NSC 18334
AlkaPlorer ID: AK004400
Synonym: 'Cinerubine A', 'WLN: L E6 C666 BV MVT&&&J DQ HQ H2 IVQ OQ RQ FO- FT6OTJ B1 DN1&1 CO- FT6OTJ B1 DQ CO- FT6O CVTJ B1', 'Spartanamicin B', '34044-10-5', '1-Naphthacenecarboxylic acid, 2-ethyl-1,2,3,4,6,11-hexahydro-2,5,7,10-tetrahydroxy-6,11-dioxo-4-2,3,6-trideoxy-4-O-2,6-dideoxy-4-O-((2R-trans)-tetrahydro-6-methyl-5-oxo-2H-pyran-2-yl)-.alpha.-L-lyxo-hexopyranosyl-3-(dimethylamino)-.alpha.-L-lyxo-hexopyranosy-', '1-Naphthacenecarboxylic acid, 1-ethyl-1,2,3,4,6,11-hexahydro-2,5,7,10-tetrahydroxy-6,11-dioxo-4-2,3,6-trideoxy-4-O-(2,6-dideoxy-4-O-(2R-trans)-tetrahydro-6-methyl-5-oxo-2H-pyran-2-yl)-.alpha.-L-lyxo-hexopyranosyl-3-(dimethylamino)-.alpha.-L-lyxo-hexopyranosyloxy-, methyl ester (1R-(1.alpha.,2.beta.,4.beta.))-', 'NSC 267694', 'Rhodirubin C', 'CINERUBIN A', '1-Naphthacenecarboxylic acid, 2-ethyl-1,2,3,4,6,11-hexahydro-2,5,7,10-tetrahydroxy-6,11-dioxo-4-2,3,6-trideoxy-4-O-2,6-dideoxy-4-O-(2R-trans)-tetrahydro-6-methyl-5-oxo-2H-pyran-2-yl-.alpha.-L-lyxo-hexopyranosyl-3-(dimethylamino)-.alpha.-L-lyxo-hexopyranosyloxy-, methyl ester,1R-(1.alpha.,2.beta.,4.beta.)-'
IUPAC Name: methyl (1R,2R,4S)-4-[4-(dimethylamino)-5-[4-hydroxy-6-methyl-5-(6-methyl-5-oxooxan-2-yl)oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-2-ethyl-2,5,7,10-tetrahydroxy-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate
Structure
SMILES: CC[C@@]1(O)C[C@H](OC2CC(N(C)C)C(OC3CC(O)C(OC4CCC(=O)C(C)O4)C(C)O3)C(C)O2)C2=C(O)C3=C(C=C2[C@H]1C(=O)OC)C(=O)C1=C(O)C=CC(O)=C1C3=O
InChI: InChI=1S/C42H53NO16/c1-8-42(52)16-27(31-20(35(42)41(51)53-7)13-21-32(37(31)49)38(50)34-25(46)10-9-24(45)33(34)36(21)48)57-29-14-22(43(5)6)39(18(3)55-29)59-30-15-26(47)40(19(4)56-30)58-28-12-11-23(44)17(2)54-28/h9-10,13,17-19,22,26-30,35,39-40,45-47,49,52H,8,11-12,14-16H2,1-7H3/t17?,18?,19?,22?,26?,27-,28?,29?,30?,35-,39?,40?,42+/m0/s1
InChIKey: STUJMJDONFVTGM-CEPMKHARSA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Streptomyces melanogenes | Streptomyces | Streptomycetaceae | Kitasatosporales | Actinomycetes | Actinomycetota | None | Bacteria |
Properties Information
Molecule Weight: 827.8770000000002
TPSA？: 237.28
MolLogP？: 2.863300000000002
Number of H-Donors: 5
Number of H-Acceptors: 17
RingCount: 7
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | 786-0 | GI50 | 0.1 | nM | None |
| Homo sapiens | A498 | GI50 | 10.0 | nM | None |
| Homo sapiens | A549 | GI50 | 0.1 | nM | None |
| Homo sapiens | ACHN | GI50 | 0.1 | nM | None |
| Homo sapiens | BT-549 | GI50 | 0.1 | nM | None |
| Homo sapiens | CCRF-CEM | GI50 | 0.1 | nM | None |
| Homo sapiens | COLO 205 | GI50 | 0.1 | nM | None |
| Homo sapiens | DMS-114 | GI50 | 10.0 | nM | None |
