ChemicalBook > CAS DataBase List > baohuoside I

baohuoside I

Product Name: baohuoside I
CAS No.: 113558-15-9
Chemical Name: baohuoside I
Synonyms: Icarisid;Icariin II;baohuoside;icarisid Ⅱ;Icarisid II;Baohuside I;BaohuosideⅠ;Baohuoside-1;baohuoside I;Bahoroside I
CBNumber: CB51382373
Molecular Formula: C27 H30 O10
Formula Weight: 514.52
MOL File: 113558-15-9.mol

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baohuoside I Property

Melting point:: 202-203 °C
Boiling point:: 759.4±60.0 °C(Predicted)
Density: 1.46
storage temp.: Inert atmosphere,Room Temperature
solubility: DMSO, Methanol
pka: 6.29±0.40(Predicted)
form: Solid
color: Light Yellow
optical activity: [α]/D -101 to -129°, c =0.5 in ethanol
InChIKey: NGMYNFJANBHLKA-MNYOFVDPNA-N
SMILES: C(C1C(=CC(O)=C2C(C(O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)=C(C3C=CC(OC)=CC=3)OC=12)=O)O)C=C(C)C |&1:10,12,14,16,18,r|

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Safety

HS Code: 29329990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H272May intensify fire; oxidizer

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P220Keep/Store away from clothing/…/combustible materials.

P221Take any precaution to avoid mixing with combustibles/…

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P370+P378In case of fire: Use … for extinction.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML3174
Product name: Icariside II
Purity: ≥98% (HPLC)
Packaging: 5MG
Price: $86.92
Updated: 2025/07/31

Sigma-Aldrich

Product number: SML3174
Product name: Icariside II
Purity: ≥98% (HPLC)
Packaging: 25MG
Price: $369
Updated: 2025/07/31

TCI Chemical

Product number: B6443
Product name: Baohuoside I
Packaging: 25MG
Price: $289
Updated: 2025/07/31

Cayman Chemical

Product number: 25062
Product name: Baohuoside I
Purity: ≥98%
Packaging: 1mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 25062
Product name: Baohuoside I
Purity: ≥98%
Packaging: 5mg
Price: $122
Updated: 2024/03/01

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baohuoside I Chemical Properties,Usage,Production

Chemical Properties

Yellow needle-shaped crystals, soluble in methanol, derived from the whole herb of Epimedium.

Uses

Baohuoside I is an inhibitor of cell growth and also is a down-regulator of durvivin and cyclin D1 expression. Used in the treatment of esophageal cancer. Anti-cancer agent.

Definition

ChEBI: A glycosyloxyflavone that is 3,5,7-trihydroxy-4'-methoxy-8-prenylflavone in which the hydroxy group at position 3 has been converted to its alpha-L-rhamnopyranoside.

Biological Activity

Icariside II (Baohuoside-I) is a flavonoid with cytoprotective, neuroprotective, antiproliferative, and erectile function properties.

Synthesis

489-32-7

113558-15-9

The general procedure for the synthesis of 5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methyl-2-buten-1-yl)-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4H-benzopyran-4-one from Icariin was performed as follows: firstly, mycelia from agar slants ( 2 cm2) of C. blakesleeana mycelium was transferred to 100 mL of medium and incubated at 30 °C and 175 rpm for 36 h to prepare the inoculum. Subsequently, 10 mL of inoculum was added to 1000 mL of liquid medium and the flasks were placed on a rotary shaker and pre-cultured for 36 h at 175 rpm, 30°C. After completion of the pre-culture, 100 mg of Icariin was dissolved in 2 mL of methanol and added to 2 L of medium for preparative biotransformation to reach a final concentration of 50 mg/L. After continuing the culture for 5 days, the culture was filtered, and the filtrate was extracted five times with equal volumes of EtOAc. At the same time, suspension cells of C. blakesleeana (5.2 g) were extracted using 1000 mL EtOAc. All EtOAc extracts were combined and concentrated under reduced pressure. The resulting residue (1.6 g) was upsampled onto an ODS column (200 g, 10 cm × 50 cm) and eluted with MeOH-H?O (10% to 90% gradient, flow rate 2.0 mL/min). Finally, 90.1 mg of icariside II was obtained from the 60% MeOH-eluted grade (500 mL) with a purity of 96.5%.

References

[1] Journal of Molecular Catalysis B: Enzymatic, 2015, vol. 122, p. 141 - 146
[2] Patent: CN104530127, 2016, B. Location in patent: Paragraph 0156-0159
[3] Patent: CN104387430, 2017, B. Location in patent: Paragraph 0109; 0110; 0111; 0112
[4] Journal of Natural Products, 2008, vol. 71, # 9, p. 1513 - 1517
[5] Journal of Asian Natural Products Research, 2015, vol. 17, # 6, p. 656 - 661

baohuoside I Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from baohuoside I manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd

Product: baohuoside 113558-15-9
Price: US $50.00/kg
Min. Order: 1kg
Purity: 99
Supply Ability: 5000
Release date: 2024-12-11

BINBO BIOLOGICAL CO.,LTD

Product: baohuoside I 113558-15-9
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99.8%
Supply Ability: 1000 kg
Release date: 2024-04-07

Shaanxi Haibo Biotechnology Co., Ltd

Product: Baohuoside I Icariside II 113558-15-9
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 2000ton
Release date: 2023-09-07

113558-15-9, baohuoside IRelated Search:

Epmedin B PULCHINENOSIDE B4 1-[2-Hydroxy-4-methoxy-5-(3-methyl-2-butenyl)phenyl]-3-(4-hydroxyphenyl)-2-propen-1-one hydroxysafflor yellow A Epmedin C AURANTIO-OBTUSIN daurisoline Periplocoside Bakuchiol ATRACTYLON Psoralen HINOKIFLAVONE Epimedin A Musk ketone Glabridin Wogonin Kaempferol Icariin

3-(α-L-Rhamnopyranosyloxy)-4'-methoxy-5,7-dihydroxy-8-prenylflavone

5,7-Dihydroxy-4'-methoxy-8-prenyl-3-(α-L-rhamnopyranosyloxy)flavone

Baohuoside-1

Icariin II

Icarisid II

BAOHUOSIDE I; ANHYDROICARITIN; ICARISIDE II

Baohuoside I(Icariside II)

baohuoside I

3-[(6-Deoxy-alpha-L-mannopyranosyl)oxy]-5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one

Baohuside I

Baohuoside I Baohuside I

Baohuoside I, 98%, from Aceranthus sagittatus S. et Z.

Icarisid

Icariside II 113558-15-9

BaohuosideⅠ

4H-1-Benzopyran-4-one, 3-[(6-deoxy-α-L-mannopyranosyl)oxy]-5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methyl-2-buten-1-yl)-

4H-1-Benzopyran-4-one,3-[(6-deoxy-a-L-mannopyranosyl)oxy]-5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methyl-2-buten-1-yl)-

5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one

113558-15-9 baohuoside I

IcariinImpurity2

5,7-Dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-en-1-yl)-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one

Icariin Impurity 2 (Icariside II)

baohuoside

Bahoroside I

Icariside II-RM

Baohuoside I, 10 mM in DMSO

3-[(6-Deoxy-α-L-mannopyranosyl)oxy]-5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one

Icarisid II - Bio-X ?

icarisid Ⅱ

113558-15-9

13558-15-9

1113558-15-9

C27H30O10

reference standards from Chinese medicinal herbs (TCM).

standardized herbal extract

chemical reagent

pharmaceutical intermediate

phytochemical