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134615-37-5 molecular structure
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(4S,5S)-10-[(2R,3S,6S,8S,9R)-9-butyl-8-(4-carboxy-3-methylbuta-1,3-dien-1-yl)-9-[(3-carboxypropanoyl)oxy]-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]-5-hydroxy-4,8-dimethyldeca-2,6,8-trienoic acid

ChemBase ID: 154540
Molecular Formular: C36H52O11
Molecular Mass: 660.79148
Monoisotopic Mass: 660.35096248
SMILES and InChIs

SMILES:
CCCC[C@]1(CC[C@]2(CC[C@@H]([C@H](O2)C/C=C(\C)/C=C/[C@@H]([C@@H](C)/C=C/C(=O)O)O)C)O[C@H]1/C=C/C(=C/C(=O)O)/C)OC(=O)CCC(=O)O
Canonical SMILES:
CCCC[C@]1(CC[C@@]2(O[C@H]1/C=C/C(=C/C(=O)O)/C)CC[C@@H]([C@H](O2)C/C=C(/C=C/[C@@H]([C@H](/C=C/C(=O)O)C)O)\C)C)OC(=O)CCC(=O)O
InChI:
InChI=1S/C36H52O11/c1-6-7-19-35(47-34(44)17-16-32(40)41)21-22-36(46-30(35)14-10-25(3)23-33(42)43)20-18-27(5)29(45-36)13-9-24(2)8-12-28(37)26(4)11-15-31(38)39/h8-12,14-15,23,26-30,37H,6-7,13,16-22H2,1-5H3,(H,38,39)(H,40,41)(H,42,43)/t26-,27-,28-,29+,30-,35+,36-/m0/s1
InChIKey:
ZESGNAJSBDILTB-LJXMMUGHSA-N

Cite this record

CBID:154540 http://www.chembase.cn/molecule-154540.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(4S,5S)-10-[(2R,3S,6S,8S,9R)-9-butyl-8-(4-carboxy-3-methylbuta-1,3-dien-1-yl)-9-[(3-carboxypropanoyl)oxy]-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]-5-hydroxy-4,8-dimethyldeca-2,6,8-trienoic acid
IUPAC Traditional name
(4S,5S)-10-[(2R,3S,6S,8S,9R)-9-butyl-8-(4-carboxy-3-methylbuta-1,3-dien-1-yl)-9-[(3-carboxypropanoyl)oxy]-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]-5-hydroxy-4,8-dimethyldeca-2,6,8-trienoic acid
Synonyms
Reveromycin A
CAS Number
134615-37-5
MDL Number
MFCD00912537
PubChem SID
162248679
24899342
PubChem CID
9939559

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Sigma Aldrich
R0654 external link Add to cart Please log in.
Data Source Data ID
PubChem 9939559 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 3.7685864  H Acceptors 10 
H Donor LogD (pH = 5.5) 2.3696544 
LogD (pH = 7.4) -2.7822666  Log P 5.9440227 
Molar Refractivity 179.409 cm3 Polarizability 68.74923 Å3
Polar Surface Area 176.89 Å2 Rotatable Bonds 18 
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
DMF: soluble expand Show data source
DMSO: soluble expand Show data source
ethanol: soluble expand Show data source
ethyl acetate: soluble expand Show data source
methanol: soluble expand Show data source
Apperance
solid expand Show data source
MSDS Link
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
-20°C expand Show data source
Purity
≥98% (HPLC) expand Show data source
Shipped in
wet ice expand Show data source
Empirical Formula (Hill Notation)
C36H52O11 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - R0654 external link
Analysis Note
Avoid acidic conditions.
Biochem/physiol Actions
Reveromycin A is a polyketide antibiotic from Streptomyces sp. Epidermal growth factor (EGF) inhibitor; apoptosis inducer; G1 phase cell cycle inhibitor having antiproliferative behavior against human cell lines KB and K562 as well as antifungal activity.

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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