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13929-35-6 molecular structure
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2-{[(7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E)-13-(acetyloxy)-2,15,17,29-tetrahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1(29),2,4,9,19,21,25,27-octaen-27-yl]oxy}acetic acid

ChemBase ID: 177543
Molecular Formular: C39H49NO14
Molecular Mass: 755.80466
Monoisotopic Mass: 755.31530525
SMILES and InChIs

SMILES:
c1c2c(c3c(c1OCC(=O)O)c1c(c(c3O)C)O[C@@](C1=O)(O/C=C/[C@@H]([C@H]([C@H]([C@@H]([C@@H]([C@@H]([C@H]([C@H](/C=C/C=C(\C(=O)N2)/C)C)O)C)O)C)OC(=O)C)C)OC)C)O
Canonical SMILES:
CO[C@H]1/C=C/O[C@@]2(C)Oc3c(C2=O)c2c(OCC(=O)O)cc(c(c2c(c3C)O)O)NC(=O)/C(=C\C=C\[C@@H]([C@@H]([C@H]([C@H]([C@H]([C@@H]([C@@H]1C)OC(=O)C)C)O)C)O)C)/C
InChI:
InChI=1S/C39H49NO14/c1-17-11-10-12-18(2)38(49)40-24-15-26(51-16-27(42)43)28-29(34(24)47)33(46)22(6)36-30(28)37(48)39(8,54-36)52-14-13-25(50-9)19(3)35(53-23(7)41)21(5)32(45)20(4)31(17)44/h10-15,17,19-21,25,31-32,35,44-47H,16H2,1-9H3,(H,40,49)(H,42,43)/b11-10+,14-13+,18-12-/t17-,19+,20+,21+,25-,31-,32+,35+,39-/m0/s1
InChIKey:
SQTCRTQCPJICLD-KTQDUKAHSA-N

Cite this record

CBID:177543 http://www.chembase.cn/molecule-177543.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
2-{[(7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E)-13-(acetyloxy)-2,15,17,29-tetrahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1(29),2,4,9,19,21,25,27-octaen-27-yl]oxy}acetic acid
IUPAC Traditional name
{[(7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E)-13-(acetyloxy)-2,15,17,29-tetrahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1(29),2,4,9,19,21,25,27-octaen-27-yl]oxy}acetic acid
Synonyms
4-O-(Carboxymethyl)rifamycin
[(1,2-Dihydro-5,6,17,19,21-pentahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-1,11-dioxo-2,7-(epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan-9-yl)oxy]acetic Acid 21-Acetate
Rifamycin B
CAS Number
13929-35-6
PubChem SID
164233453
PubChem CID
71752081

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC R508170 external link Add to cart
PubChem 71752081 external link
Data Source Data ID Price
TRC
R508170 external link Add to cart Please log in.
Data Source Data ID
PubChem 71752081 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 3.019189  H Acceptors 13 
H Donor LogD (pH = 5.5) 1.3423088 
LogD (pH = 7.4) -0.16319329  Log P 3.798221 
Molar Refractivity 198.3651 cm3 Polarizability 76.817825 Å3
Polar Surface Area 227.61 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 - R508170 external link
A Rifamycin (R508200) derivative as antibacterial agent.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Cellai, L., et al.: Eur. J. Med. Chem., 24, 105 (1989)
  • • Bartolucci, C., et al.: Pharm. Pharmacol. Lett., 3, 1 (1989)
  • • Lounis, N., et al.: Curr. Pharm. Des., 10, 3229 (1989)
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PATENTS

PATENTS

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INTERNET

INTERNET

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