Standard Compound Records

Database Entry: cq_04360

2D-Structure

3D-Structure

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Basic Information

Name:Plicamycin
Synonyms:Plicamycin;(2S-(2alpha,3beta(1R*,3R*,4S*)))-6-((2,6-Dideoxy-3-O-(2,6-dideoxy-beta-D-arabino-hexopyranosyl)-beta-D-arabino-hexopyranosyl)oxy)-2-((O-2,6-dideoxy-3-C-methyl-beta-D-ribo-hexopyranosyl-(1->4)-O-2,6-dideoxy-alpha-D-lyxo-hexopyranosyl-(1->3)-2,6-dideoxy-beta-D-arabino-hexopyranosyl)oxy)-3-(3,4-dihydroxy-1-methyl-2-oxopentyl)-3,4-dihydro-8,9-dihydroxy-7-methyl-1(2H)-anthracenone;1(2H)-Anthracenone, 6-((2,6-dideoxy-3-O-(2,6-dideoxy-beta-D-arabino-hexopyranosyl)-beta-D-arabino-H)-2-((O-2,6-dideoxy-3-C-methyl-beta-D-ribohexopyranosyl-(1,4)-O-2,6-dideoxy-alpha-D-lyxo-hexpyranosyl-(1-3)-2,6-dideoxy-beta-D-arabino-hexpyranosyl)oxy)-3-(3,4-dihydroxy-1-methoxy-2-oxopentyl)-3,4-dihydro-8,9-dihydroxy-7-methyl-, (2S-alpha,3beta(1R*,3R*4S*)))-;18378-89-7;A-2371;Antibiotic LA 7017;Aurelic acid;Aureolic acid;Aurlelic acid;CCRIS 5629;HSDB 3238;MITHRAMYCIN;Mithracin;Mithramycin A;Mithramycine [INN-French];Mithramycinum [INN-Latin];Mitramicina [INN-Spanish];Mitramycin;Mitramycine;Mitramycinum;NSC 24559;PA 144;Plicamicina [INN-Spanish];Plicamicina [Spanish];Plicamycin [USAN:BAN:INN];Plicamycine [French];Plicamycine [INN-French];Plicamycinum [INN-Latin];Plicamycinum [Latin];(2S,3S)-2-[(2R,4R,5S,6S)-4-[(2R,4R,5S,6S)-4-[(2R,4R,5R,6S)-4,5-dihydroxy-4,6-dimethyl-tetrahydropyran-2-yl]oxy-5-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-5-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-3-[(1S,3S,4R)-3,4-dihydroxy-1-methoxy-2-oxo-pentyl]-6-[(2R,4R,5S,6S)-4-[(2R,4R,5S,6S)-4,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-5-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-8,9-dihydroxy-7-methyl-3,4-dihydro-2H-anthracen-1-one;(2S,3S)-2-[(2R,4R,5S,6S)-4-[(2R,4R,5S,6S)-4-[(2R,4R,5R,6S)-4,5-dihydroxy-4,6-dimethyl-oxan-2-yl]oxy-5-hydroxy-6-methyl-oxan-2-yl]oxy-5-hydroxy-6-methyl-oxan-2-yl]oxy-3-[(1S,3S,4R)-3,4-dihydroxy-1-methoxy-2-oxo-pentyl]-6-[(2R,4R,5S,6S)-4-[(2R,4R,5S,6S)-4,5-dihydroxy-6-methyl-oxan-2-yl]oxy-5-hydroxy-6-methyl-oxan-2-yl]oxy-8,9-dihydroxy-7-methyl-3,4-dihydro-2H-anthracen-1-one
Molecular Weight:1085.14544
Formula:C52H76O24
CAS:18378-89-7
Isomeric SMILES:C[C@@H]1[C@H]([C@@H](C[C@@H](O1)O[C@@H]2C[C@@H](O[C@@H]([C@H]2O)C)OC3=CC4=CC5=C(C(=O)[C@H]([C@@H](C5)[C@@H](C(=O)[C@H]([C@@H](C)O)O)OC)O[C@H]6C[C@H]([C@@H]([C@H](O6)C)O)O[C@H]7C[C@H]([C@@H]([C@H](O7)C)O)O[C@H]8C[C@]([C@@H]([C@H](O8)C)O)(C)O)C(=C4C(=C3C)O
Canonical SMILES:CC1C(C(CC(O1)OC2CC(OC(C2O)C)OC3=CC4=CC5=C(C(=O)C(C(C5)C(C(=O)C(C(C)O)O)OC)OC6CC(C(C(O6)C)O)OC7CC(C(C(O7)C)O)OC8CC(C(C(O8)C)O)(C)O)C(=C4C(=C3C)O)O)O)O
InChI:InChI=1/C52H76O24/c1-18-29(72-34-14-30(43(58)21(4)68-34)73-33-13-28(54)42(57)20(3)67-33)12-26-10-25-11-27(49(66-9)48(63)41(56)19(2)53)50(47(62)39(25)46(61)38(26)40(18)55)76-36-16-31(44(59)23(6)70-36)74-35-15-32(45(60)22(5)69-35)75-37-17-52(8,65)51(64)24(7)71-37/h10,12,19-24,27-28,30-37,41-45,49-51,53-61,64-65H,11,13-17H2,1-9H3/t19-,20-,21-,22-,23-,24-,27+,28-,30-,31-,32-,33+,34+,35+,36+,37+,41+,42-,43-,44-,45-,49+,50+,51-,52+/m1/s1
Experimental Water Solubility:
Predicted Water Solubility:1.49E+005 mg/L [MEYLAN,WM ET AL. (1996)]
Experimental LogP(octanol-water):
Predicted LogP(octanol-water):-2.43 [MEYLAN,WM & HOWARD,PH (1995)]