| Homo sapiens | DU-145 | GI50 | 0.1 | nM | None |
| Homo sapiens | EKVX | GI50 | 0.1 | nM | None |
| Homo sapiens | HCC 2998 | GI50 | 0.1 | nM | None |
| Homo sapiens | HCT-116 | GI50 | 0.1 | nM | None |
| Homo sapiens | HCT-15 | GI50 | 0.1 | nM | None |
| Homo sapiens | HL-60 | GI50 | 0.1 | nM | None |
| Homo sapiens | HOP-62 | GI50 | 0.1 | nM | None |
| Homo sapiens | HOP-92 | GI50 | 10.0 | nM | None |
| Homo sapiens | Hs-578T | GI50 | 0.1 | nM | None |
| Homo sapiens | HT-29 | GI50 | 0.1 | nM | None |
| Homo sapiens | IGROV-1 | GI50 | 0.1 | nM | None |
| Homo sapiens | K562 | GI50 | 0.1 | nM | None |
| Homo sapiens | KM12 | GI50 | 0.1 | nM | None |
| Homo sapiens | KM-20L2 | GI50 | 10.0 | nM | None |
| Homo sapiens | LXFL 529 | GI50 | 10.0 | nM | None |
| Homo sapiens | M14 | GI50 | 10.0 | nM | None |
| Homo sapiens | M19-MEL | GI50 | 10.0 | nM | None |
| Homo sapiens | Malme-3M | GI50 | 0.1 | nM | None |
| Homo sapiens | MCF7 | GI50 | 0.1 | nM | None |
| Homo sapiens | MDA-MB-231 | GI50 | 0.1 | nM | None |
| Homo sapiens | MDA-MB-435 | GI50 | 0.1 | nM | None |
| Homo sapiens | MDA-N | GI50 | 0.1 | nM | None |
| Homo sapiens | MOLT-4 | GI50 | 0.1 | nM | None |
| Homo sapiens | NCI-H226 | GI50 | 0.1 | nM | None |
| Homo sapiens | NCI-H23 | GI50 | 0.1 | nM | None |
| Homo sapiens | NCI-H322M | GI50 | 10.0 | nM | None |
| Homo sapiens | NCI-H460 | GI50 | 0.1 | nM | None |
| Homo sapiens | OVCAR-3 | GI50 | 10.0 | nM | None |
| Homo sapiens | OVCAR-4 | GI50 | 0.1 | nM | None |
| Homo sapiens | OVCAR-5 | GI50 | 10.0 | nM | None |
| Homo sapiens | OVCAR-8 | GI50 | 0.1 | nM | None |
| Homo sapiens | RPMI-8226 | GI50 | 0.1 | nM | None |
| Homo sapiens | RXF 393 | GI50 | 0.1 | nM | None |
| Homo sapiens | SF-268 | GI50 | 0.1 | nM | None |
| Homo sapiens | SF-295 | GI50 | 0.1 | nM | None |
| Homo sapiens | SF-539 | GI50 | 0.1 | nM | None |
| Homo sapiens | SK-MEL-2 | GI50 | 10.0 | nM | None |
| Homo sapiens | SK-MEL-28 | GI50 | 0.1 | nM | None |
| Homo sapiens | SK-MEL-5 | GI50 | 0.1 | nM | None |
| Homo sapiens | SK-OV-3 | GI50 | 0.1 | nM | None |
| Homo sapiens | SN12C | GI50 | 0.1 | nM | None |
| Homo sapiens | SNB-19 | GI50 | 0.1 | nM | None |
| Homo sapiens | SNB-75 | GI50 | 18.07 | nM | None |
| Homo sapiens | SNB-78 | GI50 | 10.0 | nM | None |
| Homo sapiens | SR | GI50 | 10.0 | nM | None |
| Homo sapiens | SW-620 | GI50 | 0.1 | nM | None |
| Homo sapiens | T47D | GI50 | 0.1 | nM | None |
| Homo sapiens | TK-10 | GI50 | 0.1 | nM | None |
| Homo sapiens | U-251 | GI50 | 10.0 | nM | None |
| Homo sapiens | UACC-257 | GI50 | 15.35 | nM | None |
| Homo sapiens | UACC-62 | GI50 | 10.0 | nM | None |
| Homo sapiens | UO-31 | GI50 | 0.1 | nM | None |