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469-83-0 molecular structure
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(1S,4S,12S,13R,16R,17R)-17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.0^{1,13}.0^{4,12}.0^{5,9}]nonadeca-5(9),6-dien-17-ol

ChemBase ID: 105682
Molecular Formular: C20H28O3
Molecular Mass: 316.43452
Monoisotopic Mass: 316.20384476
SMILES and InChIs

SMILES:
OC[C@@]1(O)C[C@]23[C@H]([C@]4([C@@H](c5ccoc5CC4)CC2)C)CC[C@H]1C3
Canonical SMILES:
OC[C@@]1(O)C[C@@]23C[C@@H]1CC[C@H]3[C@]1([C@H](CC2)c2ccoc2CC1)C
InChI:
InChI=1S/C20H28O3/c1-18-7-5-16-14(6-9-23-16)15(18)4-8-19-10-13(2-3-17(18)19)20(22,11-19)12-21/h6,9,13,15,17,21-22H,2-5,7-8,10-12H2,1H3/t13-,15-,17+,18-,19+,20+/m1/s1
InChIKey:
DNJVYWXIDISQRD-HWUKTEKMSA-N

Cite this record

CBID:105682 http://www.chembase.cn/molecule-105682.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(1S,4S,12S,13R,16R,17R)-17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.0^{1,13}.0^{4,12}.0^{5,9}]nonadeca-5(9),6-dien-17-ol
IUPAC Traditional name
cafestol
Synonyms
CAFESTOL
CAS Number
469-83-0
PubChem SID
162092160
PubChem CID
108052

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
MP Biomedicals
02193745 external link Add to cart Please log in.
Data Source Data ID
PubChem 108052 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 13.685427  H Acceptors
H Donor LogD (pH = 5.5) 2.6770277 
LogD (pH = 7.4) 2.6770275  Log P 2.6770277 
Molar Refractivity 88.5501 cm3 Polarizability 34.82681 Å3
Polar Surface Area 53.6 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
156-158°C expand Show data source
Storage Condition
2-8°C expand Show data source
MSDS Link
Download expand Show data source
Certificate of Analysis
Download expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals
MP Biomedicals - 02193745 external link
From Coffee Beans A natural extract which induces glutathione S-transferase.

REFERENCES

REFERENCES

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  • • Lam, L.K.T., et al., Cancer Res., 42 ; 1193-98, (1982).
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PATENTS

PATENTS

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INTERNET

INTERNET

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