Basic information
- CAS
119340-53-3- Standard SMILES
N=c1c2ncn3c2ncn1[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]3[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O- InChIKey
BQOHYSXSASDCEA-KEOHHSTQSA-N- Molecular formula
- C15H21N5O13P2
- Average molar mass
- 541.3 g/mol
- Monoisotopic mass
- 541.06110974
Names & identifiers
- Preferred name
- Cyclic ADP-Ribose
- IUPAC
- (2R,3R,4S,5R,13R,14S,15R,16R)-8,10-dihydroxy-24-imino-8,10-dioxo-7,9,11,25,26-pentaoxa-1,17,19,22-tetraza-8lambda5,10lambda5-diphosphapentacyclo[18.3.1.12,5.113,16.017,21]hexacosa-18,20,22-triene-3,4,14,15-tetrol
- English name
- CADP-RIBOSE
- Molecular formula
- C15H21N5O13P2
- Molecular weight
- 541.3
Names & synonyms
cyclic ADP-ribosecADPR119340-53-3cADP-RiboseCyclic ADP RibosecAPD riboseE-NADCyclic Adenosine Diphosphate RiboseDTXSID50896995Q780BR06V8Adenosine Diphosphate Ribose, Cyclic(2R,3R,4S,5R,13R,14S,15R,16R)-8,10-dihydroxy-24-imino-8,10-dioxo-7,9,11,25,26-pentaoxa-1,17,19,22-tetraza-8lambda5,10lambda5-diphosphapentacyclo[18.3.1.12,5.113,16.017,21]hexacosa-18,20,22-triene-3,4,14,15-tetrol
Show more names
C13050CYCLIC ADPRCADPR SODIUM SALTcADP-Ribose (cADPR)ADP-CYCLO-[N1:1'']-RIBOSEcADP-ribose ammonium saltCYCLIC ADENOSINE DIPHOSPHATE-RIBOSE
CHEBI:31445cADP RiboseAdenosine 5'-(trihydrogen diphosphate), N-alpha-D-ribofuranosyl-, intramol. 5'-5'-esterCyclic ADPriboseADPribose, CyclicADP-Ribose, Cyclic(2R,3R,4S,5R,13R,14S,15R,16R)-3,4,8,10,14,15-hexahydroxy-24-imino-7,9,11,25,26-pentaoxa-1,17,19,22-tetraaza-8$l^(5),10$l^(5)-diphosphapentacyclo(18.3.1.1^(2,5).1^(13,16).0^(17,21))hexacosa-18,20,22-triene-8,10-dione(2R,3R,4S,5R,13R,14S,15R,16R)-3,4,8,10,14,15-hexahydroxy-24-imino-7,9,11,25,26-pentaoxa-1,17,19,22-tetraaza-8$l^{5},10$l^{5}-diphosphapentacyclo[18.3.1.1^{2,5}.1^{13,16}.0^{17,21}]hexacosa-18,20,22-triene-8,10-dione
Properties
Computed structural properties
- XLogP
- -5.7
- Topological polar surface area
- 259 Ų
- Hydrogen bond donors
- 7
- Hydrogen bond acceptors
- 16
- Rotatable bonds
- 0
- Heavy atoms
- 35
- Formal charge
- 0
- Complexity
- 989
Physicochemical properties
- Boiling point
- 934.8 · 934.8±75.0 °C(Predicted)
- Density
- 2.57 · 2.57±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- solubility
- DMSO (Slightly), Methanol (Very Slightly), Water (Slightly)
- form
- lyophilized powder
- pka
- 0.97 · 0.97±0.70(Predicted)
- color
- White to off-white
- biological source
- (Ovotestis from sea hare)
- Stability
- Hygroscopic
- Cosmetics Ingredients Functions
- SKIN CONDITIONINGHAIR CONDITIONINGSKIN PROTECTING
- InChIKey
- BQOHYSXSASDCEA-KEOHHSTQSA-N
- SMILES
- O[C@H]1[C@@H](O)[C@H]2O[C@@H]1COP(O)(=O)OP(O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)[n@H]4cnc5C(=N)[N@@H]2C=Nc45
- FDA UNII
- 780 BR06V8 · Q780BR06V8
- UNSPSC Code
- 41106305 · 41106305
- NACRES
- 51 · NA.51
Safety & regulation
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (100%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
Chemistry & industry
Applications
UsesCyclic adenosine diphosphate-ribose (cADPR) is an intracellular second messenger that mobilizes intracellular Ca2+ release from the sarcoplasmic reticulum through ryanodine receptors. CADPR is also a second messenger for glucose-induced insulin release from endocrine pancreas and for abscisic acid-induced calcium release in plants.
Upstream & downstream products
Upstream raw materials
Suppliers15 total
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
浙江珲达生物科技有限公司0571-89903022 18679456698 · [email protected]
上海梅凯科技有限公司021-68689288 15300790979 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
杭州六可生物科技有限公司
Related reactions
1 records
Compound notes
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