Basic information
- CAS
77879-90-4- Standard SMILES
C=Cc1cc(OC)c2c(c1)c(=O)oc1c2cc(OC)c2c(O)ccc(C3OC(C(C)O)C(O)C3O)c21- InChIKey
XCWHINLKQMCRON-UHFFFAOYSA-N- Molecular formula
- C27H26O9
- Average molar mass
- 494.5 g/mol
- Monoisotopic mass
- 494.1576824
Overview
Gilvocarcin V has been reported in Streptomyces and Streptomyces griseoflavus with data available.
Names & identifiers
- Preferred name
- 6H-Benzo[d]naphtho[1, 4-(6-deoxy-alpha-L-galactofuranosyl)-8-ethenyl-1-hydroxy-10,12-dimethoxy-
- IUPAC
- 4-[3,4-dihydroxy-5-(1-hydroxyethyl)oxolan-2-yl]-8-ethenyl-1-hydroxy-10,12-dimethoxynaphtho[1,2-c]isochromen-6-one
- English name
- DC-38-V
- Molecular formula
- C27H26O9
- Molecular weight
- 494.49
Names & synonyms
NSC3481156H-Benzo[d]naphtho[1, 4-(6-deoxy-.alpha.- L-galactofuranosyl)-8-ethenyl-1-hydroxy-10,12-dimethoxy-DTXSID80999069HB3919NSC338943BS-1361NSC-338943NSC-3481151,4-Anhydro-6-deoxy-1-(8-ethenyl-1-hydroxy-10,12-dimethoxy-6-oxo-6H-benzo[d]naphtho[1,2-b]pyran-4-yl)hexitolgilvocarcin VDC-38-VNSC 348115
Show more names
NSC 338943Gilvocarin VGilvocacin VAnandiMycin A, ToroMycin, 1072B4-(6-Deoxy-α-D-galactofuranosyl)-8-ethenyl-1-hydroxy-10,12-dimethoxy-6H-benzo[d]naphtho[1,2-b]pyran-6-one6H-Benzo[d]naphtho[1,2-b]pyran-6-one,4-(6-deoxy-a-D-galactofuranosyl)-8-ethenyl-1-hydroxy-10,12-dimethoxy-6H-Benzo[d]naphtho[1,2-b]pyran-6-one, 4-(6-deoxy-α-D-galactofuranosyl)-8-ethenyl-1-hydroxy-10,12-dimethoxy-
Properties
Computed structural properties
- XLogP
- 3.2
- Topological polar surface area
- 135 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 5
- Heavy atoms
- 36
- Formal charge
- 0
- Complexity
- 821
Physicochemical properties
- Melting point
- 265.5 °C · 265.5°C
- Boiling point
- 507.55 °C · 507.55°C (rough estimate)
- Density
- 1.2522 · 1.2522 (rough estimate)
- refractive index
- 1.55 · 1.5500 (estimate)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- Soluble in DMSO
- pka
- 8.56 · 8.56±0.20(Predicted)
- form
- A film
- color
- Yellow
- Symbol(GHS)
- 6 · GHS06,GHS07,GHS08
- Signal word
- Danger
- Hazard statements
- 300 · H300+H310+H330-H319-H351
- Precautionary statements
- 201 · P201-P202-P260-P262-P264-P270-P271-P280-P284-P301+P310-P330-P302+P352-P304+P340-P305+P351+P338-P308+P313-P320-P361+P364-P337+P313-P403+P233-P405-P501
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Danger
- Symbol(GHS)
- GHS06,GHS07,GHS08
- Hazard statements
- H300+H310+H330-H319-H351
- Precautionary statements
- P201-P202-P260-P262-P264-P270-P271-P280-P284-P301+P310-P330-P302+P352-P304+P340-P305+P351+P338-P308+P313-P320-P361+P364-P337+P313-P403+P233-P405-P501
Chemistry & industry
Applications
UsesGilvocarcin V is the major analogue of a complex of C-glycoside antitumour 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 antitumour activity. Recent research suggests that the gilvocarcins act as photoactivated crosslinkers of DNA to histones.
UsesGilvocarcin 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.
UsesGilvocarcin V is a metabolite that displays potent antibacterial, antifungal and antiviral activity.
Suppliers15 total
陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]
上海赛可锐生物科技有限公司021-58000709 13120558703 · [email protected]
孟成科技（上海）有限公司400-820-6829 · [email protected]
上海维亦特生物科技有限公司15317051735 · [email protected]
TargetMol 中国（陶术生物）400-821-0310 15002144251 · [email protected]
BOC Sciences16314854226; +8616314854226 · [email protected]
浙江珲达生物科技有限公司
Related reactions
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Compound notes
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