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KIRENOL

Product Name
KIRENOL
CAS No.
52659-56-0
Chemical Name
KIRENOL
Synonyms
Kirel;Kirenol;KIRENOL(P);Kirenol, 10 mM in DMSO;(1R)-1-[(2S,4aR,4bS,6S,8R,8aS)-6-hydroxy-8-(hydroxymethyl)-2,4b,8-trimethyl-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-2-yl]ethane-1,2-diol;(1R,3S,4aS,4bS,7S,10aS)-1,2,3,4,4a,4b,5,6,7,9,10,10a-Dodecahydro-3-hydroxy-7-[(R)-1,2-dihydroxyethyl]-1,4a,7-trimethylphenanthrene-1-methanol;1,7-Phenanthrenedimethanol, 1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-3-hydroxy-α7-(hydroxymethyl)-1,4a,7-trimethyl-, (α7R,1R,3S,4aS,4bR,7S,10aS)-;(R)-1-((2S,4aR,4bS,6S,8R,8aS)-6-Hydroxy-8-(hydroxymethyl)-2,4b,8-trimethyl-2,3,4,4a,4b,5,6,7,8,8a,9,10-dodecahydrophenanthren-2-yl)ethane-1,2-diol;1,7-PhenanthrenediMethanol,1,2,3,4,4a,4b,5,6,7,- 9,10,10a-dodecahydro-3-hydroxy-R7- (hydroxyMethyl)-1,4a,7-triMethyl-,(R7R,1R,- 3S,4aS,4bR,7S,10aS)-;KirenolQ: What is Kirenol Q: What is the CAS Number of Kirenol Q: What is the storage condition of Kirenol Q: What are the applications of Kirenol
CBNumber
CB0955980
Molecular Formula
C20H34O4
Formula Weight
338.49
MOL File
52659-56-0.mol
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KIRENOL Property

Melting point:
197.0 to 201.0 °C
Boiling point:
516.9±35.0 °C(Predicted)
Density 
1.17±0.1 g/cm3(Predicted)
storage temp. 
-20°C Freezer
solubility 
Ethanol (Slightly), Methanol (Slightly)
form 
Solid
pka
14.06±0.20(Predicted)
color 
White to Light Yellow
InChI
InChI=1/C20H34O4/c1-18(17(24)11-21)7-6-15-13(8-18)4-5-16-19(2,12-22)9-14(23)10-20(15,16)3/h8,14-17,21-24H,4-7,9-12H2,1-3H3/t14-,15-,16-,17+,18+,19+,20+/s3
InChIKey
NRYNTARIOIRWAB-QNOIMPALNA-N
SMILES
C[C@@]12C[C@H](O)C[C@@](C)(CO)[C@@]1([H])CCC1=C[C@@](C)([C@@H](O)CO)CC[C@@]21[H] |&1:1,3,6,10,16,18,24,r|
CAS DataBase Reference
52659-56-0
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Safety

Safety Statements 
24/25
RTECS 
SF7352310
HS Code 
29399990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHL89835
Product name
Kirenol
Purity
phyproof? Reference Substance
Packaging
10mg
Price
$217
Updated
2025/07/31
TCI Chemical
Product number
K0059
Product name
Kirenol
Purity
>98.0%(GC)
Packaging
25mg
Price
$188
Updated
2025/07/31
TCI Chemical
Product number
K0059
Product name
Kirenol
Purity
>98.0%(GC)
Packaging
100mg
Price
$563
Updated
2025/07/31
Cayman Chemical
Product number
26212
Product name
Kirenol
Packaging
10mg
Price
$109
Updated
2024/03/01
Cayman Chemical
Product number
26212
Product name
Kirenol
Packaging
50mg
Price
$293
Updated
2021/12/16
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KIRENOL Chemical Properties,Usage,Production

Description

Kirenol is a diterpenoid that has been found in S. orientalis and has diverse biological activities, including anti-arthritic and anti-inflammatory properties. It inhibits Gram-positive and Gram-negative bacterial growth in disc diffusion assays with MICs ranging from 39 to 156 and 312.5 to 625 μg/ml, respectively. Kirenol also reduces K652 chronic myeloid leukemia cell viability with a 48 hour IC50 value of 18.19 μg/ml and induces apoptosis. In vivo, kirenol (2 mg/kg, p.o.) reduces motor deficit, delays disease onset by approximately five days, and downregulates inflammatory CD4+IFN-γ+ Th1 cells and CD4+IL-17A+ Th17 cells in a mouse model of experimental autoimmune encephalomyelitis (EAE). Intragastric administration of kirenol (1-4 mg/kg) reduces the arthritis index, NF-kB activity, and paw swelling and increases annexin-1 expression without affecting glucocorticoid receptor α (GRα) expression in the synovium in a rat model of collagen-induced arthritis. Topical administration of kirenol (0.3-0.5% w/w) reduces edema induced by carrageenan, complete Freund''s adjuvant (CFA), and formalin in rats up to 44, 67, and 65%, respectively.

