150317; REACT_150328; REACT_150347; REACT_150358; REACT_150377; REACT_150392; REACT_150402; REACT_150 ChEBI

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
ITPR1-1-E Inositol 1,4,5-trisphosphate Receptor Type 1 (cluster #1 Of 1), Eukaryotic Eukaryotes 300 0.38 Binding ≤ 10μM
ITPR2-1-E Inositol 1,4,5-trisphosphate Receptor Type 2 (cluster #1 Of 1), Eukaryotic Eukaryotes 200 0.39 Binding ≤ 10μM
ITPR3-1-E Inositol 1,4,5-trisphosphate Receptor Type 3 (cluster #1 Of 1), Eukaryotic Eukaryotes 5 0.48 Binding ≤ 10μM
ITPR1-1-E Inositol 1,4,5-trisphosphate Receptor Type 1 (cluster #1 Of 1), Eukaryotic Eukaryotes 25 0.44 Functional ≤ 10μM
Z50591-2-O Bos Taurus (cluster #2 Of 3), Other Other 10 0.47 Binding ≤ 10μM
Z50597-4-O Rattus Norvegicus (cluster #4 Of 12), Other Other 90 0.41 Functional ≤ 10μM
Z50597-4-O Rattus Norvegicus (cluster #4 Of 12), Other Other 119 0.40 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
Z50591 Z50591 Bos Taurus 10 0.47 Binding ≤ 1μM
ITPR1_RAT P29994 Inositol 1,4,5-trisphosphate Receptor Type 1, Rat 0.21 0.56 Binding ≤ 1μM
ITPR1_HUMAN Q14643 Inositol 1,4,5-trisphosphate Receptor Type 1, Human 200 0.39 Binding ≤ 1μM
ITPR2_RAT P29995 Inositol 1,4,5-trisphosphate Receptor Type 2, Rat 10 0.47 Binding ≤ 1μM
ITPR2_HUMAN Q14571 Inositol 1,4,5-trisphosphate Receptor Type 2, Human 200 0.39 Binding ≤ 1μM
ITPR3_RAT Q63269 Inositol 1,4,5-trisphosphate Receptor Type 3, Rat 10 0.47 Binding ≤ 1μM
ITPR3_HUMAN Q14573 Inositol 1,4,5-trisphosphate Receptor Type 3, Human 195 0.39 Binding ≤ 1μM
Z50591 Z50591 Bos Taurus 10 0.47 Binding ≤ 10μM
ITPR1_HUMAN Q14643 Inositol 1,4,5-trisphosphate Receptor Type 1, Human 200 0.39 Binding ≤ 10μM
ITPR1_RAT P29994 Inositol 1,4,5-trisphosphate Receptor Type 1, Rat 0.21 0.56 Binding ≤ 10μM
ITPR2_HUMAN Q14571 Inositol 1,4,5-trisphosphate Receptor Type 2, Human 200 0.39 Binding ≤ 10μM
ITPR2_RAT P29995 Inositol 1,4,5-trisphosphate Receptor Type 2, Rat 10 0.47 Binding ≤ 10μM
ITPR3_RAT Q63269 Inositol 1,4,5-trisphosphate Receptor Type 3, Rat 10 0.47 Binding ≤ 10μM
ITPR3_HUMAN Q14573 Inositol 1,4,5-trisphosphate Receptor Type 3, Human 195 0.39 Binding ≤ 10μM
ITPR1_RAT P29994 Inositol 1,4,5-trisphosphate Receptor Type 1, Rat 20 0.45 Functional ≤ 10μM
Z50597 Z50597 Rattus Norvegicus 119 0.40 Functional ≤ 10μM

Direct Reactome Annotations (via ChEBI)

Description Species
Acetylcholine regulates insulin secretion
Antigen activates B Cell Receptor (BCR) leading to generation of second messenge
Ca2+ pathway
DAG and IP3 signaling
Effects of PIP2 hydrolysis
Elevation of cytosolic Ca2+ levels
Fatty Acids bound to GPR40 (FFAR1) regulate insulin secretion
FCERI mediated Ca+2 mobilization
G alpha (q) signalling events
G beta:gamma signalling through PLC beta
Generation of second messenger molecules
Glucagon-like Peptide-1 (GLP1) regulates insulin secretion
GPVI-mediated activation cascade
IP3 and IP4 transport between cytosol and nucleus
IPs transport between ER lumen and cytosol
PLC beta mediated events
Regulation of insulin secretion
Role of phospholipids in phagocytosis
Role of second messengers in netrin-1 signaling
Synthesis of IP2, IP, and Ins in the cytosol
Synthesis of IP3 and IP4 in the cytosol
Synthesis of IPs in the ER lumen
Synthesis of IPs in the nucleus
VEGFR2 mediated cell proliferation

Reactome Annotations from Targets (via Uniprot)

Description Species
Antigen activates B Cell Receptor (BCR) leading to generation of second messenge
Ca2+ pathway
cGMP effects
DAG and IP3 signaling
Effects of PIP2 hydrolysis
Elevation of cytosolic Ca2+ levels
FCERI mediated Ca+2 mobilization
Glucagon-like Peptide-1 (GLP1) regulates insulin secretion
PLC beta mediated events
Regulation of insulin secretion
Role of phospholipids in phagocytosis
VEGFR2 mediated cell proliferation

Analogs ( Draw Identity 99% 90% 80% 70% )

No pre-computed analogs available. Try a structural similarity search.