6753-98-6,MFCD00042689
Catalog No.:AA003NP8

6753-98-6 | ALPHA-CARYOPHYLLENE

Pack Size
Purity
Availability
Price(USD)
Quantity
  
100mg
≥95%
in stock  
$139.00   $97.00
- +
250mg
≥95%
in stock  
$278.00   $194.00
- +
500mg
≥95%
in stock  
$416.00   $291.00
- +
1g
≥95%
in stock  
$555.00   $388.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA003NP8
Chemical Name:
ALPHA-CARYOPHYLLENE
CAS Number:
6753-98-6
Molecular Formula:
C15H24
Molecular Weight:
204.3511
MDL Number:
MFCD00042689
SMILES:
C/C/1=C\CC(C)(C)/C=C/C/C(=C/CC1)/C
Properties
Properties
 
Form:
Solid  
Storage:
Inert atmosphere;2-8℃;  

Computed Properties
 
Complexity:
287  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0  
Defined Bond Stereocenter Count:
3  
Formal Charge:
0  
Heavy Atom Count:
15  
Hydrogen Bond Acceptor Count:
0  
Hydrogen Bond Donor Count:
0  
Isotope Atom Count:
0  
Rotatable Bond Count:
0  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
4.5  

Downstream Synthesis Route
6753-98-6    4396-13-8    100-52-7   
(±)-guajadialB 
 
C30H34O5 

[1]Gao,Yuan;Wang,Gang-Qiang;Wei,Kun;Hai,Ping;Wang,Fei;Liu,Ji-Kai[OrganicLetters,2012,vol.14,#23,p.5936-5939]

Literature

Title: The inhibitory effects of β-caryophyllene, β-caryophyllene oxide and α-humulene on the activities of the main drug-metabolizing enzymes in rat and human liver in vitro.

Journal: Chemico-biological interactions 20171225

Title: Origin of regioselectivity in α-humulene functionalization.

Journal: The Journal of organic chemistry 20120316

Title: The gas-phase ozonolysis of α-humulene.

Journal: Physical chemistry chemical physics : PCCP 20110621

Title: Validation of a gas chromatographic method to quantify sesquiterpenes in copaiba oils.

Journal: Journal of pharmaceutical and biomedical analysis 20110325

Title: Altered cross-linking of HSP27 by zerumbone as a novel strategy for overcoming HSP27-mediated radioresistance.

Journal: International journal of radiation oncology, biology, physics 20110315

Title: Zingiber zerumbet CYP71BA1 catalyzes the conversion of α-humulene to 8-hydroxy-α-humulene in zerumbone biosynthesis.

Journal: Cellular and molecular life sciences : CMLS 20110301

Title: Death receptor 5-mediated TNFR family signaling pathways modulate γ-humulene-induced apoptosis in human colorectal cancer HT29 cells.

Journal: Oncology reports 20110201

Title: Analysis of the essential oil of Amsonia illustris.

Journal: Natural product communications 20110201

Title: [Analysis of the chemical constituents of essential oil from the leaves of Callicarpa integerrima].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20100301

Title: Preventive and therapeutic anti-inflammatory properties of the sesquiterpene alpha-humulene in experimental airways allergic inflammation.

Journal: British journal of pharmacology 20091001

Title: Solid-phase micro-extraction (SPME) in the early detection of potentially active volatile compounds from organic wastes used for the management of soil-borne pathogens.

Journal: Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering 20090801

Title: [Study on the volatile oil of Murraya exotica].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20090801

Title: Essential oil constituents of Eclipta prostrata (L.) L. and Vernonia amygdalina Delile.

Journal: Natural product communications 20090301

Title: Antiulcerogenic and anti-inflammatory activities of the essential oil from Pterodon emarginatus seeds.

Journal: The Journal of pharmacy and pharmacology 20090201

Title: Novel norhumulene and xeniaphyllane-derived terpenoids from a formosan soft coral Sinularia gibberosa.

Journal: Chemical & pharmaceutical bulletin 20090201

Title: Efficient synthesis of functional isoprenoids from acetoacetate through metabolic pathway-engineered Escherichia coli.

Journal: Applied microbiology and biotechnology 20090101

Title: In vitro cytotoxic effects of Senecio stabianus Lacaita (Asteraceae) on human cancer cell lines.

Journal: Natural product research 20090101

Title: Pharmacokinetics and tissue distribution of the sesquiterpene alpha-humulene in mice.

Journal: Planta medica 20081101

Title: Molecular cloning and functional characterization of alpha-humulene synthase, a possible key enzyme of zerumbone biosynthesis in shampoo ginger (Zingiber zerumbet Smith).

