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Gilvocarcin V

Gilvocarcin V structure

Gilvocarcin V 

structure
  • CAS No:

    77879-90-4

  • Formula:

    C27H26O9

  • Chemical Name:

    Gilvocarcin V

  • Synonyms:

    6H-Benzo[d]naphtho[1,2-b]pyran-6-one,4-(6-deoxy-α-D-galactofuranosyl)-8-ethenyl-1-hydroxy-10,12-dimethoxy-;4-(6-Deoxy-α-D-galactofuranosyl)-8-ethenyl-1-hydroxy-10,12-dimethoxy-6H-benzo[d]naphtho[1,2-b]pyran-6-one;Gilvocarcin V;Antibiotic 1072B;NSC 338943;NSC 348115;84236-01-1

  • Categories:

    Biochemical Engineering  >  Saccharides

Gilvocarcin V Basic Attributes

494.493

494.49

348115|338943

Characteristics

138.82000

4.00

1.4±0.1 g/cm3

265.5°C

507.55°C (rough estimate)

280.1±27.8 °C

1.698

Drug Information

Chemical substances, produced by microorganisms, inhibiting or preventing the proliferation of neoplasms. (See all compounds classified as Antibiotics, Antineoplastic.)|Agents that are capable of inserting themselves between the successive bases in DNA, thus kinking, uncoiling or otherwise deforming it and therefore preventing its proper functioning. They are used in the study of DNA. (See all compounds classified as Intercalating Agents.)|Drugs that are pharmacologically inactive but when exposed to ultraviolet radiation or sunlight are converted to their active metabolite to produce a beneficial reaction affecting the diseased tissue. These compounds can be administered topically or systemically and have been used therapeutically to treat psoriasis and various types of neoplasms. (See all compounds classified as Photosensitizing Agents.)

2064A

Gilvocarcin V Use and Manufacturing

Gilvocarcin V is the major analogue of a complex of C-glycoside antitumor actives isolated from a Streptomyces sp.. Gilvocarcin V contains a vinyl group in the 8-position, and is the most potent analogue of the complex. It is thought to act as an inhibitor of the catalytic activity of human topoisomerase II. The metabolite displays potent antibacterial, antifungal, antiviral and antitumor activity. Recent research suggests that the gilvocarcins act as photoactivated cross-linkers of DNA to histones.

Computed Properties

Molecular Weight:494.5
XLogP3:3.2
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:5
Exact Mass:494.15768240
Monoisotopic Mass:494.15768240
Topological Polar Surface Area:135
Heavy Atom Count:36
Complexity:821
Undefined Atom Stereocenter Count:5
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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