Strictosidinic Acid
AlkaPlorer ID: AK036528
Synonym: None
IUPAC Name: (2S)-3-ethenyl-4-[[(1S)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]methyl]-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylic acid
Structure
SMILES: C=CC1C(C[C@@H]2NCCC3=C2NC2=CC=CC=C32)C(C(=O)O)=CO[C@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChI: InChI=1S/C26H32N2O9/c1-2-12-15(9-18-20-14(7-8-27-18)13-5-3-4-6-17(13)28-20)16(24(33)34)11-35-25(12)37-26-23(32)22(31)21(30)19(10-29)36-26/h2-6,11-12,15,18-19,21-23,25-32H,1,7-10H2,(H,33,34)/t12?,15?,18-,19+,21+,22-,23+,25-,26-/m0/s1
InChIKey: CMMIVMFGFIBAGC-IEUFSHIYSA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Chimarrhis turbinata | Chimarrhis | Rubiaceae | Gentianales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| Uncaria rhynchophylla | Uncaria | Rubiaceae | Gentianales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 516.5470000000003
TPSA？: 173.73
MolLogP？: 0.3045000000000005
Number of H-Donors: 7
Number of H-Acceptors: 9
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | A549 | IC50 | 80000.0 | nM | 10.1021/acs.jnatprod.9b00490 |
| Homo sapiens | HepG2 | IC50 | 80000.0 | nM | 10.1021/acs.jnatprod.9b00490 |
| Homo sapiens | MCF7 | IC50 | 80000.0 | nM | 10.1021/acs.jnatprod.9b00490 |
| None | Radical scavenging activity | IC50 | 49700.0 | nM | 10.1021/np049863m |