Biology and Chemistry related

KEGG Compound ID:C07364
PubChem SID:171437
PubChem CID:29051
ChemIDplus:018378897
CHEBI:
HMDB:
PDB Component ID:
MetaCyc ID:
UM-BBD ID:
BMRB ID:

NMR related

Atom IDAtom TypeSMILES Canonical IDSMILES Symmetry ClassNeighborsInChI Canonical IDInChI Symmetry ClassEmpirical Chemical ShiftTheoretical Chemical ShiftExperimental Chemical ShiftLiterature NMR Data
1H7652151N_AN_A3.27N_AN_AN_A
2C111490111,17,18,191112.6N_AN_AN_A
3C111793143,26,27,283316.9N_AN_AN_A
4C111692142,23,24,254416.9N_AN_AN_A
5C111894144,29,30,316616.9N_AN_AN_A
6C111995145,32,33,345516.9N_AN_AN_A
7C112096146,35,36,377717.2N_AN_AN_A
8C111591136,20,21,222218.3N_AN_AN_A
9C112197152,38,39,408821.7N_AN_AN_A
10C11138991,14,15,169956.9N_AN_AN_A
11C310278107,112,131010118.5N_AN_AN_A
12C310177107,105,12121297.0N_AN_AN_A
13C212298112,151,41,42111128.8N_AN_AN_A
14C212399137,130,43,44131338.2N_AN_AN_A
15C2124100148,128,45,46141435.6N_AN_AN_A
16C2125101149,129,47,48161636.0N_AN_AN_A
17C2126102150,131,49,50151536.3N_AN_AN_A
18C2127103132,152,51,52171740.8N_AN_AN_A
19C411187114,105,1061818111.0N_AN_AN_A
20C410783102,101,1082626133.5N_AN_AN_A
21C411288102,122,1092525133.5N_AN_AN_A
22C410581101,111,902929156.5N_AN_AN_A
23C410884107,106,1043838110.5N_AN_AN_A
24C410985112,104,1033939111.0N_AN_AN_A
25C410682111,108,804040148.5N_AN_AN_A
26C410480108,109,794646154.5N_AN_AN_A
27C3143119117,138,95,68202070.2N_AN_AN_A
28C3142118116,139,93,67212170.5N_AN_AN_A
29C3144120118,140,94,69232370.5N_AN_AN_A
30C3145121119,141,96,70222270.5N_AN_AN_A
31C3146122120,147,97,71242467.7N_AN_AN_A
32C3137113123,138,83,62282868.5N_AN_AN_A
33C3148124124,139,98,73303071.4N_AN_AN_A
34C3149125125,140,99,74313171.4N_AN_AN_A
35C3150126126,141,100,75323271.4N_AN_AN_A
36C3130106123,95,98,55333397.1N_AN_AN_A
37C3128104124,93,90,53343488.8N_AN_AN_A
38C3131107126,96,99,56353597.4N_AN_AN_A
39C3129105125,94,92,54363696.9N_AN_AN_A
