(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-8λ5,10λ5-diphosphapentacyclo[18.3.1.12,5.113,16.017,21]hexacosa-18,20,22-triene-8,10-dione

• ChemBase ID: 131278
• Molecular Formular: C15H21N5O13P2
• Molecular Mass: 541.300462
• Monoisotopic Mass: 541.06110902
• SMILES: c1nc2c(=N)n3cnc2n1[C@H]1[C@@H]([C@@H]([C@H](O1)COP(=O)(OP(=O)(OC[C@@H]1[C@H]([C@H]([C@H]3O1)O)O)O)O)O)O
• Canonical SMILES: O[C@@H]1[C@H](O)[C@@H]2O[C@H]1n1cnc3c(c1=N)ncn3[C@@H]1O[C@H](COP(=O)(OP(=O)(OC2)O)O)[C@H]([C@H]1O)O
• InChI: InChI=1S/C15H21N5O13P2/c16-12-7-13-18-4-19(12)14-10(23)8(21)5(31-14)1-29-34(25,26)33-35(27,28)30-2-6-9(22)11(24)15(32-6)20(13)3-17-7/h3-6,8-11,14-16,21-24H,1-2H2,(H,25,26)(H,27,28)/t5-,6-,8-,9-,10-,11-,14-,15-/m1/s1
• InChIKey: BQOHYSXSASDCEA-KEOHHSTQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (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-8λ^5,10λ^5-diphosphapentacyclo[18.3.1.1^2,^5.1^1^3,^1^6.0^1^7,^2^1]hexacosa-18,20,22-triene-8,10-dione
• IUPAC Traditional name: cyclic adp ribose
• Synonyms: ADP-cyclo[N1:1′′]-ribose; Cyclic ADPR; cADP-ribose; cADPR; Cyclic adenosine diphosphate-ribose

Database IDs

• CAS Number: 119340-53-3
• PubChem SID: 162225556
• PubChem CID: 123847

CALCULATED PROPERTIES

• Acid pKa: 1.8320701
• H Acceptors: 14
• H Donor: 7
• LogD (pH = 5.5): -7.8594704
• LogD (pH = 7.4): -8.270109
• Log P: -4.458395
• Molar Refractivity: 118.7649 cm^3
• Polarizability: 43.314587 Å^3
• Polar Surface Area: 258.94 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves