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3650-09-7 molecular structure
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(4aR,10aS)-5,6-dihydroxy-1,1-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carboxylic acid

ChemBase ID: 155625
Molecular Formular: C20H28O4
Molecular Mass: 332.43392
Monoisotopic Mass: 332.19875938
SMILES and InChIs

SMILES:
CC(C)c1cc2c(c(c1O)O)[C@]1(CCCC([C@@H]1CC2)(C)C)C(=O)O
Canonical SMILES:
OC(=O)[C@@]12CCCC([C@@H]2CCc2c1c(O)c(c(c2)C(C)C)O)(C)C
InChI:
InChI=1S/C20H28O4/c1-11(2)13-10-12-6-7-14-19(3,4)8-5-9-20(14,18(23)24)15(12)17(22)16(13)21/h10-11,14,21-22H,5-9H2,1-4H3,(H,23,24)/t14-,20+/m0/s1
InChIKey:
QRYRORQUOLYVBU-VBKZILBWSA-N

Cite this record

CBID:155625 http://www.chembase.cn/molecule-155625.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(4aR,10aS)-5,6-dihydroxy-1,1-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carboxylic acid
IUPAC Traditional name
salvin
Synonyms
Carnosic acid from Rosmarinus officinalis
(4aR,10aS)-5,6-Dihydroxy-7-isopropyl-1,1-dimethyl-1,3,4,9,10,10a-hexahydro-2H-phenanthrene-4a-carboxylic acid
Salvin
Carnosic acid
CAS Number
3650-09-7
MDL Number
MFCD02259459
Beilstein Number
2707918
PubChem SID
162249763
PubChem CID
65126

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 65126 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 4.2929454  H Acceptors
H Donor LogD (pH = 5.5) 3.9104488 
LogD (pH = 7.4) 2.1704886  Log P 5.141634 
Molar Refractivity 93.4058 cm3 Polarizability 36.217587 Å3
Polar Surface Area 77.76 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Apperance
yellow powder 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
-20°C expand Show data source
Purity
≥91% expand Show data source
≥97.0% (HPLC) 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
Shipped in
wet ice expand Show data source
Empirical Formula (Hill Notation)
C20H28O4 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - C0609 external link
Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Application
Phenolic compound that is naturally occurring with antioxidant properties. Inhibits lipid peroxidation which is caused by NADH or NADPH oxidation.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. C0609.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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