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(−)-α-Bisabolol - 93%, high purity , CAS No.23089-26-1

≥93%

CAS#: 23089-26-1
Formula: C₁₅H₂₆O
Molecular Weight: 222.37
MDL number: MFCD03412455
PubChem CID: 442343

Item Number

B463298

Grouped product items
SKU	Size	Availability	Price
B463298-5ml	5ml	In stock	$59.90
B463298-25ml	25ml	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$165.90
B463298-100ml	100ml	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$529.90

Basic Description

Synonyms	.alpha.-Bisabolol \| 3-CYCLOHEXENE-1-METHANOL, .ALPHA.,4-DIMETHYL-.ALPHA.-(4-METHYL-3-PENTEN-1-YL)-, (.ALPHA.S,1S)- \| 3-Cyclohexene-1-methanol, a,4-dimethyl-a-(4-methyl-3-pentenyl)-,(aS,1S)- \| 3-Cyclohexene-1-methanol, alpha,4-dimethyl-alpha-(4-methyl-3-pe
Specifications & Purity	≥93%
Biochemical and Physiological Mechanisms	α-Bisabolol is active against primary acute leukemia cells, including BCR-ABL(+) acute lymphoblastic leukemias. It is the inhibitor of voltage-dependent Ca(2+) channels in tracheal smooth muscle preparations of rat. It also inhibits human and rat glioma c
Storage Temp	Store at 2-8°C,Protected from light,Argon charged
Shipped In	Wet ice
Product Description	(-)-α-Bisabolol is the major constituent of essential oil from leaves ofHymenocrater yazdianus.(-)-α-Bisabolol was used to investigate the leishmanicidal and cytotoxic activity of essential oil ofVanillosmopsis arborea.

Associated Targets(Human)

CHRNA7 Tchem Neuronal acetylcholine receptor subunit alpha-7 (1 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CHRNA7 Tchem Neuronal acetylcholine receptor protein alpha-7 subunit (3524 Activities)

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STAT3 Tchem Signal transducer and activator of transcription 3 (3313 Activities)

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HT-29 (80576 Activities)

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K562 (73714 Activities)

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MCF7 (126967 Activities)

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OVCAR-3 (48710 Activities)

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UACC-62 (47335 Activities)

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Leukemia cell (223 Activities)

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NCI-H460 (60772 Activities)

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HUVEC (11049 Activities)

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SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

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SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

Discover Target: SLCO1B3

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Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

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Fusarium oxysporum (3998 Activities)

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Mus musculus (284745 Activities)

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Botrytis cinerea (4183 Activities)

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NIH3T3 (5395 Activities)

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Syrian golden hamster (1610 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

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Colletotrichum fragariae (147 Activities)

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Colletotrichum gloeosporioides (560 Activities)

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Colletotrichum acutatum (300 Activities)

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Phomopsis obscurans (86 Activities)

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Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Names and Identifiers

IUPAC Name	(2S)-6-methyl-2-[(1S)-4-methylcyclohex-3-en-1-yl]hept-5-en-2-ol
INCHI	InChI=1S/C15H26O/c1-12(2)6-5-11-15(4,16)14-9-7-13(3)8-10-14/h6-7,14,16H,5,8-11H2,1-4H3/t14-,15+/m1/s1
InChi Key	RGZSQWQPBWRIAQ-CABCVRRESA-N
Canonical SMILES	CC1=CCC(CC1)C(C)(CCC=C(C)C)O
Isomeric SMILES	CC1=CC[C@H](CC1)[C@](C)(CCC=C(C)C)O
PubChem CID	442343
Molecular Weight	222.37

Certificates

Certificate of Analysis(COA)

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6 results found

Lot Number	Certificate Type	Date	Item
K2303054	Certificate of Analysis	Nov 06, 2023	B463298
K2303055	Certificate of Analysis	Nov 06, 2023	B463298
L2307295	Certificate of Analysis	Nov 03, 2023	B463298
L2307296	Certificate of Analysis	Nov 03, 2023	B463298
L2307297	Certificate of Analysis	Nov 03, 2023	B463298
L2307298	Certificate of Analysis	Nov 03, 2023	B463298

Chemical and Physical Properties

Sensitivity	light sensitive
Refractive Index	1.496
Specific Rotation[α]	[α]/D -58±5°, neat

Safety and Hazards(GHS)

Pictogram(s)	GHS09, GHS07
Signal	Warning
Hazard Statements	H411:Toxic to aquatic life with long lasting effects H412:Harmful to aquatic life with long lasting effects H317:May cause an allergic skin reaction
Precautionary Statements	P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P273:Avoid release to the environment. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P501:Dispose of contents/container to ... P272:Contaminated work clothing should not be allowed out of the workplace. P333+P313:IF SKIN irritation or rash occurs: Get medical advice/attention. P362+P364:Take off contaminated clothing and wash it before reuse. P391:Collect spillage.

