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2495-92-3 molecular structure
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6-(benzyloxy)-5-methoxy-1H-indole-2-carboxylic acid

ChemBase ID: 92165
Molecular Formular: C17H15NO4
Molecular Mass: 297.3053
Monoisotopic Mass: 297.10010797
SMILES and InChIs

SMILES:
[nH]1c2c(cc(c(c2)OCc2ccccc2)OC)cc1C(=O)O
Canonical SMILES:
COc1cc2cc([nH]c2cc1OCc1ccccc1)C(=O)O
InChI:
InChI=1S/C17H15NO4/c1-21-15-8-12-7-14(17(19)20)18-13(12)9-16(15)22-10-11-5-3-2-4-6-11/h2-9,18H,10H2,1H3,(H,19,20)
InChIKey:
JMOOGCFXFNKYCS-UHFFFAOYSA-N

Cite this record

CBID:92165 http://www.chembase.cn/molecule-92165.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
6-(benzyloxy)-5-methoxy-1H-indole-2-carboxylic acid
IUPAC Traditional name
6-(benzyloxy)-5-methoxy-1H-indole-2-carboxylic acid
Synonyms
NSC 92530
6-Benzyloxy-5-methoxy-2-carboxyindole
5-Methoxy-6-(phenylmethoxy)-1H-indole-2-carboxylic Acid
6-Benzyloxy-5-methoxyindole-2-carboxylic acid
6-苄氧基-5-甲氧基-2-羧基吲哚
CAS Number
2495-92-3
MDL Number
MFCD00055977
PubChem SID
24891571
162078863
PubChem CID
260801

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 260801 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 3.6033747  H Acceptors
H Donor LogD (pH = 5.5) 1.1666203 
LogD (pH = 7.4) -0.2831353  Log P 3.0587225 
Molar Refractivity 81.8172 cm3 Polarizability 32.487427 Å3
Polar Surface Area 71.55 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
Clear Yellow Solution in Pyridine @ 50mg/ml. expand Show data source
Apperance
Tan Crystals expand Show data source
tan powder expand Show data source
Melting Point
230-232(dec.)°C expand Show data source
230-232°C dec. expand Show data source
Storage Condition
-20°C Freezer expand Show data source
Storage Warning
Irritant 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
Gene Information
human ... SRD5A1(6715), SRD5A2(6716) expand Show data source
Purity
≥99% expand Show data source
Certificate of Analysis
Download expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - B1251 external link
包装
500 mg in poly bottle
Application

• Reactant for preparation of indolecarboxamides with antitumor activity in human lung cancer1
• Reactant for preparation of benzophenone- and indolecarboxylic acids as potent type-2 specific inhibitors of human steroid 5α-reductase2

REFERENCES

REFERENCES

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  • • J. Heterocyclic Chem., 2, 387 (1965)
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PATENTS

PATENTS

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INTERNET

INTERNET

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