Journal: Planta 20080501

Title: Reaction mechanism of direct episulfidation of caryophyllene and humulene.

Journal: Natural product research 20080415

Title: Potentiating effect of beta-caryophyllene on anticancer activity of alpha-humulene, isocaryophyllene and paclitaxel.

Journal: The Journal of pharmacy and pharmacology 20071201

Title: Biosynthesis of the earthy odorant geosmin by a bifunctional Streptomyces coelicolor enzyme.

Journal: Nature chemical biology 20071101

Title: Bioactive constituents of the roots of Polyalthia cerasoides.

Journal: Journal of natural products 20070901

Title: Anti-inflammatory effects of compounds alpha-humulene and (-)-trans-caryophyllene isolated from the essential oil of Cordia verbenacea.

Journal: European journal of pharmacology 20070827

Title: Composition and cytotoxic activity of the leaf essential oil of Comptonia peregrina (L.) Coulter.

Journal: Phytotherapy research : PTR 20070601

Title: [Extraction and identification of volatile constituents in the flowers of Aglaia odorata Lour].

Journal: Se pu = Chinese journal of chromatography 20070501

Title: Zerumbone suppresses phorbol ester-induced expression of multiple scavenger receptor genes in THP-1 human monocytic cells.

Journal: Bioscience, biotechnology, and biochemistry 20070401

Title: Anti-inflammatory and anti-allergic properties of the essential oil and active compounds from Cordia verbenacea.

Journal: Journal of ethnopharmacology 20070321

Title: Chemical composition and antioxidant properties of clove leaf essential oil.

Journal: Journal of agricultural and food chemistry 20060823

Title: Simultaneous determination of aromatic and terpenic constituents of cloves by means of HPLC with diode array detection.

Journal: Journal of separation science 20060601

Title: Traceability of Asiago mountain cheese: a rapid, low-cost analytical procedure for its identification based on solid-phase microextraction.

Journal: Journal of dairy science 20051001

Title: A stable rearrangement product of humulene-4,5-epoxide.

Journal: Journal of natural products 20050901

Title: Inhibitory actions of several natural products on proliferation of rat vascular smooth muscle cells induced by Hsp60 from Chlamydia pneumoniae J138.

Journal: Journal of agricultural and food chemistry 20041006

Title: Volatile constituents from the leaves of Callicarpa japonica Thunb. and their antibacterial activities.

Journal: Journal of agricultural and food chemistry 20040225

Title: [The crop-producing power and chemical composition of the essential oil of the cones of hop cultivars].

Journal: Medicina (Kaunas, Lithuania) 20040101

Title: Regulation of interleukin-8 secretion in human intestinal epithelial Caco-2 cells by alpha-humulene.

Journal: BioFactors (Oxford, England) 20040101

Title: [Studies on the chemical constituents of the volatile oil from Radix Cudramiae].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20031101

Title: Antitumor activity of balsam fir oil: production of reactive oxygen species induced by alpha-humulene as possible mechanism of action.

Journal: Planta medica 20030501

Title: Biomimetic cycloaddition approach to tropolone natural products via a tropolone ortho-quinone methide.

Journal: Organic letters 20020822

Title: Short syntheses of (+/-)-delta-araneosene and humulene utilizing a combination of four-component assembly and palladium-mediated cyclization.

Journal: Organic letters 20020711

Title: The first humulene type sesquiterpene from Lactarius hirtipes.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20020101

Title: Bioactive sesquiterpenes produced by fungi: are they useful for humans as well?

Journal: Current medicinal chemistry 20010501

Title: Bioactive humulene derivatives from Asteriscus vogelii.

Journal: Phytochemistry 20010101

Title: Coté H, et al. Anti-Inflammatory, Antioxidant, Antibiotic, and Cytotoxic Activities of Tanacetum vulgare L. Essential Oil and Its Constituents. Medicines (Basel). 2017 May 25;4(2). pii: E34.

