2D Structure

3D Structure

l-Carvone


Properties
PID PID00030
Mol. Weight 150.221 g/mol
LogP 2.71
Water solubility In water, 367 mg/L at 25 °C (est)
Hydrogen Bond Donor 0
Hydrogen Bond Acceptor 1
Rotatable Bonds 1
XLogP3-AA 2.4

l-Carvone

Identifiers
Formula C10H14O
PubChem CID 439570
FEMA 2249
Flavor Profile A Sweetish Minty Smell, Like Spearmint Leaves
Smiles C=C(C)[C@@H]1CC=C(C)C(=O)C1
InChl Key ULDHMXUKGWMISQ-SECBINFHSA-N
InChl InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3/t9-/m1/s1
CAS Registry Number 6485-40-1
IUPAC Systematic Name (5R)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one

Organ Location Map/System Distribution of Pungent Flavor Compounds’ Targets


Note: Known Targets (Gene) from 6952 literatures, DrugBank (http://www.drugbank.ca/), STITCH (http://stitch.embl.de/), ChEMBL (https://www.ebi.ac.uk/chembl/), Therapeutic Target Database (http://bidd.nus.edu.sg/group/ttd/), and Comparative Toxicogenomics Database (CTD, http://ctdbase.org/)


Related Pungent TCM

English Name Pinyin Name (Chinese Name) Latin Name Properties in TCM merdians View Graph
Siebold Wildginger Equivalent plant: Asarum heteroXi Xin (细辛)Asari Radix Et RhizomaWarm, PungentLung, Spleen, StomachView Graph
Chinese Thorowax Equivalent plant: Bupleurum scorzChai Hu(柴胡)Bupleuri RadixMinor cold, Pungent, BitterLiver, Gallbladder, LungView Graph
Round Cardamon FruitDou Kou (豆蔻)Amomi Fructus RotundusWarm, Pungent,Spleen, Lung, StomachView Graph
bark of Officinal magnoliaHou Pu(厚朴)Magnoliae Officinalis CortexWarm, Pungent, BitterSpleen, LiverView Graph
Black PepperHu Jiao (胡椒)Piperis FructusHot,PungentLarge Intestine, StomachView Graph
Fineleaf SchizonepetaJing Jie (荆芥)Schizonepetae HerbaMinor Warm, PungentLung, LiverView Graph
Chinese Ephedra Equivalent plant: Ephedra equisetiMa Huang (麻黄)Ephedrae HerbaWarm, Pungent, Slightly BitterLung, BladderView Graph
Frankincense, OlibanumRu Xiang (乳香)OlibanumWarm,Bitter, PungentSpleen, LungView Graph
Villous Amomum Equivalent plant: Amomum xanthioideSha Ren (砂仁)Amomi FructusWarm, PungentLung, Spleen, StomachView Graph
Fresh Common GingerSheng Jiang (生姜)Zingiber Rhizoma RecensWarm, PungentLung, Spleen, StomachView Graph
Wild MintBo He (薄荷)Menthae Haplocalycis HerbaCool, PungentLiver, LungView Graph
Divaricate SaposhnikoviaFang Feng (防风)Saposhnikoviae RadixWarm, Pungent, SweetLung, Bladder, HeartView Graph
Dahurian AngelicaBai Zhi(白芷)Angelicae Dahuricae RadixWarm, PungentLung, Spleen, StomachView Graph
Illicium difengpiDi Feng Pi(地枫皮)Difengpi Anisetree Equivalent plant: Illicium majuWarm,Slightly Pungent,PunkeryBladder,KidneyView Graph
Divaricate SaposhnikoviaFang Feng (防风)Saposhnikoviae RadixWarm, Pungent, SweetLung, Bladder, HeartView Graph
Artemisia argyiAi Ye(艾叶)Argy Wormwood Leaf Equivalent plant: Artemisia monWarm,Pungent,BitterLung,Spleen,LiverView Graph
Evodia rutaecarpaWu Zhu Yu(吴茱萸)Medicinal Evodia Equivalent plant: Evodia rutaecarPungent, bitter, hotLiver, spleen,stomachView Graph

Pharmacological action

l-Carvone is also formed as a minor product via reduction by NADPH. l-Carvone is likewise converted to (+)-carveol. This mainly occurs in the liver and

involves cytochrome P450 oxidase and (+)-trans-carveol dehydrogenase.



Note: Click anywhere in the blank, you can drag the whole dynamic diagram. Click on a node, you can drag his location to see it more clearly. The blue circle represents pharmacology, toxicology, or daily use. Orange hexagon represents the pungent compounds.

References

1 Gottfried J A. Central mechanisms of odour object perception[J]. Nature Reviews Neuroscience, 2010, 11(9): 628.

2 Kirner A, Deutsch S, Weiler E, et al. Concanavalin A application to the olfactory epithelium reveals different sensory neuron populations for the odour pair D-and L-carvone[J]. Behavioural brain research, 2003, 138(2): 201-206.

3 Lapid H, Shushan S, Plotkin A, et al. Neural activity at the human olfactory epithelium reflects olfactory perception[J]. Nature neuroscience, 2011, 14(11): 1455.

4 Weinstock R S, Wright H N, Spiegel A M, et al. Olfactory dysfunction in humans with deficient guanine nucleotide-binding protein[J]. Nature, 1986, 322(6080): 635-636.

5 Perez-Orive J, Mazor O, Turner G C, et al. Oscillations and sparsening of odor representations in the mushroom body[J]. Science, 2002, 297(5580): 359-365.

6 Edwards J G. TRPV1 in the central nervous system: synaptic plasticity, function, and pharmacological implications[M]//Capsaicin as a therapeutic molecule. Springer, Basel, 2014: 77-104.

7 Benemei S, Patacchini R, Trevisani M, et al. TRP channels[J]. Current opinion in pharmacology, 2015, 22: 18-23.

8 Sobel N, Khan R M, Saltman A, et al. Olfaction: the world smells different to each nostril[J]. Nature, 1999, 402(6757): 35.

9 Kirner A, Deutsch S, Weiler E, et al. Concanavalin A application to the olfactory epithelium reveals different sensory neuron populations for the odour pair D-and L-carvone[J]. Behavioural brain research, 2003, 138(2): 201-206.

10 https://en.wikipedia.org/wiki/Carvone