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114899-77-3 molecular structure
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(1R,12S,14R)-5,6',12-trihydroxy-6,7'-dimethoxy-7,21,30-trimethyl-27-oxo-3',4'-dihydro-2'H-17,19,28-trioxa-24-thia-13,30-diazaspiro[heptacyclo[12.9.6.13,11.02,13.04,9.015,23.016,20]triacontane-26,1'-isoquinoline]-4(9),5,7,15,20,22-hexaen-22-yl acetate

ChemBase ID: 178791
Molecular Formular: C39H43N3O11S
Molecular Mass: 761.83722
Monoisotopic Mass: 761.26183021
SMILES and InChIs

SMILES:
c1(c2c(c3c(c1OC(=O)C)[C@@H]1C4N([C@H]3COC(=O)C3(c5c(CCN3)cc(c(c5)OC)O)CS1)[C@H](C1N(C4c3c(C1)cc(c(c3O)OC)C)C)O)OCO2)C
Canonical SMILES:
COc1cc2c(cc1O)CCNC12CS[C@@H]2c3c(OC(=O)C)c(C)c4c(c3[C@H](COC1=O)N1C2C2N(C([C@@H]1O)Cc1c2c(O)c(c(c1)C)OC)C)OCO4
InChI:
InChI=1S/C39H43N3O11S/c1-16-9-20-10-22-37(46)42-23-13-50-38(47)39(21-12-25(48-5)24(44)11-19(21)7-8-40-39)14-54-36(30(42)29(41(22)4)26(20)31(45)32(16)49-6)28-27(23)35-34(51-15-52-35)17(2)33(28)53-18(3)43/h9,11-12,22-23,29-30,36-37,40,44-46H,7-8,10,13-15H2,1-6H3/t22?,23-,29?,30?,36+,37-,39?/m0/s1
InChIKey:
PKVRCIRHQMSYJX-XHNODKIWSA-N

Cite this record

CBID:178791 http://www.chembase.cn/molecule-178791.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(1R,12S,14R)-5,6',12-trihydroxy-6,7'-dimethoxy-7,21,30-trimethyl-27-oxo-3',4'-dihydro-2'H-17,19,28-trioxa-24-thia-13,30-diazaspiro[heptacyclo[12.9.6.13,11.02,13.04,9.015,23.016,20]triacontane-26,1'-isoquinoline]-4(9),5,7,15,20,22-hexaen-22-yl acetate
IUPAC Traditional name
(1R,12S,14R)-5,6',12-trihydroxy-6,7'-dimethoxy-7,21,30-trimethyl-27-oxo-3',4'-dihydro-2'H-17,19,28-trioxa-24-thia-13,30-diazaspiro[heptacyclo[12.9.6.13,11.02,13.04,9.015,23.016,20]triacontane-26,1'-isoquinoline]-4(9),5,7,15,20,22-hexaen-22-yl acetate
Synonyms
(1'R,6R,6aR,7R,13S,14S,16R)-5-(Acetyloxy)-3',4',6,6a,7,13,14,16-octahydro-6',8,14-trihydroxy-7',9-dimethoxy-4,10,23-trimethylspiro[6,16-(epithiopropanoxymethano)-7,13-imino-12H-1,3-dioxolo[7,8]isoquino[3,2-b][3]benzazocine-20,1'(2'H)-isoquinolin]-19-one
Ecteinascidin 743
Et 743
NSC 648766
Yondelis
Trabectedin
CAS Number
114899-77-3
PubChem SID
164234701
PubChem CID
71752642

DATA SOURCES

DATA SOURCES

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Data Source Data ID
TRC T703500 external link Add to cart
PubChem 71752642 external link
Data Source Data ID Price
TRC
T703500 external link Add to cart Please log in.
Data Source Data ID
PubChem 71752642 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 9.27128  H Acceptors 12 
H Donor LogD (pH = 5.5) 1.8768625 
LogD (pH = 7.4) 3.7126172  Log P 3.9873106 
Molar Refractivity 196.921 cm3 Polarizability 77.282715 Å3
Polar Surface Area 168.72 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
MSDS Link
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Certificate of Analysis
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DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - T703500 external link
A tetrahydroisoquinoline alkaloid with antitumor activity isolated from the Caribbean tunicate, Ecteinascidin turbinata. It is the first marine anticancer agent approved in the European Union for patients with soft tissue sarcoma (STS). Antineoplastic.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Sakai, R., et al.: Proc. Natl. Acad. Sci., 89, 11456 (1992)
  • • Aune, G., et al.: Anticancer Drugs, 13, 545 (1992)
  • • Herrero, A., et al.: Cancer Res., 66, 8155 (1992)
  • • Sugasawa, K., et al.: Carcinogenesis, 29, 455 (1992)
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PATENTS

PATENTS

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INTERNET

INTERNET

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