nahuoic acid A   

GtoPdb Ligand ID: 7022

Compound class: Synthetic organic
Comment: Isolated from a culture of a Streptomyces sp. obtained from a tropical marine sediment [1].
2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 7
Hydrogen bond donors 6
Rotatable bonds 10
Topological polar surface area 138.45
Molecular weight 522.36
XLogP 2.46
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES OC(CC(C(C(C(C)C)O)C)O)CC=C(C1C(=CC2(C(C1C=C(C(=O)O)C)C(C)C(CC2O)O)C)C)C
Isomeric SMILES O[C@H](C[C@H]([C@@H]([C@H](C(C)C)O)C)O)C/C=C(/[C@@H]1C(=C[C@]2([C@@H]([C@H]1/C=C(/C(=O)O)\C)[C@@H](C)[C@@H](C[C@H]2O)O)C)C)\C
InChI InChI=1S/C30H50O7/c1-15(2)28(35)20(7)23(32)12-21(31)10-9-16(3)26-18(5)14-30(8)25(34)13-24(33)19(6)27(30)22(26)11-17(4)29(36)37/h9,11,14-15,19-28,31-35H,10,12-13H2,1-8H3,(H,36,37)/b16-9+,17-11+/t19-,20-,21-,22-,23+,24+,25+,26+,27+,28-,30+/m0/s1
InChI Key ZNAYXHSDZPSFLO-UWXUHECCSA-N
Classification
Compound class Synthetic organic
IUPAC Name
(2E)-3-[(1R,2R,4aR,5R,7R,8R,8aS)-5,7-dihydroxy-3,4a,8-trimethyl-2-[(2E,5S,7R,8S,9S)-5,7,9-trihydroxy-8,10-dimethylundec-2-en-2-yl]-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]-2-methylprop-2-enoic acid
Database Links
GtoPdb PubChem SID 178103601
PubChem CID 71521340
Search Google for chemical match using the InChIKey ZNAYXHSDZPSFLO-UWXUHECCSA-N
Search Google for chemicals with the same backbone ZNAYXHSDZPSFLO
Search UniChem for chemical match using the InChIKey ZNAYXHSDZPSFLO-UWXUHECCSA-N
Search UniChem for chemicals with the same backbone ZNAYXHSDZPSFLO