handelin

Modify Date: 2026-07-10 17:42:48

handelin Structure
handelin structure
Common Name handelin
CAS Number 62687-22-3 Molecular Weight 552.655
Density 1.3±0.1 g/cm3 Boiling Point 731.0±60.0 °C at 760 mmHg
Molecular Formula C32H40O8 Melting Point N/A
MSDS N/A Flash Point 236.3±26.4 °C

 Use of handelin


Handelin is a guaianolide dimer from Chrysanthemum boreale that has potent anti-inflammatory activity by down-regulating NF-κB signaling and pro-inflammatory cytokine production[1].

 Names

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

Name 6,6'-dihydroxy-6,6',9,9'-tetramethyl-3'-methylene-2,2'-dioxo-2',3a,3',3a',4,5,5',6,6a,6',7,9a,9b,9',9a',9b'-hexadecahydro-4'H-spiro[azuleno[4,5-b]furan-3,10'-[6a,9]ethanoazuleno[4,5-b]furan]-5-yl acetate
Synonym More Synonyms

 handelin Biological Activity

This table contains bioactivity, target information and biological‑assay experimental data of this compound.

Description Handelin is a guaianolide dimer from Chrysanthemum boreale that has potent anti-inflammatory activity by down-regulating NF-κB signaling and pro-inflammatory cytokine production[1].
Related Catalog
In Vitro Handelin (Compound 1; 10-40 μM; RAW 264.7 cells) treatment suppresses the LPS-induced (1 μg/mL) overexpression of iNOS and COX-2 protein levels in a concentration-dependent manner. Handelin also suppresseS the induction of pro-inflammatory cytokines TNF-α and IL-1β in LPS-stimulated RAW 264.7 cells. Handelin also suppresses the activation of mitogen-activated protein kinases, including ERK and JNK signaling[1]. Handelin (Compound 1; 10-40 μM; RAW 264.7 cells) treatment significantly reduces the iNOS and COX-2 mRNA levels in LPS- stimulated RAW 264.7 cells. The transcriptional activity of NF-κB stimulated with LPS is also suppressed by Handelin. In addition, the LPS-stimulated upregulation of miRNA-155 expression is suppressed by Handelin[1]. RT-PCR[1] Cell Line: RAW 264.7 cells Concentration: 10 μM, 20 μM, 40 μM Incubation Time: 5 hours Result: iNOS and COX-2 mRNA levels were significantly reduced. The transcriptional activity of NF-κB stimulated with LPS was also suppressed and the LPS-stimulated upregulation of miRNA-155 expression was also suppressed. Western Blot Analysis[1] Cell Line: RAW 264.7 cells Concentration: 10 μM, 20 μM, 40 μM Incubation Time: Result: Suppressed the LPS-induced overexpression of iNOS and COX-2 protein levels in a concentration-dependent manner. Suppressed the induction of pro-inflammatory cytokines TNF-α and IL-1β, and also also suppressed the activation of mitogen-activated protein kinases, including ERK and JNK signaling in LPS-stimulated RAW 264.7 cells.
In Vivo Handelin (Compound 1; 10-20 mg/kg; oral administration; for 30 mintues; male Sprague-Dawley rats) treatment inhibits acute inflammation in carrageenan-induced paw edema model. The serum level of IL-1β is also inhibited by Handelin in a carrageenan-induced paw edema model [1]. Animal Model: Male Sprague-Dawley (SD) rats (150-170 g, 5 weeks old) injected with carrageenan[1] Dosage: 10 mg/kg, 20 mg/kg Administration: Oral administration; for 30 mintues Result: Inhibited acute inflammation in carrageenan-induced paw. The serum level of IL-1β was also inhibited.
References

[1]. Y Pyee, et al. Suppression of inflammatory responses by handelin, a guaianolide dimer from Chrysanthemum boreale, via downregulation of NF-κB signaling and pro-inflammatory cytokine production. J Nat Prod. 2014 Apr 25;77(4):917-24.

 Chemical & Physical Properties

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

Density 1.3±0.1 g/cm3
Boiling Point 731.0±60.0 °C at 760 mmHg
Molecular Formula C32H40O8
Molecular Weight 552.655
Flash Point 236.3±26.4 °C
Exact Mass 552.272339
PSA 119.36000
LogP 2.36
Vapour Pressure 0.0±5.4 mmHg at 25°C
Index of Refraction 1.615
InChIKey SZQWAXGDCUONOB-QKARTHDOSA-N
SMILES C=C1C(=O)OC2C1CCC(C)(O)C13C=CC(C)(C21)C1(C3)C(=O)OC2C3C(C)=CCC3C(C)(O)CC(OC(C)=O)C21