Quotation Request
Company Name:
*
Contact Person:
*
Email:
*
Quantity Required:
*
Country:
Additional Info:
SDS
Tags:6753-98-6 Molecular Formula|6753-98-6 MDL|6753-98-6 SMILES|6753-98-6 ALPHA-CARYOPHYLLENE
Catalog No.: AA003NP8
6753-98-6,MFCD00042689
6753-98-6 | ALPHA-CARYOPHYLLENE
Pack Size: 100mg
Purity: ≥95%
in stock
$139.00 $97.00
Pack Size: 250mg
Purity: ≥95%
in stock
$278.00 $194.00
Pack Size: 500mg
Purity: ≥95%
in stock
$416.00 $291.00
Pack Size: 1g
Purity: ≥95%
in stock
$555.00 $388.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA003NP8
Chemical Name: ALPHA-CARYOPHYLLENE
CAS Number: 6753-98-6
Molecular Formula: C15H24
Molecular Weight: 204.3511
MDL Number: MFCD00042689
SMILES: C/C/1=C\CC(C)(C)/C=C/C/C(=C/CC1)/C
Properties
Form: Solid  
Storage: Inert atmosphere;2-8℃;  
Complexity: 287  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 0  
Defined Bond Stereocenter Count: 3  
Formal Charge: 0  
Heavy Atom Count: 15  
Hydrogen Bond Acceptor Count: 0  
Hydrogen Bond Donor Count: 0  
Isotope Atom Count: 0  
Rotatable Bond Count: 0  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: 4.5  
Downstream Synthesis Route
6753-98-6    4396-13-8    100-52-7   
(±)-guajadialB 
 
C30H34O5 

[1]Gao,Yuan;Wang,Gang-Qiang;Wei,Kun;Hai,Ping;Wang,Fei;Liu,Ji-Kai[OrganicLetters,2012,vol.14,#23,p.5936-5939]

Literature fold

Title: The inhibitory effects of β-caryophyllene, β-caryophyllene oxide and α-humulene on the activities of the main drug-metabolizing enzymes in rat and human liver in vitro.

Journal: Chemico-biological interactions20171225

Title: Origin of regioselectivity in α-humulene functionalization.

Journal: The Journal of organic chemistry20120316

Title: The gas-phase ozonolysis of α-humulene.

Journal: Physical chemistry chemical physics : PCCP20110621

Title: Validation of a gas chromatographic method to quantify sesquiterpenes in copaiba oils.

Journal: Journal of pharmaceutical and biomedical analysis20110325

Title: Altered cross-linking of HSP27 by zerumbone as a novel strategy for overcoming HSP27-mediated radioresistance.

Journal: International journal of radiation oncology, biology, physics20110315

Title: Zingiber zerumbet CYP71BA1 catalyzes the conversion of α-humulene to 8-hydroxy-α-humulene in zerumbone biosynthesis.

Journal: Cellular and molecular life sciences : CMLS20110301

Title: Death receptor 5-mediated TNFR family signaling pathways modulate γ-humulene-induced apoptosis in human colorectal cancer HT29 cells.

Journal: Oncology reports20110201

Title: Analysis of the essential oil of Amsonia illustris.

Journal: Natural product communications20110201

Title: [Analysis of the chemical constituents of essential oil from the leaves of Callicarpa integerrima].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials20100301

Title: Preventive and therapeutic anti-inflammatory properties of the sesquiterpene alpha-humulene in experimental airways allergic inflammation.

Journal: British journal of pharmacology20091001

Title: Solid-phase micro-extraction (SPME) in the early detection of potentially active volatile compounds from organic wastes used for the management of soil-borne pathogens.

Journal: Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering20090801

Title: [Study on the volatile oil of Murraya exotica].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials20090801

Title: Essential oil constituents of Eclipta prostrata (L.) L. and Vernonia amygdalina Delile.

Journal: Natural product communications20090301

Title: Antiulcerogenic and anti-inflammatory activities of the essential oil from Pterodon emarginatus seeds.

Journal: The Journal of pharmacy and pharmacology20090201

Title: Novel norhumulene and xeniaphyllane-derived terpenoids from a formosan soft coral Sinularia gibberosa.

Journal: Chemical & pharmaceutical bulletin20090201

Title: Efficient synthesis of functional isoprenoids from acetoacetate through metabolic pathway-engineered Escherichia coli.

Journal: Applied microbiology and biotechnology20090101

Title: In vitro cytotoxic effects of Senecio stabianus Lacaita (Asteraceae) on human cancer cell lines.

Journal: Natural product research20090101

Title: Pharmacokinetics and tissue distribution of the sesquiterpene alpha-humulene in mice.

Journal: Planta medica20081101

Title: Molecular cloning and functional characterization of alpha-humulene synthase, a possible key enzyme of zerumbone biosynthesis in shampoo ginger (Zingiber zerumbet Smith).

Journal: Planta20080501

Title: Reaction mechanism of direct episulfidation of caryophyllene and humulene.

Journal: Natural product research20080415

Title: Potentiating effect of beta-caryophyllene on anticancer activity of alpha-humulene, isocaryophyllene and paclitaxel.

Journal: The Journal of pharmacy and pharmacology20071201

Title: Biosynthesis of the earthy odorant geosmin by a bifunctional Streptomyces coelicolor enzyme.

