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74219-29-7 molecular structure
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2-[(1S,6S)-3-methyl-6-(prop-1-en-2-yl)cyclohex-2-en-1-yl]-5-pentylbenzene-1,3-diol

ChemBase ID: 163577
Molecular Formular: C21H30O2
Molecular Mass: 314.4617
Monoisotopic Mass: 314.2245802
SMILES and InChIs

SMILES:
c1c(cc(c(c1O)[C@@H]1[C@H](CCC(=C1)C)C(=C)C)O)CCCCC
Canonical SMILES:
CCCCCc1cc(O)c(c(c1)O)[C@H]1C=C(C)CC[C@@H]1C(=C)C
InChI:
InChI=1S/C21H30O2/c1-5-6-7-8-16-12-19(22)21(20(23)13-16)18-11-15(4)9-10-17(18)14(2)3/h11-13,17-18,22-23H,2,5-10H2,1,3-4H3/t17-,18+/m1/s1
InChIKey:
QHMBSVQNZZTUGM-MSOLQXFVSA-N

Cite this record

CBID:163577 http://www.chembase.cn/molecule-163577.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
2-[(1S,6S)-3-methyl-6-(prop-1-en-2-yl)cyclohex-2-en-1-yl]-5-pentylbenzene-1,3-diol
IUPAC Traditional name
2-[(1S,6S)-3-methyl-6-(prop-1-en-2-yl)cyclohex-2-en-1-yl]-5-pentylbenzene-1,3-diol
Synonyms
2-[(1S,6S)-3-Methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-5-pentyl-1,3-benzenediol
(1S-trans)-2-[3-Methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-5-pentyl-1,3-benzenediol
(+)-CBD
(+)-Cannabidiol
CAS Number
74219-29-7
PubChem SID
162257712
PubChem CID
36688143

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC C175305 external link Add to cart
PubChem 36688143 external link
Data Source Data ID Price
TRC
C175305 external link Add to cart Please log in.
Data Source Data ID
PubChem 36688143 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 9.12873  H Acceptors
H Donor LogD (pH = 5.5) 6.3250995 
LogD (pH = 7.4) 6.3172107  Log P 6.325201 
Molar Refractivity 98.5309 cm3 Polarizability 37.903954 Å3
Polar Surface Area 40.46 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

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 - C175305 external link
Major non-psychoactive constituent of Cannabis. Exhibits multiple bioactivities including anticonvulsant, anxiolytic and anti-inflammatory effects. The (+)-isomers were more active than the (-)-isomers.

REFERENCES

REFERENCES

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  • • Mechoulam, R., et al.: J. Clin. Pharmacol., 42, 11S (2002)
  • • Harvey, R., et al.: Science, 304, 884 (2002)
  • • Haeseler, G., et al.: Br. J. Pharmacol., 145, 916 ( 2005), Betz, H., et al.: J. Neurochem., 97, 1600 (2002)
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PATENTS

PATENTS

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INTERNET

INTERNET

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