Home > Compound List > Compound details
64202-81-9 molecular structure
click picture or here to close

(4E,6Z,8R,9S,10E,12S,13R,14R,16R)-19-amino-13-hydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl carbamate

ChemBase ID: 160099
Molecular Formular: C28H39N3O8
Molecular Mass: 545.62456
Monoisotopic Mass: 545.27371522
SMILES and InChIs

SMILES:
C1(=C2C(=O)C(=CC1=O)NC(=O)/C(=C/C=C\[C@H]([C@H](/C(=C/[C@@H]([C@H]([C@@H](C[C@@H](C2)C)OC)O)C)/C)OC(=O)N)OC)/C)N
Canonical SMILES:
CO[C@@H]1C[C@H](C)CC2=C(N)C(=O)C=C(C2=O)NC(=O)/C(=C/C=C\[C@H]([C@H](/C(=C/[C@@H]([C@H]1O)C)/C)OC(=O)N)OC)/C
InChI:
InChI=1S/C28H39N3O8/c1-14-10-18-23(29)20(32)13-19(25(18)34)31-27(35)15(2)8-7-9-21(37-5)26(39-28(30)36)17(4)12-16(3)24(33)22(11-14)38-6/h7-9,12-14,16,21-22,24,26,33H,10-11,29H2,1-6H3,(H2,30,36)(H,31,35)/b9-7-,15-8+,17-12+/t14-,16+,21-,22-,24-,26+/m1/s1
InChIKey:
XYFFWTYOFPSZRM-IPQLZRNVSA-N

Cite this record

CBID:160099 http://www.chembase.cn/molecule-160099.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(4E,6Z,8R,9S,10E,12S,13R,14R,16R)-19-amino-13-hydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl carbamate
IUPAC Traditional name
(4E,6Z,8R,9S,10E,12S,13R,14R,16R)-19-amino-13-hydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl carbamate
Synonyms
17-Amino-17-demethoxygeldanamycin
17-Aminogeldanamycin
NSC 255109
17AG
17-Amino Geldanamycin
CAS Number
64202-81-9
PubChem SID
162254234
PubChem CID
71313226

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC A609700 external link Add to cart
PubChem 71313226 external link
Data Source Data ID Price
TRC
A609700 external link Add to cart Please log in.
Data Source Data ID
PubChem 71313226 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 12.77528  H Acceptors
H Donor LogD (pH = 5.5) 1.4011816 
LogD (pH = 7.4) 1.4011847  Log P 1.4011863 
Molar Refractivity 149.5856 cm3 Polarizability 56.106083 Å3
Polar Surface Area 180.27 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Chloroform expand Show data source
Methanol expand Show data source
Apperance
Dark Purple Solid expand Show data source
Melting Point
178-180°C expand Show data source
Storage Condition
Refrigerator expand Show data source
MSDS Link
Download expand Show data source
Certificate of Analysis
Download expand Show data source

DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - A609700 external link
The active metabolite of 17-(Allylamino)geldanamycin (17AAG).

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Kamal, A., et al.: Nature, 425, 407 (2003)
  • • Goetz, M., et al.: J. Clin. Oncol., 23, 1078 (2003)
  • • Bagatell, R., et al.: Clin. Cancer Res., 13, 1783 (2003)
  • • Burger, A., et al.: Cancer Lett., 245, 11 (2003)
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle