plicamycin (Q3906700)

17 November 2015

Mithramycin A.png
640 × 425; 50 KB

0 references

mass

1,084.472653 dalton

1 reference

Deoliosyl-3C-|A-L-digitoxosyl-MTM

CHEMBL1237054 (English)

21 September 2016

2 references

inferred from InChIKey

based on heuristic

inferred from InChI

1 reference

based on heuristic

inferred from InChI

chemical formula

C₅₂H₇₆O₂₄

1 reference

CHEMBL1237054 (English)

21 September 2016

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)OC8CC(C(C(O8)C)O)(C)O)O)C(=C4C(=C3C)O)O)O)O

1 reference

CHEMBL1237054 (English)

21 September 2016

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)O)O)O

0 references

found in taxon

Streptomyces nogalater

1 reference

Hybrid compounds generated by the introduction of a nogalamycin-producing plasmid into Streptomyces argillaceus

Streptomyces

1 reference

Two novel C-glycosides of aureolic acid repress transcription of the MDR1 gene

Streptomyces argillaceus

4 references

The Structure of Mithramycin Reinvestigated

Characterization of Streptomyces argillaceus genes encoding a polyketide synthase involved in the biosynthesis of the antitumor mithramycin

Uncovering production of specialized metabolites by Streptomyces argillaceus: Activation of cryptic biosynthesis gene clusters using nutritional and genetic approaches.

Engineering precursor metabolite pools for increasing production of antitumor mithramycins in Streptomyces argillaceus

Streptomyces lividans

1 reference

Increased heterologous production of the antitumoral polyketide mithramycin A by engineered Streptomyces lividans TK24 strains

medical condition treated

chronic myeloid leukemia

1 reference

13 December 2016

1 reference

13 December 2016

1 reference

imported from Wikimedia project

13 December 2016

pregnancy category

US pregnancy category X

1 reference

English Wikipedia

subject has role

DNA polymerase inhibitors

2 references

5 March 2018

MeSH descriptor ID

D008926

antineoplastic antibiotics

15 March 2018

1 reference

15 March 2018

1 reference

MeSH descriptor ID

D008926

protein synthesis inhibitor

15 March 2018

1 reference

InChI=1S/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

15 March 2018

0 references

0 references

Identifiers

InChI

0 references

InChIKey

CFCUWKMKBJTWLW-BKHRDMLASA-N

3 references

Natural Product Atlas

PubChem CID

163659

ChEBI release 2020-09-01

2 references

CFCUWKMKBJTWLW-BKHRDMLASA-N

Plicamycin (English)

17 November 2015

9 April 2021

https://commonchemistry.cas.org/detail?cas_rn=18378-89-7

1 reference

(1S)-5-Deoxy-1-C-[(2S,3S)-7-{[2,6-dideoxy-3-O-(2,6-dideoxy-alpha-D-arabino-hexopyranosyl)-beta-D-arabino-hexopyranosyl]oxy}-3-{[2,6-dideoxy-3-C-methyl-alpha-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-alp (English)

21 September 2016

1 reference

ChEBI ID

31856

mapping relation type

2 references

Plicamycin (English)

matched by identifier from

19 January 2016

International Chemical Identifier

InChI

InChI=1S/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

1 reference

matched by identifier from

PLICAMYCIN (English)

21 September 2016

2 references

inferred from InChIKey

InChIKey

CFCUWKMKBJTWLW-BKHRDMLASA-N

1 reference

0 references

DSSTOX compound identifier

0 references

0 references

634-048-4

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.162.065

27 December 2018