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Heliquinomycin - ≥80%, high purity , CAS No.178182-49-5

COA COA
    Grade & Purity:
  • ≥80%
In stock
Item Number
H275011
Grouped product items
SKU Size
Availability
 Price Qty
H275011-250μg
250μg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$1,574.90
H275011-500μg
500μg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$2,819.90
Wish List
Bulk Order  SDS  DATASHEET  Specification Sheet

Antibiotic agent. DNA helicase inhibitor.

View related series
Anti-infection (2803) Bacterial (3013) Cell Cycle (2830) Cell Cycle/DNA Damage (2602) DNA/RNA Synthesis (362) Topoisomerase (150)

Basic Description

Synonyms DTXSID00939048 | Heliquinomycin | Methyl 3'-[(2,6-dideoxy-3-O-methylhexopyranosyl)oxy]-3,4',9',10-tetrahydroxy-7'-methoxy-5',8',9-trioxo-4,5',8',9-tetrahydro-3H,3'H-spiro[benzo[1,2-b:5,4-c']dipyran-2,2'-naphtho[2,3-b]furan]-7-carboxylate | NSC702208 | NSC
Specifications & Purity ≥80%
Biochemical and Physiological Mechanisms Antibiotic agent. DNA helicase inhibitor (IC 50 values are 4.3 and 2.5 μM for DNA helicase B and MCM4/6/7 helicase respectively). Inhibits DNA replication (IC 50 values are 1 - 4 μM). Weak topoisomerase I and II inhibitor. Inhibits DNA and RNA synthesis.
Storage Temp Store at -20°C,Desiccated
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Note Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description

Heliquinomycin is an inhibitor of DNA helicase (Ki: 6.8 μ M) that can inhibit the synthesis of DNA and RNA. Heliquinomycin has effective antibacterial activity against Gram positive bacterial strains. Heliquinomycin can inhibit the growth of cancer cells.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Organoheterocyclic compounds
Class Benzopyrans
Subclass 1-benzopyrans
Intermediate Tree Nodes Not available
Direct Parent Pyranochromenes
Alternative Parents Naphthofurans  Hexoses  Naphthoquinones  Isocoumarins and derivatives  O-glycosyl compounds  2-benzopyrans  Coumarans  Aryl ketones  Quinones  1-hydroxy-4-unsubstituted benzenoids  Pyranones and derivatives  Ketals  Oxanes  Vinylogous esters  Vinylogous acids  Heteroaromatic compounds  Methyl esters  Lactones  Secondary alcohols  Oxacyclic compounds  Dialkyl ethers  Polyols  Monocarboxylic acids and derivatives  Hydrocarbon derivatives  Aldehydes  Organic oxides  
Molecular Framework Aromatic heteropolycyclic compounds
Substituents Pyranochromene - Naphthofuran - Hexose monosaccharide - Naphthoquinone - Glycosyl compound - Isocoumarin - O-glycosyl compound - Naphthalene - 2-benzopyran - Coumaran - Quinone - Aryl ketone - Pyranone - 1-hydroxy-4-unsubstituted benzenoid - Ketal - Benzenoid - Pyran - Oxane - Monosaccharide - Vinylogous acid - Methyl ester - Vinylogous ester - Heteroaromatic compound - Secondary alcohol - Carboxylic acid ester - Ketone - Lactone - Acetal - Carboxylic acid derivative - Polyol - Dialkyl ether - Ether - Oxacycle - Monocarboxylic acid or derivatives - Alcohol - Organooxygen compound - Organic oxygen compound - Aldehyde - Hydrocarbon derivative - Organic oxide - Aromatic heteropolycyclic compound
Description This compound belongs to the class of organic compounds known as pyranochromenes. These are organic heterocyclic compounds containing a pyran ring fused to a chromene (1-benzopyran) moiety.
External Descriptors Not available

Associated Targets(Human)