40C3132108127,97,100,57373794.6N_AN_AN_A
41C3138114143,137,84,63424283.9N_AN_AN_A
42C3139115142,148,85,64434382.0N_AN_AN_A
43C3140116144,149,86,65444482.0N_AN_AN_A
44C3141117145,150,87,66454582.0N_AN_AN_A
45C3147123146,152,88,72515180.6N_AN_AN_A
46C3134110103,151,92,59505080.5N_AN_AN_A
47C410379109,134,774747197.0N_AN_AN_A
48C3136112115,133,82,61191964.4N_AN_AN_A
49C3133109136,110,81,58414180.2N_AN_AN_A
50C3135111110,151,91,60494981.8N_AN_AN_A
51C411086133,135,784848212.5N_AN_AN_A
52C315112776,122,134,135272729.9N_AN_AN_A
53C4152128121,127,147,89525270.9N_AN_AN_A
54O8056106,25555N_AN_AN_AN_A
55O7955104,16161N_AN_AN_AN_A
56O8359137,55454N_AN_AN_AN_A
57O8460138,65757N_AN_AN_AN_A
58O8561139,75858N_AN_AN_AN_A
59O8662140,85959N_AN_AN_AN_A
60O8763141,96060N_AN_AN_AN_A
61O8864147,106464N_AN_AN_AN_A
62O8258136,45353N_AN_AN_AN_A
63O8157133,35656N_AN_AN_AN_A
64O8965152,116565N_AN_AN_AN_A
65O77531036262N_AN_AN_AN_A
66O78541106363N_AN_AN_AN_A
67O9571143,1306767N_AN_AN_AN_A
68O9369142,1286868N_AN_AN_AN_A
69O9672145,1316969N_AN_AN_AN_A
70O9470144,1297070N_AN_AN_AN_A
71O9773146,1327171N_AN_AN_AN_A
72O9167113,1356666N_AN_AN_AN_A
73O9066105,1287272N_AN_AN_AN_A
74O9874148,1307373N_AN_AN_AN_A
75O9975149,1317474N_AN_AN_AN_A
76O10076150,1327575N_AN_AN_AN_A
77O9268129,1347676N_AN_AN_AN_A
78H1715114N_AN_A2.46N_AN_AN_A
79H1815114N_AN_A2.46N_AN_AN_A
80H1915114N_AN_A2.46N_AN_AN_A
81H2618117N_AN_A1.21N_AN_AN_A
82H2718117N_AN_A1.21N_AN_AN_A
83H2818117N_AN_A1.21N_AN_AN_A
84H2317116N_AN_A1.21N_AN_AN_A
85H2417116N_AN_A1.21N_AN_AN_A
86H2517116N_AN_A1.21N_AN_AN_A
87H2919118N_AN_A1.21N_AN_AN_A
88H3019118N_AN_A1.21N_AN_AN_A
89H3119118N_AN_A1.21N_AN_AN_A
90H3220119N_AN_A1.21N_AN_AN_A
91H3320119N_AN_A1.21N_AN_AN_A
92H3420119N_AN_A1.21N_AN_AN_A
93H3521120N_AN_A1.21N_AN_AN_A
94H3621120N_AN_A1.21N_AN_AN_A
95H3721120N_AN_A1.21N_AN_AN_A
96H2016115N_AN_A1.21N_AN_AN_A
97H2116115N_AN_A1.21N_AN_AN_A
98H2216115N_AN_A1.21N_AN_AN_A
