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155684-96-1 molecular structure
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2-[(1R,9S,12S,13S,14S,17R,18E,21S,23S,24R,25R,27R)-14-[(tert-butyldimethylsilyl)oxy]-12-[(1E)-1-[(1R,3S,4R)-4-[(tert-butyldimethylsilyl)oxy]-3-methoxycyclohexyl]prop-1-en-2-yl]-1-hydroxy-23,25-dimethoxy-13,19,21,27-tetramethyl-2,3,10,16-tetraoxo-11,28-dioxa-4-azatricyclo[22.3.1.04,9]octacos-18-en-17-yl]acetaldehyde

ChemBase ID: 166395
Molecular Formular: C55H95NO13Si2
Molecular Mass: 1034.5127
Monoisotopic Mass: 1033.63419517
SMILES and InChIs

SMILES:
[C@@H]1([C@H](C[C@@H](CC1)/C=C(/[C@@H]1[C@@H]([C@H](CC(=O)[C@@H](/C=C(/C[C@@H](C[C@@H]([C@@H]2[C@@H](C[C@H]([C@](C(=O)C(=O)N3[C@H](C(=O)O1)CCCC3)(O2)O)C)OC)OC)C)\C)CC=O)O[Si](C(C)(C)C)(C)C)C)\C)OC)O[Si](C(C)(C)C)(C)C
Canonical SMILES:
O=CC[C@@H]1/C=C(\C)/C[C@H](C)C[C@H](OC)[C@H]2O[C@](O)([C@@H](C[C@H]2OC)C)C(=O)C(=O)N2[C@H](C(=O)O[C@@H]([C@@H]([C@H](CC1=O)O[Si](C(C)(C)C)(C)C)C)/C(=C/[C@@H]1CC[C@H]([C@H](C1)OC)O[Si](C(C)(C)C)(C)C)/C)CCCC2
InChI:
InChI=1S/C55H95NO13Si2/c1-34-27-35(2)29-46(64-13)49-47(65-14)31-37(4)55(62,67-49)50(59)51(60)56-25-20-19-21-41(56)52(61)66-48(36(3)30-39-22-23-43(45(32-39)63-12)68-70(15,16)53(6,7)8)38(5)44(69-71(17,18)54(9,10)11)33-42(58)40(28-34)24-26-57/h26,28,30,35,37-41,43-49,62H,19-25,27,29,31-33H2,1-18H3/b34-28+,36-30+/t35-,37+,38+,39-,40+,41-,43+,44-,45-,46-,47+,48+,49?,55+/m0/s1
InChIKey:
KVRUABNQJVFBLO-TUJPEUQDSA-N

Cite this record

CBID:166395 http://www.chembase.cn/molecule-166395.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
2-[(1R,9S,12S,13S,14S,17R,18E,21S,23S,24R,25R,27R)-14-[(tert-butyldimethylsilyl)oxy]-12-[(1E)-1-[(1R,3S,4R)-4-[(tert-butyldimethylsilyl)oxy]-3-methoxycyclohexyl]prop-1-en-2-yl]-1-hydroxy-23,25-dimethoxy-13,19,21,27-tetramethyl-2,3,10,16-tetraoxo-11,28-dioxa-4-azatricyclo[22.3.1.04,9]octacos-18-en-17-yl]acetaldehyde
IUPAC Traditional name
2-[(1R,9S,12S,13S,14S,17R,18E,21S,23S,24R,25R,27R)-14-[(tert-butyldimethylsilyl)oxy]-12-[(1E)-1-[(1R,3S,4R)-4-[(tert-butyldimethylsilyl)oxy]-3-methoxycyclohexyl]prop-1-en-2-yl]-1-hydroxy-23,25-dimethoxy-13,19,21,27-tetramethyl-2,3,10,16-tetraoxo-11,28-dioxa-4-azatricyclo[22.3.1.04,9]octacos-18-en-17-yl]acetaldehyde
Synonyms
37-Desmethylene 24,33-Bis-O-(tert-butyldimethylsilyl)-37-oxo Tacrolimus
(3S,4S,5S,8R,9E,12S,14S,15R,16S,18R,19R,26aS)-5-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-3-[(1E)-2-[(1R,3R,4R)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-methoxycyclohexyl]-1-methylethenyl]-1,4,5,6,7,8,11,12,13,14,15,16,17,18,19,20,21,23,24,25,26,26a-docosahydro-19-hydroxy-14,16-dimethoxy-4,10,12,18-tetramethyl-1,7,20,21-tetraoxo-15,19-epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclotricosine-8-acetaldehyde
37-Desmethylene 24,33-Bis-O-(tert-butyldimethylsilyl)-37-oxo-FK-506
CAS Number
155684-96-1
PubChem SID
162260528
PubChem CID
71315719

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC D291120 external link Add to cart
PubChem 71315719 external link
Data Source Data ID Price
TRC
D291120 external link Add to cart Please log in.
Data Source Data ID
PubChem 71315719 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 9.955066  H Acceptors 12 
H Donor LogD (pH = 5.5) 9.104085 
LogD (pH = 7.4) 9.102893  Log P 9.1041 
Molar Refractivity 271.4114 cm3 Polarizability 111.512436 Å3
Polar Surface Area 173.43 Å2 Rotatable Bonds 13 
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Chloroform expand Show data source
Dichloromethane expand Show data source
Methanol expand Show data source
Apperance
Pale Yellow Solid (Foam) expand Show data source
MSDS Link
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Certificate of Analysis
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DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - D291120 external link
An intermediate in the preparation of labelled FK-506 (Tacrolimus)

REFERENCES

REFERENCES

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  • • Organ, H., et al.: Bioorg. Med. Chem. Lett., 3, 657 (1993)
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PATENTS

PATENTS

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INTERNET

INTERNET

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