Calyculin A

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.

Aromatic monoterpenoids

Organic compounds

Lipids and lipid-like molecules

Prenol lipids

Monoterpenoids

Calculated Property

kind Value Source
logP 3.65 ALOGPS
logS -3.6 ALOGPS
Water Solubility 2.49e-01 g/l ALOGPS
logP 1.77 ChemAxon
IUPAC Name {[(2R,3S,5R,7S,8R,9S)-2-[(1S,3S,4R,5R,6R,7E,9E,11E,13E)-14-cyano-3,5-dihydroxy-1-methoxy-4,6,8,9,13-pentamethyltetradeca-7,9,11,13-tetraen-1-yl]-7-[(2E)-3-{2-[(2S)-4-[(2S,3S,4S)-4-(dimethylamino)-2,3-dihydroxy-5-methoxypentanamido]butan-2-yl]-1,3-oxazol-4-yl}prop-2-en-1-yl]-9-hydroxy-4,4,8-trimethyl-1,6-dioxaspiro[4.5]decan-3-yl]oxy}phosphonic acid ChemAxon
Traditional IUPAC Name calyculin A ChemAxon
Molecular Weight 1009.1697 ChemAxon
Monoisotopic Weight 1008.543604454 ChemAxon
SMILES COC[C@H](N(C)C)[C@H](O)[C@H](O)C(=O)NCC[C@H](C)C1=NC(=CO1)C=CC[C@@H]1O[C@@]2(O[C@H]([C@@H](OC)C[C@H](O)[C@@H](C)[C@H](O)[C@H](C)C=C(/C)C(C)=CC=CC(C)=CC#N)[C@@H](OP(O)(O)=O)C2(C)C)C[C@H](O)[C@H]1C ChemAxon
Molecular Formula C50H81N4O15P ChemAxon
InChI InChI=1S/C50H81N4O15P/c1-29(20-22-51)16-14-17-30(2)32(4)24-33(5)42(57)35(7)38(55)25-41(65-13)45-46(69-70(61,62)63)49(8,9)50(68-45)26-39(56)34(6)40(67-50)19-15-18-36-27-66-48(53-36)31(3)21-23-52-47(60)44(59)43(58)37(28-64-12)54(10)11/h14-18,20,24,27,31,33-35,37-46,55-59H,19,21,23,25-26,28H2,1-13H3,(H,52,60)(H2,61,62,63)/b16-14+,18-15+,29-20+,30-17+,32-24+/t31-,33+,34+,35+,37-,38-,39-,40-,41-,42+,43-,44-,45+,46+,50+/m0/s1 ChemAxon
InChIKey InChIKey=FKAWLXNLHHIHLA-UWOGDOESSA-N ChemAxon
Polar Surface Area (PSA) 286.99 ChemAxon
Refractivity 267.1 ChemAxon
Polarizability 108.44 ChemAxon
Rotatable Bond Count 26 ChemAxon
H Bond Acceptor Count 16 ChemAxon
H Bond Donor Count 8 ChemAxon
pKa (strongest acidic) 1.15 ChemAxon
pKa (strongest basic) 8.22 ChemAxon
Physiological Charge -1 ChemAxon
Number of Rings 3 ChemAxon
Bioavailability 0 ChemAxon
Rule of Five 0 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 1 ChemAxon

Target within organism

  • Serine/threonine-protein phosphatase PP1-gamma catalytic subunit : in Human