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D-(+)-Camphor

Catalog Number
ACM464493-1
CAS Number
464-49-3
Product Name
D-(+)-Camphor
Structure
Category
Plasticizers
Description
D-camphor appears as colorless or white crystals. Sublimes. Flash point 149°F. Burns readily with a bright, smoky flame. Penetrating aromatic odor. Pungent, aromatic taste followed by a sensation of cold. (NTP, 1992);White to gray translucent crystals or fused mass; Warm, minty, almost ethereal diffusive aroma;White to pale yellow crystalline solid, Camphoraceous aroma
IUPAC Name
(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
Molecular Weight
152.23g/mol
Molecular Formula
C10H16O
Canonical SMILES
CC1(C2CCC1(C(=O)C2)C)C
InChI
InChI=1S/C10H16O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7H,4-6H2,1-3H3/t7-,10+/m1/s1
InChI Key
DSSYKIVIOFKYAU-XCBNKYQSSA-N
Boiling Point
399 °F at 760 mm Hg (NTP, 1992);205.7 °C
Melting Point
353.8 °F (NTP, 1992);179.26666666669996 °C
Flash Point
148 °F (NTP, 1992)
Density
0.992 at 77 °F (NTP, 1992)
Solubility
less than 1 mg/mL at 59° F (NTP, 1992);Soluble in oils, water;Soluble (in ethanol);Slightly soluble;Soluble (in ethanol)
Application
D-(+)-Camphor, characterized by its white crystalline form, serves multiple functions as an analgesic, anti-infective, and antipruritic agent. As the (R)-enantiomer of camphor, this terpene is naturally present in Cannabis sativa, Cannabis indica, and their hybrid strains, as well as in essential oils of various herbs such as rosemary, lavender, and sage. D-(+)-Camphor demonstrates a wide range of biological activities, including the suppression of norepinephrine secretion and the reduction of cytosolic calcium and sodium levels in chromaffin cells, which involve nicotinic acetylcholine receptors. It also promotes cellular proliferation and enhances the expression of collagen and elastin in human primary dermal fibroblasts, and has been shown to boost collagen and elastin levels in UV-exposed skin in vivo. Additionally, it proves effective in reducing cough frequency and exhibits insecticidal properties by affecting the behavior and mortality of fire ants. Beyond its biological applications, D-(+)-Camphor is utilized as a precursor in the synthesis of cannabinergic ligands.
Complexity
217
Covalently-Bonded Unit Count
1
EC Number
207-355-2;244-350-4;923-389-7
Exact Mass
152.120115g/mol
Formal Charge
0
Heavy Atom Count
11
MeSH Entry Terms
camphora
Monoisotopic Mass
152.120115g/mol
NSC Number
755918
Rotatable Bond Count
0
RTECS Number
EX1260000
UNII
N20HL7Q941
UN Number
2717;1130;1130
Vapor Density
5.24 (NTP, 1992) (Relative to Air)
Vapor Pressure
1 mm Hg at 106.7 °F ; 5 mm Hg at 155.5° F (NTP, 1992);0.22 mmHg
XLogP3
2.2
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