HELVOLIC ACID FROM CEPHALOSPORIUM*CAERULENS

Product Name: HELVOLIC ACID FROM CEPHALOSPORIUM*CAERULENS
CAS No.: 29400-42-8
Chemical Name: HELVOLIC ACID FROM CEPHALOSPORIUM*CAERULENS
Synonyms: fumigacin;Helvolic acid, Mycotoxin;Helvolic acid (Fumigacin);HELVOLIC ACID FROM CEPHALOSPORIUM*CAERULENS;6-beta,8-alpha,9-beta,13-alpha,14-beta,16-beta,17-beta)--alph;17(20),24-trien-21-oicacid,6,16-bis(acetyloxy)-3,7-dioxo-29-nordammara-(4;(8α,9β,13α,14β,17Z)-6β,16β-Diacetoxy-3,7-dioxo-29-nor-5α-dammara-1,17(20),24-trien-21-oic acid;(8α,9β,13α,14β,17Z)-6β,16β-Bis(acetyloxy)-3,7-dioxo-29-nordammara-1,17(20),24-trien-21-oic acid;(4α,8α,9β,13α,14β,17Z)-6β,16β-Bis(acetyloxy)-3,7-dioxo-29-nordammara-1,17(20),24-trien-21-oic acid;29-Nordammara-1,17(20),24-trien-21-oic acid, 6,16-bis(acetyloxy)-3,7-dioxo-, (4α,6β,8α,9β,13α,14β,16β,17Z)-
CBNumber: CB2503570
Molecular Formula: C33H44O8
Formula Weight: 568.7
MOL File: 29400-42-8.mol

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HELVOLIC ACID FROM CEPHALOSPORIUM*CAERULENS Property

Melting point:: 215°
alpha: D25 -121° (chloroform)
Boiling point:: 552.56°C (rough estimate)
Density: 1.1062 (rough estimate)
refractive index: 1.4900 (estimate)
storage temp.: 2-8°C
solubility: DMF:30.0(Max Conc. mg/mL);52.75(Max Conc. mM)
DMSO:20.0(Max Conc. mg/mL);35.17(Max Conc. mM)
Ethanol:20.0(Max Conc. mg/mL);35.17(Max Conc. mM)
form: A crystalline solid
pka: 4.05±0.41(Predicted)
color: White to off-white

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Safety

RTECS: RC1370000
HS Code: 29419000

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 21580
Product name: Helvolic Acid
Purity: ≥98%
Packaging: 1mg
Price: $72
Updated: 2024/03/01

Cayman Chemical

Product number: 21580
Product name: Helvolic Acid
Purity: ≥98%
Packaging: 5mg
Price: $231
Updated: 2024/03/01

TRC

Product number: H235125
Product name: HelvolicAcid
Packaging: 50mg
Price: $3090
Updated: 2021/12/16

Apolloscientific

Product number: BIBR1050
Product name: Helvolicacid
Packaging: 5mg
Price: $435
Updated: 2021/12/16

Apolloscientific

Product number: BIBR1050
Product name: Helvolicacid
Packaging: 1mg
Price: $109
Updated: 2021/12/16

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HELVOLIC ACID FROM CEPHALOSPORIUM*CAERULENS Chemical Properties,Usage,Production

Description

Helvolic acid is a mycotoxin originally isolated from A. fumigatus that has broad-spectrum antibiotic activity against Gram-positive and Gram-negative bacteria. At 4-16 mg/L, it acted synergistically with erythromycin (500-2,000 mg/L) in vitro on five multi-drug resistant strains of S. aureus. At 10 mg/kg/d, it reduced tumor growth and prolonged survival synergistically with cyclophosphamide (20 mg/kg/d) in a mouse model of sarcoma but had no effect when administered alone.

Uses

Helvolic acid is a mycotoxin with antibacterial activity.

Definition

ChEBI: A steroid C-21 acid having a 29-nordammarane skeleton substituted with an acetoxy group at C-16 and oxo groups at C-3 and -7, with double bonds at C-1, -17(20) and -24.

References

[1] De Souza, F.I., Zumiotti, A.V., and Da Silva, C.F. Neuregulins 1-α and 1-β on the regeneration the peripheral nerves[J]. Acta Ortop Bras.
[2] PAMODA B RATNAWEERA. Helvolic acid, an antibacterial nortriterpenoid from a fungal endophyte, Xylaria sp. of orchid Anoectochilus setaceus endemic to Sri Lanka.[J]. Mycology, 2014, 5 1: 23-28. DOI: 10.1080/21501203.2014.892905
[3] LING QIN. In vitro synergistic antibacterial activities of helvolic acid on multi-drug resistant Staphylococcus aureus.[J]. Natural Product Research, 2009, 23 4: 309-318. DOI: 10.1080/14786410801972813
[4] JIAN-HUI XIAO. Synergistic antitumor efficacy of antibacterial helvolic acid from Cordyceps taii and cyclophosphamide in a tumor mouse model.[J]. Experimental Biology and Medicine, 2017, 242 2: 214-222. DOI: 10.1177/1535370216668051

HELVOLIC ACID FROM CEPHALOSPORIUM*CAERULENS Preparation Products And Raw materials

Raw materials

Preparation Products

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HELVOLIC ACID FROM CEPHALOSPORIUM*CAERULENS Suppliers

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29400-42-8, HELVOLIC ACID FROM CEPHALOSPORIUM*CAERULENSRelated Search:

1,9-NONANEDIOL DIACETATE ADOXAL 1-DECALONE Isobutyroin 4-Methyl-3-decen-5-ol Geranyl acetate trans-2-Methyl-2-pentenoic acid 2-Butene-1,4-diol TRANS-2-OCTENOIC ACID 3,5,5-trimethylhexyl formate 3-ACETOXY-2-BUTANONE 2,2-DIMETHYLCYCLOHEXANONE 5-Hydroxy-4-octanone ETHYLIDENECYCLOPENTANE HELVOLIC ACID FROM CEPHALOSPORIUM*CAERULENS 9-(Z)-Tetradecen-1-ol acetate 3,3,5,5-TETRAMETHYLCYCLOHEXANOL 2-N-PROPYL-2(E)-PENTENOICACID

17(20),24-trien-21-oicacid,6,16-bis(acetyloxy)-3,7-dioxo-29-nordammara-(4

6-beta,8-alpha,9-beta,13-alpha,14-beta,16-beta,17-beta)--alph

fumigacin

HELVOLIC ACID FROM CEPHALOSPORIUM*CAERULENS

(4α,8α,9β,13α,14β,17Z)-6β,16β-Bis(acetyloxy)-3,7-dioxo-29-nordammara-1,17(20),24-trien-21-oic acid

(8α,9β,13α,14β,17Z)-6β,16β-Bis(acetyloxy)-3,7-dioxo-29-nordammara-1,17(20),24-trien-21-oic acid

(8α,9β,13α,14β,17Z)-6β,16β-Diacetoxy-3,7-dioxo-29-nor-5α-dammara-1,17(20),24-trien-21-oic acid

29-Nordammara-1,17(20),24-trien-21-oic acid, 6,16-bis(acetyloxy)-3,7-dioxo-, (4α,6β,8α,9β,13α,14β,16β,17Z)-

Helvolic acid (Fumigacin)

Helvolic acid, Mycotoxin

29400-42-8

C33H44O8