99H3822121N_AN_A1.31N_AN_AN_A
100H3922121N_AN_A1.31N_AN_AN_A
101H4022121N_AN_A1.31N_AN_AN_A
102H1414113N_AN_A3.24N_AN_AN_A
103H1514113N_AN_A3.24N_AN_AN_A
104H1614113N_AN_A3.24N_AN_AN_A
105H4123122N_AN_A2.495N_AN_AN_A
106H4223122N_AN_A2.745N_AN_AN_A
107H4324123N_AN_A1.755N_AN_AN_A
108H4424123N_AN_A2.005N_AN_AN_A
109H4525124N_AN_A1.985N_AN_AN_A
110H4625124N_AN_A2.235N_AN_AN_A
111H4726125N_AN_A1.735N_AN_AN_A
112H4826125N_AN_A1.985N_AN_AN_A
113H4927126N_AN_A1.735N_AN_AN_A
114H5027126N_AN_A1.985N_AN_AN_A
115H5128127N_AN_A1.715N_AN_AN_A
116H5228127N_AN_A1.965N_AN_AN_A
117H6844143N_AN_A3.85N_AN_AN_A
118H6743142N_AN_A3.85N_AN_AN_A
119H6945144N_AN_A3.85N_AN_AN_A
120H7046145N_AN_A3.85N_AN_AN_A
121H7147146N_AN_A3.85N_AN_AN_A
122H6238137N_AN_A3.41N_AN_AN_A
123H7349148N_AN_A3.03N_AN_AN_A
124H7450149N_AN_A3.03N_AN_AN_A
125H7551150N_AN_A3.03N_AN_AN_A
126H5531130N_AN_A4.95N_AN_AN_A
127H5329128N_AN_A5.8N_AN_AN_A
128H5632131N_AN_A4.95N_AN_AN_A
129H5430129N_AN_A4.95N_AN_AN_A
130H5733132N_AN_A4.95N_AN_AN_A
131H6339138N_AN_A3.4N_AN_AN_A
132H6440139N_AN_A3.64N_AN_AN_A
133H6541140N_AN_A3.64N_AN_AN_A
134H6642141N_AN_A3.64N_AN_AN_A
135H7248147N_AN_A3.39N_AN_AN_A
136H5935134N_AN_A4.33N_AN_AN_A
137H6137136N_AN_A3.7N_AN_AN_A
138H5834133N_AN_A4.16N_AN_AN_A
139H6036135N_AN_A3.69N_AN_AN_A
140H1313102N_AN_A7.13N_AN_AN_A
141H1212101N_AN_A6.61N_AN_AN_A
142H2280N_AN_A9.83N_AN_AN_A
143H1179N_AN_A9.83N_AN_AN_A
144H5583N_AN_A4.81N_AN_AN_A
145H6684N_AN_A4.81N_AN_AN_A
146H7785N_AN_A4.81N_AN_AN_A
147H8886N_AN_A4.81N_AN_AN_A
148H9987N_AN_A4.81N_AN_AN_A
149H101088N_AN_A4.81N_AN_AN_A
150H4482N_AN_A4.81N_AN_AN_A
151H3381N_AN_A4.14N_AN_AN_A
152H111189N_AN_A4.64N_AN_AN_A

Mass Spectra related

C12N14 Mass data:1084.47265337
C13N14 Mass data:1136.64710494
C12N15 Mass data:1084.47265337
C13N15 Mass data:1136.64710494

Miscellanea

Order_Status:DONE
Organism:
Location:
Isomer:
Salt:
Data Source:kegg
Similar Structure:|cq_08911|
Comments: