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76739-82-7 molecular structure
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(3E)-4-[(4S)-4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]but-3-en-2-one

ChemBase ID: 170673
Molecular Formular: C13H20O2
Molecular Mass: 208.2967
Monoisotopic Mass: 208.14632988
SMILES and InChIs

SMILES:
C1(=C(C[C@@H](CC1(C)C)O)C)/C=C/C(=O)C
Canonical SMILES:
O[C@H]1CC(=C(C(C1)(C)C)/C=C/C(=O)C)C
InChI:
InChI=1S/C13H20O2/c1-9-7-11(15)8-13(3,4)12(9)6-5-10(2)14/h5-6,11,15H,7-8H2,1-4H3/b6-5+/t11-/m0/s1
InChIKey:
HFRZSVYKDDZRQY-QRGHLMKCSA-N

Cite this record

CBID:170673 http://www.chembase.cn/molecule-170673.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(3E)-4-[(4S)-4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]but-3-en-2-one
IUPAC Traditional name
(3E)-4-[(4S)-4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]but-3-en-2-one
Synonyms
(3E)-4-[(4S)-4-Hydroxy-2,6,6-trimethyl-1-cyclohexen-1-yl]-3-buten-2-one
[S-(E)]-4-(4-Hydroxy-2,6,6-trimethyl-1-cyclohexen-1-yl)-3-buten-2-one
(3S)-3-Hydroxy-β-ionone
CAS Number
76739-82-7
PubChem SID
164226583
PubChem CID
10846059

DATA SOURCES

DATA SOURCES

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Data Source Data ID
TRC H943530 external link Add to cart
PubChem 10846059 external link
Data Source Data ID Price
TRC
H943530 external link Add to cart Please log in.
Data Source Data ID
PubChem 10846059 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 18.907213  H Acceptors
H Donor LogD (pH = 5.5) 1.888905 
LogD (pH = 7.4) 1.8889052  Log P 1.8889052 
Molar Refractivity 63.4916 cm3 Polarizability 24.15553 Å3
Polar Surface Area 37.3 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
MSDS Link
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Certificate of Analysis
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DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - H943530 external link
A naturally occurring apocaratenoid that is produced from (3S)-β-Cryptoxanthin (C827505) by oxidative cleavage catalyzed by the caratenoid cleavage oxygenase RdCCD1.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Machida, K. et al.: Phytochem., 41, 1333 (1996)
  • • Schwartz, S.H. et al.: J. Biol. Chem., 276, 25208 (1996)
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PATENTS

PATENTS

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INTERNET

INTERNET

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