Alternative Products

References

1. Elena Darra,Giorgio Lenaz,Elisabetta Cavalieri,Romana Fato,Sofia Mariotto,Christian Bergamini,Alessandra Carcereri de Prati,Luigi Perbellini,Serena Leoni,Hisanori Suzuki. (2007-12-01) Alpha-bisabolol: unexpected plant-derived weapon in the struggle against tumour survival?. The Italian journal of biochemistry, 56 ((4)): (323-328). [PMID:19192636]
2. Lucia Magnelli,Riccardo Caldini,Nicola Schiavone,Hisanori Suzuki,Marta Chevanne. (2010-04-07) Differentiating and apoptotic dose-dependent effects in (-)-alpha-bisabolol-treated human endothelial cells.. Journal of natural products, 73 ((4)): (523-526). [PMID:20364847]
3. Jaouad Anter,Magdalena Romero-Jiménez,Zahira Fernández-Bedmar,Myriam Villatoro-Pulido,Mohamed Analla,Angeles Alonso-Moraga,Andrés Muñoz-Serrano. (2010-12-25) Antigenotoxicity, cytotoxicity, and apoptosis induction by apigenin, bisabolol, and protocatechuic acid.. Journal of medicinal food, 14 ((3)): (276-283). [PMID:21182433]
4. Odete Gonçalves,Ruth Pereira,Fernando Gonçalves,Sónia Mendo,Manuel A Coimbra,Sílvia M Rocha. (2011-04-02) Evaluation of the mutagenicity of sesquiterpenic compounds and their influence on the susceptibility towards antibiotics of two clinically relevant bacterial strains.. Mutation research, 723 ((1)): (18-25). [PMID:21453784]
5. Elisabetta Cavalieri,Antonella Rigo,Massimiliano Bonifacio,Alessandra Carcereri de Prati,Emanuele Guardalben,Christian Bergamini,Romana Fato,Giovanni Pizzolo,Hisanori Suzuki,Fabrizio Vinante. (2011-04-23) Pro-apoptotic activity of α-bisabolol in preclinical models of primary human acute leukemia cells.. Journal of translational medicine, 9 (45-45). [PMID:21510902]
6. Seungbeom Kim,Eunsun Jung,Jang-Hyun Kim,Young-Ho Park,Jongsung Lee,Deokhoon Park. (2011-07-21) Inhibitory effects of (-)-α-bisabolol on LPS-induced inflammatory response in RAW264.7 macrophages.. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 49 ((10)): (2580-2585). [PMID:21771629]
7. Maryam Yousefi,Somayyeh Gandomkar,Zohreh Habibi. (2011-08-04) Essential oil from aerial parts of of Betonica grandiflora Willd. from Iran.. Natural product research, 26 ((2)): (146-151). [PMID:21809955]
8. Takashi Seki,Toshio Kokuryo,Yukihiro Yokoyama,Hisanori Suzuki,Keita Itatsu,Akifumi Nakagawa,Tetsushi Mizutani,Takashi Miyake,Masanori Uno,Kohei Yamauchi,Masato Nagino. (2011-09-03) Antitumor effects of α-bisabolol against pancreatic cancer.. Cancer science, 102 ((12)): (2199-2205). [PMID:21883695]
9. Maryam Yousefi,Mehdi Mohammadi,Zohreh Habibi. (2011-10-21) Disulphides in the volatile oil of Ferula behboudiana Rech. f. & Esfand.. Natural product research, 25 ((17)): (1629-1634). [PMID:22011222]
10. Rodrigo J B de Siqueira,Walter B S Freire,Alfredo A Vasconcelos-Silva,Patrícia A Fonseca-Magalhães,Francisco J B Lima,Teresinha S Brito,Lívia T C Mourão,Ronaldo A Ribeiro,Saad Lahlou,Pedro J C Magalhães. (2011-12-17) In-vitro characterization of the pharmacological effects induced by (-)-α-bisabolol in rat smooth muscle preparations.. Canadian journal of physiology and pharmacology, 90 ((1)): (23-35). [PMID:22171824]
11. Orazio Taglialatela-Scafati,Federica Pollastro,Lavinia Cicione,Giuseppina Chianese,Maria Luz Bellido,Eduardo Munoz,Hasan Çetin Özen,Zuhal Toker,Giovanni Appendino. (2012-02-09) STAT-3 inhibitory bisabolanes from Carthamus glaucus.. Journal of natural products, 75 ((3)): (453-458). [PMID:22309250]
