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24150-24-1 molecular structure
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4-[(2R,3S)-3-[(3,4-dimethoxyphenyl)methyl]-2-methylbutyl]-1,2-dimethoxybenzene

ChemBase ID: 153218
Molecular Formular: C22H30O4
Molecular Mass: 358.4712
Monoisotopic Mass: 358.21440944
SMILES and InChIs

SMILES:
C[C@H](Cc1ccc(c(c1)OC)OC)[C@@H](C)Cc1ccc(c(c1)OC)OC
Canonical SMILES:
COc1cc(ccc1OC)C[C@H]([C@H](Cc1ccc(c(c1)OC)OC)C)C
InChI:
InChI=1S/C22H30O4/c1-15(11-17-7-9-19(23-3)21(13-17)25-5)16(2)12-18-8-10-20(24-4)22(14-18)26-6/h7-10,13-16H,11-12H2,1-6H3/t15-,16+
InChIKey:
ORQFDHFZSMXRLM-IYBDPMFKSA-N

Cite this record

CBID:153218 http://www.chembase.cn/molecule-153218.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
4-[(2R,3S)-3-[(3,4-dimethoxyphenyl)methyl]-2-methylbutyl]-1,2-dimethoxybenzene
IUPAC Traditional name
4-[(2R,3S)-3-[(3,4-dimethoxyphenyl)methyl]-2-methylbutyl]-1,2-dimethoxybenzene
Synonyms
2,3-Dimethyl-1,4-bis-(3,4-dimethoxyphenyl)butane
EM-1421
M4N
TMNDGA
Tetra-O-methyl nordihydroguaiaretic acid
rel-4-[(2R,3S)-4-(3,4-Dimethoxyphenyl)-2,3-dimethylbutyl]-1,2-dimethoxybenzene
tetra-O-methyl-NDGA
tetramethyl NDGA
tetramethyl Nordihydroguaiaretic Acid
Terameprocol
CAS Number
24150-24-1
MDL Number
MFCD11113155
PubChem SID
162247357
PubChem CID
476861

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Sigma Aldrich
T3455 external link Add to cart Please log in.
Data Source Data ID
PubChem 476861 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) 5.342099  LogD (pH = 7.4) 5.342099 
Log P 5.342099  Molar Refractivity 104.5482 cm3
Polarizability 40.89223 Å3 Polar Surface Area 36.92 Å2
Rotatable Bonds Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
DMSO: ≥10 mg/mL expand Show data source
Apperance
white to off-white powder expand Show data source
European Hazard Symbols
Nature polluting Nature polluting (N) expand Show data source
UN Number
3077 expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Hazard Class
9 expand Show data source
Packing Group
3 expand Show data source
Risk Statements
50/53 expand Show data source
Safety Statements
60-61 expand Show data source
GHS Pictograms
GHS09 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H410 expand Show data source
GHS Precautionary statements
P273-P501 expand Show data source
RID/ADR
UN 3077 9/PG 3 expand Show data source
Storage Temperature
-20°C expand Show data source
Purity
≥98% (HPLC) expand Show data source
Empirical Formula (Hill Notation)
C22H30O4 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - T3455 external link
Biochem/physiol Actions
Terameprocol is a synthetic derivative of NDGA, a non-selective lipoxygenase inhibitor. It inhibits Sp1 transcription factor binding at the HIV long terminal repeat promoter and at the α-ICP4 promoter, a gene essential for HSV replication, with IC50 values of 11 and 43.5 μM respectively. TMNDGA induces growth arrest and apoptosis by suppressing Sp1-dependent Cdc2 and survivin gene expression giving rise to its antitumorigenic activity. The in vivo growth of xenografts in numerous human tumor types was suppressed upon treatment with TMNDGA It also inhibits the growth of murine and human melanomas and human colon cancer in vivo without causing other tissue toxicity.

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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