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38966-21-1 molecular structure
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(1S,2S,5R,6R,7R,10S,12R,13R)-6,13-bis(hydroxymethyl)-2,6-dimethyltetracyclo[10.3.1.01,10.02,7]hexadecane-5,13-diol

ChemBase ID: 133733
Molecular Formular: C20H34O4
Molecular Mass: 338.48156
Monoisotopic Mass: 338.24570957
SMILES and InChIs

SMILES:
C[C@]12CC[C@H]([C@@]([C@@H]1CC[C@@H]1[C@]32CC[C@@]([C@@H](C1)C3)(CO)O)(C)CO)O
Canonical SMILES:
OC[C@@]1(O)CC[C@]23C[C@@H]1C[C@@H]2CC[C@@H]1[C@]3(C)CC[C@H]([C@@]1(C)CO)O
InChI:
InChI=1S/C20H34O4/c1-17(11-21)15-4-3-13-9-14-10-19(13,7-8-20(14,24)12-22)18(15,2)6-5-16(17)23/h13-16,21-24H,3-12H2,1-2H3/t13-,14+,15-,16+,17-,18-,19-,20-/m0/s1
InChIKey:
NOFOAYPPHIUXJR-APNQCZIXSA-N

Cite this record

CBID:133733 http://www.chembase.cn/molecule-133733.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(1S,2S,5R,6R,7R,10S,12R,13R)-6,13-bis(hydroxymethyl)-2,6-dimethyltetracyclo[10.3.1.01,10.02,7]hexadecane-5,13-diol
IUPAC Traditional name
aphidicolin
Synonyms
APC
Aphidicolin from Nigrospora sphaerica
Aphidicolin
CAS Number
38966-21-1
MDL Number
MFCD00083214
Beilstein Number
4689958
PubChem SID
162228010
24890452
PubChem CID
457964

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 457964 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 13.633374  H Acceptors
H Donor LogD (pH = 5.5) 1.0900846 
LogD (pH = 7.4) 1.0900843  Log P 1.0900846 
Molar Refractivity 92.3849 cm3 Polarizability 37.137657 Å3
Polar Surface Area 80.92 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
DMSO: soluble10 mg/mL (stable at least six weeks at -20°C.) expand Show data source
ethanol: soluble1 mg/mL (stable at least a week at 4°C.) expand Show data source
H2O: insoluble expand Show data source
methanol: soluble10 mg/mL expand Show data source
Apperance
white powder expand Show data source
Melting Point
227-233 °C(lit.) expand Show data source
Optical Rotation
[α]27/D +12°, c = 1 in methanol(lit.) expand Show data source
RTECS
PB9185000 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
2-8°C expand Show data source
Gene Information
human ... POLA1(5422), POLD1(5424), POLG(5428) expand Show data source
Purity
≥98% (HPLC) expand Show data source
≥98.0% (TLC) expand Show data source
Grade
analytical standard expand Show data source
Shelf Life
(limited shelf life, expiry date on the label) expand Show data source
Quality Level
PREMIUM expand Show data source
Empirical Formula (Hill Notation)
C20H34O4 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - A0781 external link
Biochem/physiol Actions
Aphidicolin is an antibiotic, a potent antiviral and antimitotic agent and DNA polymerase inhibitor.
Caution
Estimated shelf-life is two years. For optimal stability, it should be protected from light and stored desiccated.
Sigma Aldrich - 10797 external link
Application
Antibiotic isolated from the fungus Nigrospora sphaerica, which is a potent antiviral and antimitotic agent1,2; Inhibitor of DNA polymerase3

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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