12. Jaekwan Kim,Ji-Hye Jang,Ji Hae Lee,Jin Kyu Choi,Woo-Ram Park,Il-Hong Bae,Joonho Bae,Jin Woo Park. (2012-03-09) Enhanced topical delivery of small hydrophilic or lipophilic active agents and epidermal growth factor by fractional radiofrequency microporation.. Pharmaceutical research, 29 ((7)): (2017-2029). [PMID:22399389]
13. Christine Tschiggerl,Franz Bucar. (2012-03-14) Guaianolides and volatile compounds in chamomile tea.. Plant foods for human nutrition (Dordrecht, Netherlands), 67 ((2)): (129-135). [PMID:22410959]
14. Shiva Masoudi,Abdolhossein Rustaiyan,Razieh Mohebat,Mohammad Hossein Mosslemin. (2012-03-21) Composition of the essential oils and antibacterial activities of Hymenocrater yazdianus, Stachys obtusicrena and Nepeta asterotricha three Labiatae herbs growing wild in Iran.. Natural product communications, 7 ((1)): (117-120). [PMID:22428263]
15. Magaly L Mota,Lis Tavares Coelho Lobo,José M Galberto da Costa,Leandro S Costa,Hugo A O Rocha,Luiz F Rocha e Silva,Adrian M Pohlit,Valter F de Andrade Neto. (2012-03-24) In vitro and in vivo antimalarial activity of essential oils and chemical components from three medicinal plants found in northeastern Brazil.. Planta medica, 78 ((7)): (658-664). [PMID:22441836]
16. Céline Couteau,Catherine Chauvet,Eva Paparis,Laurence J M Coiffard. (2012-06-19) Influence of certain ingredients on the SPF determined in vivo.. Archives of dermatological research, 304 ((10)): (817-821). [PMID:22707250]
17. Marcel Forrer,Eva M Kulik,Andreas Filippi,Tuomas Waltimo. (2012-09-04) The antimicrobial activity of alpha-bisabolol and tea tree oil against Solobacterium moorei, a Gram-positive bacterium associated with halitosis.. Archives of oral biology, 58 ((1)): (10-16). [PMID:22939370]
18. Massimiliano Bonifacio,Antonella Rigo,Emanuele Guardalben,Christian Bergamini,Elisabetta Cavalieri,Romana Fato,Giovanni Pizzolo,Hisanori Suzuki,Fabrizio Vinante. (2012-10-12) α-bisabolol is an effective proapoptotic agent against BCR-ABL(+) cells in synergism with Imatinib and Nilotinib.. PloS one, 7 ((10)): (e46674-e46674). [PMID:23056396]
19. Chiaki Nakano,Fumitaka Kudo,Tadashi Eguchi,Yasuo Ohnishi. (2012-10-30) Genome mining reveals two novel bacterial sesquiterpene cyclases: (-)-germacradien-4-ol and (-)-epi-α-bisabolol synthases from Streptomyces citricolor.. Chembiochem : a European journal of chemical biology, 12 ((15)): (2271-2275). [PMID:23106076]
20. Young-Jin Son,Moonhyuk Kwon,Dae-Kyun Ro,Soo-Un Kim. (2014-07-23) Enantioselective microbial synthesis of the indigenous natural product (-)-α-bisabolol by a sesquiterpene synthase from chamomile (Matricaria recutita).. The Biochemical journal, 463 ((2)): (239-248). [PMID:25048207]
21. Elisabetta Cavalieri,Sofia Mariotto,Cinzia Fabrizi,Alessandra Carcereri de Prati,Rossella Gottardo,Stefano Leone,Luigi Valentino Berra,Giuliana Maria Lauro,Anna Rosa Ciampa,Hisanori Suzuki. (2004-02-21) alpha-Bisabolol, a nontoxic natural compound, strongly induces apoptosis in glioma cells.. Biochemical and biophysical research communications, 315 ((3)): (589-594). [PMID:14975741]
22. S P Bhatia,D McGinty,C S Letizia,A M Api. (2008-07-22) Fragrance material review on alpha-bisabolol.. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 46 Suppl 11 (S72-S76). [PMID:18640217]
23. P Arenberger,M Arenbergerová,H Drozenová,M Hladíková,S Holcová. (2011-01-11) Effect of topical heparin and levomenol on atopic dermatitis: a randomized four-arm, placebo-controlled, double-blind clinical study.. Journal of the European Academy of Dermatology and Venereology : JEADV, 25 ((6)): (688-694). [PMID:21214633]
