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82196-88-1 molecular structure
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5-ethenyl-15-hydroxy-3,17-dimethoxy-12-[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-4,6-dimethyloxan-2-yl]-9-oxatetracyclo[8.8.0.02,7.011,16]octadeca-1(10),2,4,6,11,13,15,17-octaen-8-one

ChemBase ID: 154539
Molecular Formular: C28H28O9
Molecular Mass: 508.51652
Monoisotopic Mass: 508.17333248
SMILES and InChIs

SMILES:
C[C@@H]1[C@@H]([C@@]([C@H]([C@@H](O1)c1ccc(c2c1c1c(cc2OC)c2c(cc(cc2OC)C=C)c(=O)o1)O)O)(C)O)O
Canonical SMILES:
COc1cc2c(c3c1c(O)ccc3[C@@H]1O[C@H](C)[C@@H]([C@@]([C@H]1O)(C)O)O)oc(=O)c1c2c(OC)cc(c1)C=C
InChI:
InChI=1S/C28H28O9/c1-6-13-9-16-20(18(10-13)34-4)15-11-19(35-5)22-17(29)8-7-14(21(22)23(15)37-27(16)32)24-26(31)28(3,33)25(30)12(2)36-24/h6-12,24-26,29-31,33H,1H2,2-5H3/t12-,24+,25+,26+,28-/m1/s1
InChIKey:
OMDANBMKOUVKAG-WZNMFJNZSA-N

Cite this record

CBID:154539 http://www.chembase.cn/molecule-154539.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
5-ethenyl-15-hydroxy-3,17-dimethoxy-12-[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-4,6-dimethyloxan-2-yl]-9-oxatetracyclo[8.8.0.02,7.011,16]octadeca-1(10),2,4,6,11,13,15,17-octaen-8-one
IUPAC Traditional name
5-ethenyl-15-hydroxy-3,17-dimethoxy-12-[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-4,6-dimethyloxan-2-yl]-9-oxatetracyclo[8.8.0.02,7.011,16]octadeca-1(10),2,4,6,11,13,15,17-octaen-8-one
Synonyms
Chrysomycin A
CAS Number
82196-88-1
MDL Number
MFCD07370133
PubChem SID
24892881
162248678
PubChem CID
73468

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Sigma Aldrich
C6616 external link Add to cart Please log in.
Data Source Data ID
PubChem 73468 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 8.521034  H Acceptors
H Donor LogD (pH = 5.5) 2.6023533 
LogD (pH = 7.4) 2.571305  Log P 2.6027641 
Molar Refractivity 134.1957 cm3 Polarizability 54.485336 Å3
Polar Surface Area 134.91 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
DMF: soluble expand Show data source
DMSO: soluble expand Show data source
ethanol: moderately soluble expand Show data source
methanol: moderately soluble expand Show data source
Apperance
solid expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
2-8°C expand Show data source
Purity
≥98% (HPLC) expand Show data source
Empirical Formula (Hill Notation)
C28H28O9 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - C6616 external link
Biochem/physiol Actions
Antibiotic from Streptomyces sp. Inhibits the catalytic activity of human topoisomerase II. Exhibits antitumor activity against human cell lines K562, HT29, MCF7, PC6, and MKN28.

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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