seocalcitol   Click here for help

GtoPdb Ligand ID: 2777

Synonyms: EB 1089 | EB1089
PDB Ligand
Compound class: Synthetic organic
Comment: The is some ambiguity in the literature and in other databases as to the exact stereochemistry of seocalcitol. Our structure is the same as the ChEMBL entry linked to above, and matches the PubChem entry with the highest number of same-stucture matches. Other representations in PubChem are CID 6435810, CID 20055510 and CID 46936934.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 3
Rotatable bonds 7
Topological polar surface area 60.69
Molecular weight 454.34
XLogP 7.03
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CCC(C=CC=CC(C1CCC2C1(C)CCCC2=CC=C1CC(O)CC(C1=C)O)C)(CC)O
Isomeric SMILES CCC(/C=C/C=C/[C@H]([C@H]1CC[C@@H]2[C@]1(C)CCC/C/2=C\C=C/1\C[C@@H](O)C[C@@H](C1=C)O)C)(CC)O
InChI InChI=1S/C30H46O3/c1-6-30(33,7-2)18-9-8-11-21(3)26-15-16-27-23(12-10-17-29(26,27)5)13-14-24-19-25(31)20-28(32)22(24)4/h8-9,11,13-14,18,21,25-28,31-33H,4,6-7,10,12,15-17,19-20H2,1-3,5H3/b11-8+,18-9+,23-13+,24-14-/t21-,25-,26-,27+,28+,29-/m1/s1
InChI Key LVLLALCJVJNGQQ-SEODYNFXSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(2R,3E,5E)-7-ethyl-7-hydroxynona-3,5-dien-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol
International Nonproprietary Names Click here for help
INN number INN
7666 seocalcitol
Synonyms Click here for help
EB 1089 | EB1089
Database Links Click here for help
CAS Registry No. 134404-52-7 (source: Scifinder)
ChEMBL Ligand CHEMBL1908376
DrugBank Ligand DB04258
GtoPdb PubChem SID 135650217
PubChem CID 5288149
RCSB PDB Ligand EB1
Search Google for chemical match using the InChIKey LVLLALCJVJNGQQ-SEODYNFXSA-N
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Search PubMed clinical trials seocalcitol
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SynPHARM 6448 (in complex with Vitamin D receptor)
UniChem Compound Search for chemical match using the InChIKey LVLLALCJVJNGQQ-SEODYNFXSA-N
UniChem Connectivity Search for chemical match using the InChIKey LVLLALCJVJNGQQ-SEODYNFXSA-N

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Tocris
EB 1089
Cat. No. 3993