24. Sharon E Jacob,Catalina Matiz,Elise M Herro. (2011-04-21) Compositae-associated allergic contact dermatitis from bisabolol.. Dermatitis : contact, atopic, occupational, drug, 22 ((2)): (102-105). [PMID:21504695]
25. Nayrton Flávio Moura Rocha,Gersilene Valente de Oliveira,Fernanda Yvelize Ramos de Araújo,Emiliano Ricardo Vasconcelos Rios,Alyne Mara Rodrigues Carvalho,Leonardo Freire Vasconcelos,Danielle Silveira Macêdo,Pedro Marcos Gomes Soares,Damião Pergentino De Sousa,Francisca Cléa Florenço de Sousa. (2011-09-20) (-)-α-Bisabolol-induced gastroprotection is associated with reduction in lipid peroxidation, superoxide dismutase activity and neutrophil migration.. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 44 ((4)): (455-461). [PMID:21924353]
26. Ozgür Devrim Can,Umide Demir Özkay,Hülya Tuba Kıyan,Betül Demirci. (2011-11-11) Psychopharmacological profile of Chamomile (Matricaria recutita L.) essential oil in mice.. Phytomedicine : international journal of phytotherapy and phytopharmacology, 19 ((3-4)): (306-310). [PMID:22070986]
27. Seyed Mehdi Razavi. (2011-11-26) Chemical and allelopathic analyses of essential oils of Prangos pabularia Lindl. from Iran.. Natural product research, 26 ((22)): (2148-2151). [PMID:22117109]
28. Maria del Carmen Romero,Adela Valero,Joaquina Martín-Sánchez,María Concepción Navarro-Moll. (2012-03-09) Activity of Matricaria chamomilla essential oil against anisakiasis.. Phytomedicine : international journal of phytotherapy and phytopharmacology, 19 ((6)): (520-523). [PMID:22397992]
29. Mohamed Attia,Soo-Un Kim,Dae-Kyun Ro. (2012-08-08) Molecular cloning and characterization of (+)-epi-α-bisabolol synthase, catalyzing the first step in the biosynthesis of the natural sweetener, hernandulcin, in Lippia dulcis.. Archives of biochemistry and biophysics, 527 ((1)): (37-44). [PMID:22867794]
30. Aracélio Viana Colares,Fernando Almeida-Souza,Noemi Nosomi Taniwaki,Celeste da Silva Freitas Souza,José Galberto Martins da Costa,Kátia da Silva Calabrese,Ana Lúcia Abreu-Silva. (2013-08-13) In Vitro Antileishmanial Activity of Essential Oil of Vanillosmopsis arborea (Asteraceae) Baker.. Evidence-based complementary and alternative medicine : eCAM, 2013 (727042-727042). [PMID:23935675]
31. Maja Tomić,Višnja Popović,Silvana Petrović,Radica Stepanović-Petrović,Ana Micov,Milica Pavlović-Drobac,Maria Couladis. (2013-08-29) Antihyperalgesic and antiedematous activities of bisabolol-oxides-rich matricaria oil in a rat model of inflammation.. Phytotherapy research : PTR, 28 ((5)): (759-766). [PMID:23983133]
32. Cristina Avonto,Mei Wang,Amar G Chittiboyina,Bharathi Avula,Jianping Zhao,Ikhlas A Khan. (2013-09-28) Hydroxylated bisabolol oxides: evidence for secondary oxidative metabolism in Matricaria chamomilla.. Journal of natural products, 76 ((10)): (1848-1853). [PMID:24070008]

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(−)-α-Bisabolol - 93%, high purity , CAS No.23089-26-1

Basic Description

Associated Targets(Human)

Associated Targets(non-human)

Mechanisms of Action

Names and Identifiers

Certificates

Certificate of Analysis(COA)

Chemical and Physical Properties

Safety and Hazards(GHS)

Related Documents

Alternative Products

References

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