(+)-Nootkatone - 10mM in DMSO, high purity , CAS No.4674-50-4

  • 10mM in DMSO
Item Number
N424097
Grouped product items
SKUSizeAvailabilityPrice Qty
N424097-1ml
1ml
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$69.90

Basic Description

SynonymsNOOTKATONE | (+)-Nootkatone | 4674-50-4 | Nootkanone | (+/-)-Nootkatone | Nootkatone, (+/-)- | Nootkatone, (+)- | Nootkatone (+/-)-form [MI] | UNII-3K3OKV2A5A | (4R,4aS,6R)-4,4a-dimethyl-6-(prop-1-en-2-yl)-4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one | 3K3OKV2A5A | 4.beta.H,5.al
Specifications & Purity10mM in DMSO
Storage TempStore at -80°C
Shipped InIce chest + Ice pads
Product Description

(+)-nootkatone, a bicyclic conjugated sesquiterpene ketone with a grapefruit-like flavor, is commonly used in fragrance, food, cosmetics and pharmaceutical industry. It can be synthesized from (+)-valencene via biotransformation. (+)-nootkatone is the active ingredient responsible for the antiplatelet effect of Cyperus rotundus, a well-known oriental traditional medicine.

Associated Targets(Human)

TRPV1 Tclin Vanilloid receptor (8273 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HL-60 (67320 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A549 (127892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO2B1 Tchem Solute carrier organic anion transporter family member 2B1 (580 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

RBL-2H3 (1162 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BV-2 (3710 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Coptotermes formosanus (677 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

IUPAC Name (4R,4aS,6R)-4,4a-dimethyl-6-prop-1-en-2-yl-3,4,5,6,7,8-hexahydronaphthalen-2-one
INCHI InChI=1S/C15H22O/c1-10(2)12-5-6-13-8-14(16)7-11(3)15(13,4)9-12/h8,11-12H,1,5-7,9H2,2-4H3/t11-,12-,15+/m1/s1
InChi Key WTOYNNBCKUYIKC-JMSVASOKSA-N
Canonical SMILES CC1CC(=O)C=C2C1(CC(CC2)C(=C)C)C
Isomeric SMILES C[C@@H]1CC(=O)C=C2[C@]1(C[C@@H](CC2)C(=C)C)C
WGK Germany 2
PubChem CID 1268142
Molecular Weight 218.34
Reaxy-Rn 4676969

Certificates

Certificate of Analysis(COA)

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Chemical and Physical Properties

Sensitivityheat & air & air sensitive
Specific Rotation[α]173° (C=1,EtOH)
Flash Point(°F)212 °F
Flash Point(°C)100 °C
Boil Point(°C)125℃/0.5mm
Melt Point(°C)36 °C

Safety and Hazards(GHS)

Pictogram(s) GHS07
Signal Warning
Hazard Statements

H319:Causes serious eye irritation

WGK Germany 2
Reaxy-Rn 4676969

Related Documents

Citations of This Product

1. Chongshan Dai, Xueyong Zhang, Jiahao Lin, Jianzhong Shen.  (2023)  Nootkatone Supplementation Ameliorates Carbon Tetrachloride-Induced Acute Liver Injury via the Inhibition of Oxidative Stress, NF-κB Pathways, and the Activation of Nrf2/HO-1 Pathway.  Antioxidants,  12  (1): (194).  [PMID:36671056] [10.3390/antiox12010194]
2. Ruige Yang, Meiyue Han, Jiangping Fan, Wanqing Cheng, Nannan Ma, Xiaoting Yan, Yong Guo.  (2021)  Development of Novel (+)-Nootkatone Thioethers Containing 1,3,4-Oxadiazole/Thiadiazole Moieties as Insecticide Candidates against Three Species of Insect Pests.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,  69  (51): (15544–15553).  [PMID:34919380] [10.1021/acs.jafc.1c05853]
3. Yong Guo, Enhua Hou, Nannan Ma, Zhiyan Liu, Jiangping Fan, Ruige Yang.  (2020)  Discovery, biological evaluation and docking studies of novel N-acyl-2-aminothiazoles fused (+)-nootkatone from Citrus paradisi Macf. as potential α-glucosidase inhibitors.  BIOORGANIC CHEMISTRY,  104  (104294).  [PMID:32987307] [10.1016/j.bioorg.2020.104294]
4. Yong Guo, Zhiyan Liu, Enhua Hou, Nannan Ma, Jiangping Fan, Cheng-Yun Jin, Ruige Yang.  (2020)  Non-food bioactive natural forest products as insecticide candidates: Preparation, biological evaluation and molecular docking studies of novel N-(1,3-thiazol-2- yl)carboxamides fused (+)-nootkatone from Chamaecyparis nootkatensis [D. Don] Spach.  INDUSTRIAL CROPS AND PRODUCTS,  156  (112864).  [PMID:] [10.1016/j.indcrop.2020.112864]

References

1. Chongshan Dai, Xueyong Zhang, Jiahao Lin, Jianzhong Shen.  (2023)  Nootkatone Supplementation Ameliorates Carbon Tetrachloride-Induced Acute Liver Injury via the Inhibition of Oxidative Stress, NF-κB Pathways, and the Activation of Nrf2/HO-1 Pathway.  Antioxidants,  12  (1): (194).  [PMID:36671056] [10.3390/antiox12010194]
2. Ruige Yang, Meiyue Han, Jiangping Fan, Wanqing Cheng, Nannan Ma, Xiaoting Yan, Yong Guo.  (2021)  Development of Novel (+)-Nootkatone Thioethers Containing 1,3,4-Oxadiazole/Thiadiazole Moieties as Insecticide Candidates against Three Species of Insect Pests.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,  69  (51): (15544–15553).  [PMID:34919380] [10.1021/acs.jafc.1c05853]
3. Yong Guo, Enhua Hou, Nannan Ma, Zhiyan Liu, Jiangping Fan, Ruige Yang.  (2020)  Discovery, biological evaluation and docking studies of novel N-acyl-2-aminothiazoles fused (+)-nootkatone from Citrus paradisi Macf. as potential α-glucosidase inhibitors.  BIOORGANIC CHEMISTRY,  104  (104294).  [PMID:32987307] [10.1016/j.bioorg.2020.104294]
4. Yong Guo, Zhiyan Liu, Enhua Hou, Nannan Ma, Jiangping Fan, Cheng-Yun Jin, Ruige Yang.  (2020)  Non-food bioactive natural forest products as insecticide candidates: Preparation, biological evaluation and molecular docking studies of novel N-(1,3-thiazol-2- yl)carboxamides fused (+)-nootkatone from Chamaecyparis nootkatensis [D. Don] Spach.  INDUSTRIAL CROPS AND PRODUCTS,  156  (112864).  [PMID:] [10.1016/j.indcrop.2020.112864]

Solution Calculators