 Synonyms

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

(2'R,5R,6S,9'S,9bS)-2',6-Dihydroxy-2',6,9,11'-tetramethyl-6'-methylene-2,7'-dioxo-3a,4,5,6,6a,7,9a,9b-octahydrospiro[azuleno[4,5-b]furan-3,12'-[8]oxatetracyclo[9.2.2.0.0]pentadec[14]en]-5-y l acetate
(1'R,2'R,3R,3aR,4S,5'S,6R,6aR,9'S,9aR,9bR,10'S)-2',6-Dihydroxy-2',6,9,11'-tetramethyl-6'-methylene-2,7'-dioxo-3a,4,5,6,6a,7,9a,9b-octahydrospiro[azuleno[4,5-b]furan-3,12'-[8]oxatetracyclo[9.2.2.0.0]pentadec[14]en]-4-yl acetate
(2'R,5R,6S,9'S,9bS)-2',6-Dihydroxy-2',6,9,11'-tetramethyl-6'-methylene-2,7'-dioxo-3a,4,5,6,6a,7,9a,9b-octahydrospiro[azuleno[4,5-b]furan-3,12'-[8]oxatetracyclo[9.2.2.0.0]pentadec[14]en]-5-yl acetate

 handelin | FAQ

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: What is the CAS number of 6,6'-dihydroxy-6,6',9,9'-tetramethyl-3'-methylene-2,2'-dioxo-2',3a,3',3a',4,5,5',6,6a,6',7,9a,9b,9',9a',9b'-hexadecahydro-4'H-spiro[azuleno[4,5-b]furan-3,10'-[6a,9]ethanoazuleno[4,5-b]furan]-5-yl acetate?
A: CAS number of 6,6'-dihydroxy-6,6',9,9'-tetramethyl-3'-methylene-2,2'-dioxo-2',3a,3',3a',4,5,5',6,6a,6',7,9a,9b,9',9a',9b'-hexadecahydro-4'H-spiro[azuleno[4,5-b]furan-3,10'-[6a,9]ethanoazuleno[4,5-b]furan]-5-yl acetate is 62687-22-3.
Q: What is the boiling point of 6,6'-dihydroxy-6,6',9,9'-tetramethyl-3'-methylene-2,2'-dioxo-2',3a,3',3a',4,5,5',6,6a,6',7,9a,9b,9',9a',9b'-hexadecahydro-4'H-spiro[azuleno[4,5-b]furan-3,10'-[6a,9]ethanoazuleno[4,5-b]furan]-5-yl acetate?
A: Boiling point of 6,6'-dihydroxy-6,6',9,9'-tetramethyl-3'-methylene-2,2'-dioxo-2',3a,3',3a',4,5,5',6,6a,6',7,9a,9b,9',9a',9b'-hexadecahydro-4'H-spiro[azuleno[4,5-b]furan-3,10'-[6a,9]ethanoazuleno[4,5-b]furan]-5-yl acetate is 731.0±60.0 °C at 760 mmHg.
Q: What is the SMILES notation of 6,6'-dihydroxy-6,6',9,9'-tetramethyl-3'-methylene-2,2'-dioxo-2',3a,3',3a',4,5,5',6,6a,6',7,9a,9b,9',9a',9b'-hexadecahydro-4'H-spiro[azuleno[4,5-b]furan-3,10'-[6a,9]ethanoazuleno[4,5-b]furan]-5-yl acetate?
A: SMILES notation of 6,6'-dihydroxy-6,6',9,9'-tetramethyl-3'-methylene-2,2'-dioxo-2',3a,3',3a',4,5,5',6,6a,6',7,9a,9b,9',9a',9b'-hexadecahydro-4'H-spiro[azuleno[4,5-b]furan-3,10'-[6a,9]ethanoazuleno[4,5-b]furan]-5-yl acetate is C=C1C(=O)OC2C1CCC(C)(O)C13C=CC(C)(C21)C1(C3)C(=O)OC2C3C(C)=CCC3C(C)(O)CC(OC(C)=O)C21.
Q: What is the LogP of 6,6'-dihydroxy-6,6',9,9'-tetramethyl-3'-methylene-2,2'-dioxo-2',3a,3',3a',4,5,5',6,6a,6',7,9a,9b,9',9a',9b'-hexadecahydro-4'H-spiro[azuleno[4,5-b]furan-3,10'-[6a,9]ethanoazuleno[4,5-b]furan]-5-yl acetate?
A: LogP of 6,6'-dihydroxy-6,6',9,9'-tetramethyl-3'-methylene-2,2'-dioxo-2',3a,3',3a',4,5,5',6,6a,6',7,9a,9b,9',9a',9b'-hexadecahydro-4'H-spiro[azuleno[4,5-b]furan-3,10'-[6a,9]ethanoazuleno[4,5-b]furan]-5-yl acetate is 2.36.
Q: What is the InChIKey of 6,6'-dihydroxy-6,6',9,9'-tetramethyl-3'-methylene-2,2'-dioxo-2',3a,3',3a',4,5,5',6,6a,6',7,9a,9b,9',9a',9b'-hexadecahydro-4'H-spiro[azuleno[4,5-b]furan-3,10'-[6a,9]ethanoazuleno[4,5-b]furan]-5-yl acetate?
