GERANIAL

Details

Stereochemistry	ACHIRAL
Molecular Formula	C10H16O
Molecular Weight	152.2334
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)=CCC\C(C)=C\C=O

InChI

InChIKey=WTEVQBCEXWBHNA-JXMROGBWSA-N

InChI=1S/C10H16O/c1-9(2)5-4-6-10(3)7-8-11/h5,7-8H,4,6H2,1-3H3/b10-7+

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Antifungal properties of essential oils and their main components upon Cryptococcus neoformans.	1994 Dec	7739729
Control of retinoic acid synthesis and FGF expression in the nasal pit is required to pattern the craniofacial skeleton.	2004 Dec 15	15581867
Utilization of geraniol is dependent on molybdenum in Pseudomonas aeruginosa: evidence for different metabolic routes for oxidation of geraniol and citronellol.	2005 Jul	16000717
Analysis of the enzymatic formation of citral in the glands of sweet basil.	2006 Apr 15	16150417
Retinoids during the in vitro transition from bovine morula to blastocyst.	2006 Aug	16606641
The monoterpenoids citral and geraniol are moderate inhibitors of CYP2B6 hydroxylase activity.	2008 Aug 11	18611395
Effects of spice constituents on P-glycoprotein-mediated transport and CYP3A4-mediated metabolism in vitro.	2008 Jul	18385293
Citral sensing by Transient [corrected] receptor potential channels in dorsal root ganglion neurons.	2008 May 7	18461159
Use of IL-8 release and p38 MAPK activation in THP-1 cells to identify allergens and to assess their potency in vitro.	2010 Sep	20541004
A new in vitro method for identifying chemical sensitizers combining peptide binding with ARE/EpRE-mediated gene expression in human skin cells.	2010 Sep	20491607
The intra- and inter-laboratory reproducibility and predictivity of the KeratinoSens assay to predict skin sensitizers in vitro: results of a ring-study in five laboratories.	2011 Apr	21195160
HPLC-FLD methods to quantify chloroaluminum phthalocyanine in nanoparticles, plasma and tissue: application in pharmacokinetic and biodistribution studies.	2011 Aug 25	21596512
An in vitro test to screen skin sensitizers using a stable THP-1-derived IL-8 reporter cell line, THP-G8.	2011 Dec	21920952
B cell increases and ex vivo IL-2 production as secondary endpoints for the detection of sensitizers in non-radioisotopic local lymph node assay using flow cytometry.	2012 Mar 25	22245253
Fumigant antifungal activity of Myrtaceae essential oils and constituents from Leptospermum petersonii against three Aspergillus species.	2012 Sep 3	22945026
Small molecules inhibit growth, viability and ergosterol biosynthesis in Candida albicans.	2013 Dec	23449869
Retinoic acid biosynthesis catalyzed by retinal dehydrogenases relies on a rate-limiting conformational transition associated with substrate recognition.	2013 Feb 25	23220587
Differentiation of skin sensitizers from irritant chemicals by interleukin-1α and macrophage inflammatory protein-2 in murine keratinocytes.	2013 Jan 10	23178550
A screen for disruptors of the retinol (vitamin A) signaling pathway.	2013 Jun	23696197
Genes specifically modulated in sensitized skins allow the detection of sensitizers in a reconstructed human skin model. Development of the SENS-IS assay.	2015 Jun	25724174
Chemical allergens stimulate human epidermal keratinocytes to produce lymphangiogenic vascular endothelial growth factor.	2015 Mar 1	25617811
Dual regulation of skin sensitizer-induced HMOX1 expression by Bach1 and Nrf2: Comparison to regulation of the AKR1C2-ARE element in the KeratinoSens cell line.	2015 Nov 1	26244607

Patents

Name

Type

Language

GERANIAL

Systematic Name

English

(2E)-3,7-DIMETHYLOCTA-2,6-DIENAL

Systematic Name

English

TRANS-CITRAL

Common Name

English

CITRAL GERANIAL

Systematic Name

English

CITRAL GERANIAL [MI]

Common Name

English

CITRAL-A

Common Name

English

CITRAL A

Common Name

English

Code System Code Type Description

DAILYMED

758ZMW724E