A498 (42825 Activities)
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ACHN (49357 Activities)
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CAKI-1 (44928 Activities)
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CCRF-CEM (65223 Activities)
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COLO 205 (50209 Activities)
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DU-145 (51482 Activities)
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HL-60 (67320 Activities)
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HT-29 (80576 Activities)
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K562 (73714 Activities)
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KM12 (47707 Activities)
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M14 (47487 Activities)
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MCF7 (126967 Activities)
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MOLT-4 (49676 Activities)
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OVCAR-3 (48710 Activities)
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OVCAR-4 (44535 Activities)
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OVCAR-5 (45555 Activities)
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OVCAR-8 (47708 Activities)
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PC-3 (62116 Activities)
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RPMI-8226 (44974 Activities)
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RXF 393 (41971 Activities)
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SF-295 (48000 Activities)
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SK-MEL-2 (46422 Activities)
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SK-MEL-28 (48833 Activities)
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SK-MEL-5 (47095 Activities)
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SK-OV-3 (52876 Activities)
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SN12C (47755 Activities)
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SNB-19 (46794 Activities)
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TK-10 (45540 Activities)
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U-251 (51189 Activities)
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UACC-257 (46019 Activities)
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UACC-62 (47335 Activities)
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UO-31 (46270 Activities)
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786-0 (47912 Activities)
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A549 (127892 Activities)
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NCI/ADR-RES (33767 Activities)
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T47D (39041 Activities)
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EKVX (44102 Activities)
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NCI-H322M (45589 Activities)
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HCC 2998 (41480 Activities)
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HCT-116 (91556 Activities)
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HOP-92 (41141 Activities)
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Hs-578T (29457 Activities)
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NCI-H460 (60772 Activities)
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SF-268 (49410 Activities)
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IGROV-1 (47897 Activities)
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LOX IMVI (44321 Activities)
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HOP-62 (47048 Activities)
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MDA-MB-435 (38290 Activities)
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MDA-N (28205 Activities)
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Malme-3M (44254 Activities)
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Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name methyl (2R,3R,3'R)-3,4',9',10-tetrahydroxy-3'-(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-7'-methoxy-5',8',9-trioxospiro[3,4-dihydropyrano[4,3-g]chromene-2,2'-3H-benzo[f][1]benzofuran]-7-carboxylate
INCHI InChI=1S/C33H30O17/c1-10-23(36)15(44-3)9-18(46-10)48-30-22-25(38)20-13(34)8-14(43-2)24(37)21(20)27(40)29(22)50-33(30)17(35)7-12-5-11-6-16(31(41)45-4)47-32(42)19(11)26(39)28(12)49-33/h5-6,8,10,15,17-18,23,30,35-36,38-40H,7,9H2,1-4H3/t10?,15?,17-,18?,23?,30-,33-/m1/s1
InChIKey MLFZQFHGXSVTGX-VJANPNJTSA-N
Smiles CC1C(C(CC(O1)OC2C3=C(C4=C(C(=C3OC25C(CC6=C(O5)C(=C7C(=C6)C=C(OC7=O)C(=O)OC)O)O)O)C(=O)C(=CC4=O)OC)O)OC)O
Isomeric SMILES CC1C(C(CC(O1)O[C@@H]2C3=C(C4=C(C(=C3O[C@]25[C@@H](CC6=C(O5)C(=C7C(=C6)C=C(OC7=O)C(=O)OC)O)O)O)C(=O)C(=CC4=O)OC)O)OC)O
Molecular Weight 698.58
Reaxy-Rn 7616689
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=7616689&ln=

Certificates（CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

1 results found

Lot Number Certificate Type Date Item
J2411911 Certificate of Analysis Sep 26, 2024 H275011

Chemical and Physical Properties

Solubility Soluble in ethanol and in DMSO
Molecular Weight 698.600 g/mol
XLogP3 2.600
Hydrogen Bond Donor Count 5
Hydrogen Bond Acceptor Count 17
Rotatable Bond Count 6
Exact Mass 698.148 Da
Monoisotopic Mass 698.148 Da
Topological Polar Surface Area 243.000 Ų
Heavy Atom Count 50
Formal Charge 0
Complexity 1480.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 3
Undefined Atom Stereocenter Count 4
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 1

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