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1397-89-3 molecular structure
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(1R,3S,5R,6R,9R,11R,15S,16R,17R,18S,19E,21E,23E,25E,27E,29E,31E,33R,35S,36S,37S)-33-{[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy}-1,3,5,6,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylic acid

ChemBase ID: 160588
Molecular Formular: C47H73NO17
Molecular Mass: 924.07902
Monoisotopic Mass: 923.48784988
SMILES and InChIs

SMILES:
C\1=C/C=C/C=C/C=C/C=C/C=C/C=C/[C@@H](C[C@H]2[C@H]([C@H](C[C@](C[C@H](C[C@H]([C@@H](CC[C@H](C[C@H](CC(=O)O[C@H]([C@@H]([C@@H]([C@H]1C)O)C)C)O)O)O)O)O)(O)O2)O)C(=O)O)O[C@H]1[C@H]([C@@H]([C@@H]([C@H](O1)C)O)N)O
Canonical SMILES:
O[C@@H]1CC[C@@H](O)[C@H](O)C[C@H](O)C[C@]2(O)C[C@H](O)[C@@H]([C@@H](O2)C[C@H](/C=C/C=C/C=C/C=C/C=C/C=C/C=C/[C@@H]([C@H]([C@H]([C@@H](OC(=O)C[C@@H](C1)O)C)C)O)C)O[C@@H]1O[C@H](C)[C@H]([C@H]([C@@H]1O)N)O)C(=O)O
InChI:
InChI=1S/C47H73NO17/c1-27-17-15-13-11-9-7-5-6-8-10-12-14-16-18-34(64-46-44(58)41(48)43(57)30(4)63-46)24-38-40(45(59)60)37(54)26-47(61,65-38)25-33(51)22-36(53)35(52)20-19-31(49)21-32(50)23-39(55)62-29(3)28(2)42(27)56/h5-18,27-38,40-44,46,49-54,56-58,61H,19-26,48H2,1-4H3,(H,59,60)/b6-5+,9-7+,10-8+,13-11+,14-12+,17-15+,18-16+/t27-,28-,29-,30+,31+,32+,33-,34-,35+,36+,37-,38?,40-,41-,42+,43+,44-,46-,47+/m0/s1
InChIKey:
APKFDSVGJQXUKY-AOFSQMODSA-N

Cite this record

CBID:160588 http://www.chembase.cn/molecule-160588.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(1R,3S,5R,6R,9R,11R,15S,16R,17R,18S,19E,21E,23E,25E,27E,29E,31E,33R,35S,36S,37S)-33-{[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy}-1,3,5,6,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylic acid
IUPAC Traditional name
(1R,3S,5R,6R,9R,11R,15S,16R,17R,18S,19E,21E,23E,25E,27E,29E,31E,33R,35S,36S,37S)-33-{[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy}-1,3,5,6,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylic acid
Synonyms
Abelcet
Abelecet
AmBisome
Ampho-Moronal
Amphocin
Amphozone
Apothecon
Fungilin
Fungizona
Fungizone
Halizon
LNS-AmB
NS 718
NSC 527017
Amphotericin B (85%)
CAS Number
1397-89-3
PubChem SID
162254723
PubChem CID
71313388

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC A634250 external link Add to cart
PubChem 71313388 external link
Data Source Data ID Price
TRC
A634250 external link Add to cart Please log in.
Data Source Data ID
PubChem 71313388 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 3.5797393  H Acceptors 17 
H Donor 12  LogD (pH = 5.5) -2.3028812 
LogD (pH = 7.4) -2.3064086  Log P -2.3001616 
Molar Refractivity 244.6705 cm3 Polarizability 94.662575 Å3
Polar Surface Area 319.61 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Dimethyl Sulfoxide expand Show data source
Water expand Show data source
Apperance
Yellow Solid expand Show data source
Melting Point
>14°C (dec.) 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 - A634250 external link
Polypeptide antibiotic active against gram positive bacteria. Antifungal.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Asher, I.M., et al.: Anal. Profiles Drug Subs., 6, 1, (1977)
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PATENTS

PATENTS

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INTERNET

INTERNET

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