Chemical Properties

Yellow crystalline powder, easily soluble in methanol, poorly soluble in water, derived from Siegesbeckia serrata.

Uses

Kirenol is a pharmaceutical agent that induces apoptosis in human chronic myeloid leukemia cells.

Definition

ChEBI: Kirenol is a diterpenoid.

References

[1] ZHE-MING WANG . Kirenol upregulates nuclear Annexin-1 which interacts with NF-κB to attenuate synovial inflammation of collagen-induced arthritis in rats[J]. Journal of ethnopharmacology, 2011, 137 1: Pages 774-782. DOI: 10.1016/j.jep.2011.06.037
[2] JIAN-PING WANG . Topical anti-inflammatory and analgesic activity of kirenol isolated from Siegesbeckia orientalis[J]. Journal of ethnopharmacology, 2011, 137 3: Pages 1089-1094. DOI: 10.1016/j.jep.2011.07.016
[3] JIAN-PING WANG  Yong H Z  Ya Ming Zhou. Kirenol production in hairy root culture of Siegesbeckea orientalis and its antimicrobial activity.[J]. Pharmacognosy Magazine, 2012, 8 30: 149-155. DOI: 10.4103/0973-1296.96569
[4] YUE LU. Kirenol, a compound from Herba Siegesbeckiae, induces apoptosis in human chronic myeloid leukemia K562 cells.[J]. Pharmazie, 2014, 69 2: 148-153.
[5] JUAN XIAO. Kirenol attenuates experimental autoimmune encephalomyelitis by inhibiting differentiation of Th1 and th17 cells and inducing apoptosis of effector T cells.[J]. Scientific Reports, 2015: 9022. DOI: 10.1038/srep09022

KIRENOL Preparation Products And Raw materials

Raw materials

Preparation Products

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KIRENOL Suppliers

TCI AMERICA
Tel
800-4238616
Fax
+1-888-520-1075 / +1-503-283-1987
Email
sales@tciamerica.com
Country
Americas
ProdList
23653
Advantage
75
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View Lastest Price from KIRENOL manufacturers

Hefei Lbao Physical & Chemical Science Co.,Ltd
Product
KIRENOL 52659-56-0
Price
US $0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
Customise
Release date
2025-11-20
Shanghai Standard Technology Co., Ltd.
Product
Kirenol 52659-56-0
Price
US $0.00/mg
Min. Order
5mg
Purity
≥98%(HPLC)
Supply Ability
10 g
Release date
2019-09-16
Shanghai Standard Technology Co., Ltd.
Product
Kirenol 52659-56-0
Price
US $0.00/mg
Min. Order
5mg
Purity
Analytical Standard
Supply Ability
10 g
Release date
2019-09-16

52659-56-0, KIRENOLRelated Search:


  • (1R,3S,4aS,4bS,7S,10aS)-1,2,3,4,4a,4b,5,6,7,9,10,10a-Dodecahydro-3-hydroxy-7-[(R)-1,2-dihydroxyethyl]-1,4a,7-trimethylphenanthrene-1-methanol
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  • 1,7-Phenanthrenedimethanol, 1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-3-hydroxy-α7-(hydroxymethyl)-1,4a,7-trimethyl-, (α7R,1R,3S,4aS,4bR,7S,10aS)-
  • (1R)-1-[(2S,4aR,4bS,6S,8R,8aS)-6-hydroxy-8-(hydroxymethyl)-2,4b,8-trimethyl-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-2-yl]ethane-1,2-diol
  • KirenolQ: What is Kirenol Q: What is the CAS Number of Kirenol Q: What is the storage condition of Kirenol Q: What are the applications of Kirenol
  • (R)-1-((2S,4aR,4bS,6S,8R,8aS)-6-Hydroxy-8-(hydroxymethyl)-2,4b,8-trimethyl-2,3,4,4a,4b,5,6,7,8,8a,9,10-dodecahydrophenanthren-2-yl)ethane-1,2-diol
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