Journal: Nature chemical biology20071101

Title: Bioactive constituents of the roots of Polyalthia cerasoides.

Journal: Journal of natural products20070901

Title: Anti-inflammatory effects of compounds alpha-humulene and (-)-trans-caryophyllene isolated from the essential oil of Cordia verbenacea.

Journal: European journal of pharmacology20070827

Title: Composition and cytotoxic activity of the leaf essential oil of Comptonia peregrina (L.) Coulter.

Journal: Phytotherapy research : PTR20070601

Title: [Extraction and identification of volatile constituents in the flowers of Aglaia odorata Lour].

Journal: Se pu = Chinese journal of chromatography20070501

Title: Zerumbone suppresses phorbol ester-induced expression of multiple scavenger receptor genes in THP-1 human monocytic cells.

Journal: Bioscience, biotechnology, and biochemistry20070401

Title: Anti-inflammatory and anti-allergic properties of the essential oil and active compounds from Cordia verbenacea.

Journal: Journal of ethnopharmacology20070321

Title: Chemical composition and antioxidant properties of clove leaf essential oil.

Journal: Journal of agricultural and food chemistry20060823

Title: Simultaneous determination of aromatic and terpenic constituents of cloves by means of HPLC with diode array detection.

Journal: Journal of separation science20060601

Title: Traceability of Asiago mountain cheese: a rapid, low-cost analytical procedure for its identification based on solid-phase microextraction.

Journal: Journal of dairy science20051001

Title: A stable rearrangement product of humulene-4,5-epoxide.

Journal: Journal of natural products20050901

Title: Inhibitory actions of several natural products on proliferation of rat vascular smooth muscle cells induced by Hsp60 from Chlamydia pneumoniae J138.

Journal: Journal of agricultural and food chemistry20041006

Title: Volatile constituents from the leaves of Callicarpa japonica Thunb. and their antibacterial activities.

Journal: Journal of agricultural and food chemistry20040225

Title: [The crop-producing power and chemical composition of the essential oil of the cones of hop cultivars].

Journal: Medicina (Kaunas, Lithuania)20040101

Title: Regulation of interleukin-8 secretion in human intestinal epithelial Caco-2 cells by alpha-humulene.

Journal: BioFactors (Oxford, England)20040101

Title: [Studies on the chemical constituents of the volatile oil from Radix Cudramiae].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica20031101

Title: Antitumor activity of balsam fir oil: production of reactive oxygen species induced by alpha-humulene as possible mechanism of action.

Journal: Planta medica20030501

Title: Biomimetic cycloaddition approach to tropolone natural products via a tropolone ortho-quinone methide.

Journal: Organic letters20020822

Title: Short syntheses of (+/-)-delta-araneosene and humulene utilizing a combination of four-component assembly and palladium-mediated cyclization.

Journal: Organic letters20020711

Title: The first humulene type sesquiterpene from Lactarius hirtipes.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences20020101

Title: Bioactive sesquiterpenes produced by fungi: are they useful for humans as well?

Journal: Current medicinal chemistry20010501

Title: Bioactive humulene derivatives from Asteriscus vogelii.

Journal: Phytochemistry20010101

Title: Coté H, et al. Anti-Inflammatory, Antioxidant, Antibiotic, and Cytotoxic Activities of Tanacetum vulgare L. Essential Oil and Its Constituents. Medicines (Basel). 2017 May 25;4(2). pii: E34.

Building Blocks More >
2155-74-0
2155-74-0
ANTIMONY (III) BUTOXIDE
AA003NU9 | MFCD00015238
39827-11-7
39827-11-7
Benzo[b]thiophene-2-carbonyl chloride
AA003NYU | MFCD00051635
22539-93-1
22539-93-1
Benzyloxyacetone
AA003O2C | MFCD01863536
67245-85-6
67245-85-6
Bis(4-nitrobenzyl) malonate
AA003O70 | MFCD00191671
270596-42-4
270596-42-4
Boc-(s)-3-amino-4-(4-chloro-phenyl)-butyric acid
AA003OC5 | MFCD01318372
7535-56-0
7535-56-0
Boc-Phe-ONP
AA003OFD | MFCD00042811
109-21-7
109-21-7
Butyric Acid Butyl Ester
AA003OJR | MFCD00009450
56797-01-4
56797-01-4
CERIUM(III) 2-ETHYLHEXANOATE
AA003OO5 | MFCD00014004
601-34-3
601-34-3
Cholesteryl palmitate
AA003OSS | MFCD00003638
598-54-9
598-54-9
Copper(i) acetate
AA003OZ3 | MFCD00058908
Submit
© 2017 AA BLOCKS, INC. All rights reserved.