A: InChIKey of 6,6'-dihydroxy-6,6',9,9'-tetramethyl-3'-methylene-2,2'-dioxo-2',3a,3',3a',4,5,5',6,6a,6',7,9a,9b,9',9a',9b'-hexadecahydro-4'H-spiro[azuleno[4,5-b]furan-3,10'-[6a,9]ethanoazuleno[4,5-b]furan]-5-yl acetate is SZQWAXGDCUONOB-QKARTHDOSA-N.
Q: What is the polar surface area (PSA) of 6,6'-dihydroxy-6,6',9,9'-tetramethyl-3'-methylene-2,2'-dioxo-2',3a,3',3a',4,5,5',6,6a,6',7,9a,9b,9',9a',9b'-hexadecahydro-4'H-spiro[azuleno[4,5-b]furan-3,10'-[6a,9]ethanoazuleno[4,5-b]furan]-5-yl acetate?
A: Polar surface area (PSA) of 6,6'-dihydroxy-6,6',9,9'-tetramethyl-3'-methylene-2,2'-dioxo-2',3a,3',3a',4,5,5',6,6a,6',7,9a,9b,9',9a',9b'-hexadecahydro-4'H-spiro[azuleno[4,5-b]furan-3,10'-[6a,9]ethanoazuleno[4,5-b]furan]-5-yl acetate is 119.36000.
Q: What is the molecular weight of 6,6'-dihydroxy-6,6',9,9'-tetramethyl-3'-methylene-2,2'-dioxo-2',3a,3',3a',4,5,5',6,6a,6',7,9a,9b,9',9a',9b'-hexadecahydro-4'H-spiro[azuleno[4,5-b]furan-3,10'-[6a,9]ethanoazuleno[4,5-b]furan]-5-yl acetate?
A: Molecular weight of 6,6'-dihydroxy-6,6',9,9'-tetramethyl-3'-methylene-2,2'-dioxo-2',3a,3',3a',4,5,5',6,6a,6',7,9a,9b,9',9a',9b'-hexadecahydro-4'H-spiro[azuleno[4,5-b]furan-3,10'-[6a,9]ethanoazuleno[4,5-b]furan]-5-yl acetate is 552.655.
Q: What is the English name of 6,6'-dihydroxy-6,6',9,9'-tetramethyl-3'-methylene-2,2'-dioxo-2',3a,3',3a',4,5,5',6,6a,6',7,9a,9b,9',9a',9b'-hexadecahydro-4'H-spiro[azuleno[4,5-b]furan-3,10'-[6a,9]ethanoazuleno[4,5-b]furan]-5-yl acetate?
A: The English name of 6,6'-dihydroxy-6,6',9,9'-tetramethyl-3'-methylene-2,2'-dioxo-2',3a,3',3a',4,5,5',6,6a,6',7,9a,9b,9',9a',9b'-hexadecahydro-4'H-spiro[azuleno[4,5-b]furan-3,10'-[6a,9]ethanoazuleno[4,5-b]furan]-5-yl acetate is 6,6'-dihydroxy-6,6',9,9'-tetramethyl-3'-methylene-2,2'-dioxo-2',3a,3',3a',4,5,5',6,6a,6',7,9a,9b,9',9a',9b'-hexadecahydro-4'H-spiro[azuleno[4,5-b]furan-3,10'-[6a,9]ethanoazuleno[4,5-b]furan]-5-yl acetate.
Q: What are the uses of 6,6'-dihydroxy-6,6',9,9'-tetramethyl-3'-methylene-2,2'-dioxo-2',3a,3',3a',4,5,5',6,6a,6',7,9a,9b,9',9a',9b'-hexadecahydro-4'H-spiro[azuleno[4,5-b]furan-3,10'-[6a,9]ethanoazuleno[4,5-b]furan]-5-yl acetate?
A: Main uses of 6,6'-dihydroxy-6,6',9,9'-tetramethyl-3'-methylene-2,2'-dioxo-2',3a,3',3a',4,5,5',6,6a,6',7,9a,9b,9',9a',9b'-hexadecahydro-4'H-spiro[azuleno[4,5-b]furan-3,10'-[6a,9]ethanoazuleno[4,5-b]furan]-5-yl acetate: Handelin is a guaianolide dimer from Chrysanthemum boreale that has potent anti-inflammatory activity by down-regulating NF-κB signaling and pro-inflammatory cytokine production[1].
Q: What is the molecular formula of 6,6'-dihydroxy-6,6',9,9'-tetramethyl-3'-methylene-2,2'-dioxo-2',3a,3',3a',4,5,5',6,6a,6',7,9a,9b,9',9a',9b'-hexadecahydro-4'H-spiro[azuleno[4,5-b]furan-3,10'-[6a,9]ethanoazuleno[4,5-b]furan]-5-yl acetate?
A: Molecular formula of 6,6'-dihydroxy-6,6',9,9'-tetramethyl-3'-methylene-2,2'-dioxo-2',3a,3',3a',4,5,5',6,6a,6',7,9a,9b,9',9a',9b'-hexadecahydro-4'H-spiro[azuleno[4,5-b]furan-3,10'-[6a,9]ethanoazuleno[4,5-b]furan]-5-yl acetate is C32H40O8.

 handelinfactory

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

Shanghai Nianxing Industrial Co., Ltd
naturewill
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