bilobol

{{Chembox

| ImageFile = Bilobol.svg

| ImageSize = 250px

| ImageAlt =

| PIN = 5-[(8Z)-Pentadec-8-enyl]benzene-1,3-diol

| OtherNames = 5-[(Z)-Pentadec-8-en-1-yl]resorcinol
5-Pentadecenylresorcinol

|Section1={{Chembox Identifiers

| CASNo = 22910-86-7

| CASNo_Ref = {{cascite|correct|CAS}}

| PubChem = 5281852

| ChemSpiderID = 4445147

| SMILES = Oc1cc(cc(O)c1)CCCCCCC\C=C/CCCCCC

| InChI = 1/C21H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19-16-20(22)18-21(23)17-19/h7-8,16-18,22-23H,2-6,9-15H2,1H3/b8-7-

| InChIKey = TUGAUFMQYWZJAB-FPLPWBNLBC

| StdInChI = 1S/C21H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19-16-20(22)18-21(23)17-19/h7-8,16-18,22-23H,2-6,9-15H2,1H3/b8-7-

| StdInChIKey = TUGAUFMQYWZJAB-FPLPWBNLSA-N

| SMILES1 = CCCCCCC=CCCCCCCCC1=CC(=CC(=C1)O)O

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|Section2={{Chembox Properties

| C=21

| H=34

| O=2

| Appearance =

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|Section3={{Chembox Hazards

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Bilobol is an alkylresorcinol from Ginkgo biloba. Chemically, it is similar in structure to urushiol, the irritant found in poison ivy; it is a strong skin irritant itself.{{Cite journal|title=Comparison of the effects of bilobol and 12-O-tetradecanoylphorbol-13-acetate on skin, and test of tumor promoting potential of bilobol in CD-1 mice |pmid=2110595 |doi=10.2131/jts.15.39 |year=1990 |last1=Matsumoto |first1=Kazuyuk i|last2=Fujimoto |first2=Masao |last3=Ito |first3=Kazuo |last4=Tanaka |first4=Hitoshi |last5=Hirono|first5=Iwao|journal=The Journal of Toxicological Sciences|volume=15|pages=39–46|issue=1|doi-access=free }}

Natural occurrences

Bilobol can be found in Ginkgo biloba fruits.{{cite journal|pmid=21462031|year=2011|last1=Tanaka|first1=A|last2=Arai|first2=Y|last3=Kim|first3=SN|last4=Ham|first4=J|last5=Usuki|first5=T|title=Synthesis and biological evaluation of bilobol and adipostatin A|volume=13|issue=4|pages=290–6|doi=10.1080/10286020.2011.554828|journal=Journal of Asian Natural Products Research|s2cid=25305504}}

References

{{Reflist}}

Category:Alkylresorcinols

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