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133941-75-0 molecular structure
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(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-17-(prop-2-en-1-yl)-11,28-dioxa-4-azatricyclo[22.3.1.04,9]octacos-18-ene-2,3,10,16-tetrone

ChemBase ID: 162207
Molecular Formular: C56H97NO12Si2
Molecular Mass: 1032.53988
Monoisotopic Mass: 1031.65493061
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=C)O[Si](C(C)(C)C)(C)C)C)\C)OC)O[Si](C(C)(C)C)(C)C
Canonical SMILES:
C=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/C56H97NO12Si2/c1-20-23-41-29-35(2)28-36(3)30-47(64-14)50-48(65-15)32-38(5)56(62,67-50)51(59)52(60)57-27-22-21-24-42(57)53(61)66-49(39(6)45(34-43(41)58)69-71(18,19)55(10,11)12)37(4)31-40-25-26-44(46(33-40)63-13)68-70(16,17)54(7,8)9/h20,29,31,36,38-42,44-50,62H,1,21-28,30,32-34H2,2-19H3/b35-29+,37-31+/t36-,38+,39+,40-,41+,42-,44+,45-,46-,47-,48+,49+,50?,56+/m0/s1
InChIKey:
ZMQPVYFWZQHALN-JEBNAQASSA-N

Cite this record

CBID:162207 http://www.chembase.cn/molecule-162207.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(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-17-(prop-2-en-1-yl)-11,28-dioxa-4-azatricyclo[22.3.1.04,9]octacos-18-ene-2,3,10,16-tetrone
IUPAC Traditional name
(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-17-(prop-2-en-1-yl)-11,28-dioxa-4-azatricyclo[22.3.1.04,9]octacos-18-ene-2,3,10,16-tetrone
Synonyms
24,33-Bis-O-(tert-butyldimethylsilyl) Tacrolimus
24,33-Bis-O-(tert-butyldimethylsilyl)-FK-506
CAS Number
133941-75-0
PubChem SID
162256342
PubChem CID
71314046

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC B415260 external link Add to cart
PubChem 71314046 external link
Data Source Data ID Price
TRC
B415260 external link Add to cart Please log in.
Data Source Data ID
PubChem 71314046 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 9.955633  H Acceptors 11 
H Donor LogD (pH = 5.5) 10.929685 
LogD (pH = 7.4) 10.928494  Log P 10.9297 
Molar Refractivity 275.3165 cm3 Polarizability 113.01148 Å3
Polar Surface Area 156.36 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
Ethyl Acetate expand Show data source
Methanol expand Show data source
Apperance
White Solid expand Show data source
Melting Point
96-103°C expand Show data source
Storage Condition
-20°C Freezer 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 - B415260 external link
Protected form of FK-506 (Tacrolimus)

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • •  Rokaw, M.D., et al.: Am. J. Physiol., 271, C194 (1996)
  • • Knoll, G.A., et al.: Brit. Med. J., 318, 1104 (1996)
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PATENTS

PATENTS

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INTERNET

INTERNET

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