16,27-dimethyl (2S,6R,11R,13S,14S,23S,24S,25S,36R,39R,40R)-14,25-diethyl-24,33-dihydroxy-31,32-dimethoxy-12,22-dioxa-1,9,18,29-tetraazadodecacyclo[23.13.1.1⁶,⁹.0²,²³.0³,²¹.0⁵,¹⁹.0⁶,¹⁷.0¹¹,¹³.0²⁸,³⁶.0³⁰,³⁵.0³⁶,³⁹.0¹⁴,⁴⁰]tetraconta-3(21),4,16,19,27,30(35),3
AlkaPlorer ID: AK318599
Synonym: None
IUPAC Name: dimethyl (2R,6R,11R,13S,14S,23S,24S,25S,36R,39R,40R)-14,25-diethyl-24,33-dihydroxy-31,32-dimethoxy-12,22-dioxa-1,9,18,29-tetrazadodecacyclo[23.13.1.16,9.02,23.03,21.05,19.06,17.011,13.028,36.030,35.036,39.014,40]tetraconta-3,5(19),16,20,27,30,32,34-octaene-16,27-dicarboxylate
Structure
SMILES: CC[C@@]12CC(C(=O)OC)=C3NC4=C(C=C5C(=C4)O[C@H]4[C@@H]5N5CC[C@]67C(=C(C(=O)OC)C[C@](CC)([C@@H]4O)[C@H]56)NC4=C(OC)C(OC)=C(O)C=C47)[C@@]34CCN(C[C@H]3O[C@H]31)[C@@H]24
InChI: InChI=1S/C44H50N4O10/c1-7-41-16-20(37(51)55-5)34-44(23-14-25(49)30(53-3)31(54-4)28(23)46-34)10-12-48(40(41)44)29-19-13-22-24(15-26(19)57-32(29)35(41)50)45-33-21(38(52)56-6)17-42(8-2)36-27(58-36)18-47-11-9-43(22,33)39(42)47/h13-15,27,29,32,35-36,39-40,45-46,49-50H,7-12,16-18H2,1-6H3/t27-,29-,32+,35-,36-,39+,40+,41-,42-,43+,44+/m1/s1
InChIKey: QZRIMAMDGWAHPQ-ATPAGDLWSA-N
Reference
Biologically active indole and bisindole alkaloids from Tabernaemontana divaricata
PubChem CID: 15226696
LOTUS: LTS0272319
NPASS: NPC144228
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Tabernaemontana corymbosa | Tabernaemontana | Apocynaceae | Gentianales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 794.902
TPSA？: 163.82000000000002
MolLogP？: 3.996800000000002
Number of H-Donors: 4
Number of H-Acceptors: 14
RingCount: 12
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | A549 | IC50 | 210.0 | nM | 10.1021/np400130y |
| Homo sapiens | A549 | IC50 | 3200.0 | nM | 10.1021/acs.jnatprod.8b00919 |
| Homo sapiens | HCT-116 | IC50 | 800.0 | nM | 10.1021/acs.jnatprod.8b00919 |
| Homo sapiens | HL-60 | IC50 | 170.0 | nM | 10.1021/np400130y |
| Homo sapiens | HT-29 | IC50 | 3000.0 | nM | 10.1021/acs.jnatprod.8b00919 |
| Homo sapiens | KB/VJ300 | IC50 | 4900.0 | nM | 10.1021/acs.jnatprod.8b00919 |
| Homo sapiens | KB/VJ300 | IC50 | 10000.0 | nM | 10.1021/acs.jnatprod.8b00919 |
| Homo sapiens | LNCaP | IC50 | 10000.0 | nM | 10.1021/acs.jnatprod.8b00919 |
| Homo sapiens | MCF7 | IC50 | 1020.0 | nM | 10.1021/np400130y |
| Homo sapiens | MCF7 | IC50 | 2100.0 | nM | 10.1021/acs.jnatprod.8b00919 |
| Homo sapiens | MDA-MB-231 | IC50 | 1600.0 | nM | 10.1021/acs.jnatprod.8b00919 |
| Homo sapiens | PC-3 | IC50 | 300.0 | nM | 10.1021/acs.jnatprod.8b00919 |
| Homo sapiens | SW480 | IC50 | 1490.0 | nM | 10.1021/np400130y |
| Rattus norvegicus | NRK | Activity | nan | None | 10.1021/np960346g |
| None | NON-PROTEIN TARGET | IC50 | 350.0 | nM | 10.1021/np400130y |
| None | Unchecked | IC50 | 30.0 | nM | 10.1021/acs.jnatprod.8b00919 |