Cas no 29400-42-8 (Helvolic Acid)

Helvolic Acid is a secondary metabolite belonging to the class of sesquiterpenoid antibiotics, primarily produced by certain fungal species such as Aspergillus and Penicillium. It exhibits notable antimicrobial properties, particularly against Gram-positive bacteria, making it a compound of interest in pharmaceutical and microbiological research. Its mechanism of action involves disrupting bacterial cell membrane integrity, leading to cell lysis. Helvolic Acid also demonstrates anti-inflammatory and potential anticancer activities, broadening its biomedical applications. The compound's unique tricyclic structure contributes to its stability and bioactivity. Due to its selective efficacy and natural origin, Helvolic Acid is a valuable candidate for further studies in drug development and antimicrobial therapies.
Helvolic Acid structure
Helvolic Acid structure
Product Name:Helvolic Acid
CAS No:29400-42-8
MF:C33H44O8
MW:568.697670936584
CID:255782
PubChem ID:3002143
Update Time:2025-06-08

Helvolic Acid Chemical and Physical Properties

Names and Identifiers

    • 29-Nordammara-1,17(20),24-trien-21-oicacid, 6,16-bis(acetyloxy)-3,7-dioxo-, (4a,6b,8a,9b,13a,14b,16b,17Z)-
    • 29-Nordammara-1,17(20),24-trien-21-oicacid, 6,16-bis(acetyloxy)-3,7-dioxo-, (4a,6b,8a,9b,13a,1...
    • HELVOLIC ACID
    • 16-(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-, (4-alpha,6-beta,8-alpha,9-beta,13-alpha,14-beta,16-beta,17-beta)-
    • BRN 3230584
    • Fumigacin
    • NSC 319943
    • (17Z)-6beta,16beta-diacetoxy-4alpha,8,14-trimethyl-3,7-dioxo-5alpha,8alpha,9beta,13alpha,14beta-18-norcholesta-1,17,24-trien-21-oic acid
    • ACon0_000265
    • NCGC00169132-02
    • CS-0086553
    • HELVOLIC ACID FROM CEPHALOSPORIUM*CAERULENS
    • NS00097267
    • NSC-319943
    • (2Z)-2-[(4S,5S,6S,8S,9S,10R,13R,14S,16S)-6,16-diacetyloxy-4,8,10,14-tetramethyl-3,7-dioxo-5,6,9,11,12,13,15,16-octahydro-4H-cyclopenta[a]phenanthren-17-ylidene]-6-methylhept-5-enoic acid
    • (4alpha,6beta,8alpha,9beta,13alpha,14beta,16beta,17beta)-6,16- bis(acetyloxy)-3,7-dioxo-29-nordammara-1,17(20),24-trien-21-oic acid
    • NCGC00169132-02_C33H44O8_(4alpha,5alpha,6beta,8alpha,9beta,13alpha,14beta,16beta,17Z)-6,16-Diacetoxy-4,8,14-trimethyl-3,7-dioxo-18-norcholesta-1,17,24-trien-21-oic acid
    • BRD-K08133434-001-01-0
    • CHEMBL505132
    • LMPR0106080005
    • HY-N6728
    • MEGxm0_000011
    • AKOS030530131
    • NCGC00169132-01
    • UNII-MZX54GS8AH
    • HELVOLIC ACID [MI]
    • ACon1_000380
    • (2Z)-2-[(4S, 5S, 6S, 8S, 9S, 10R, 13R, 14S, 16S)-6, 16-diacetyloxy-4, 8, 10, 14-tetramethyl-3, 7-dioxo-5, 6, 9, 11, 12, 13, 15, 16-octahydro-4H-cyclopenta[a]phenanthren-17-ylidene]-6-methylhept-5-enoic acid
    • Q27131924
    • 29400-42-8
    • 3-10-00-04777 (Beilstein Handbook Reference)
    • (2Z)-2-[(4alpha,5alpha,6beta,8alpha,9beta,13alpha,14beta,16beta,17Z)-6,16-diacetoxy-4,8,10,14-tetramethyl-3,7-dioxogon-1-en-17-ylidene]-6-methylhept-5-enoic acid
    • (Z)-6.BETA.,16.BETA.-DIHYDROXY-3,7-DIOXO-29-NOR-8.ALPHA.,9.BETA.,13.ALPHA.,14.BETA.-DAMMARA-1,17(20),24-TRIEN-21-OIC ACID DIACETATE
    • (2Z)-2-(6,16-diacetyloxy-4,8,10,14-tetramethyl-3,7-dioxo-5,6,9,11,12,13,15,16-octahydro-4H-cyclopenta[a]phenanthren-17-ylidene)-6-methylhept-5-enoic acid
    • J-017496
    • BH162732
    • DTXSID201017874
    • GTPL12329
    • 29-Nordammara-1,17(20),24-trien-21-oic acid, 6,16-bis(acetyloxy)-3,7-dioxo-, (4.alpha.,6.beta.,8.alpha.,9.beta.,13.alpha.,14.beta.,16.beta.,17Z)-
    • MZX54GS8AH
    • CHEBI:62460
    • DA-53932
    • NCGC00169132-03
    • Helvolic Acid
    • Inchi: 1S/C33H44O8/c1-17(2)10-9-11-21(30(38)39)26-22-12-13-25-31(6)15-14-23(36)18(3)27(31)28(41-20(5)35)29(37)33(25,8)32(22,7)16-24(26)40-19(4)34/h10,14-15,18,22,24-25,27-28H,9,11-13,16H2,1-8H3,(H,38,39)/b26-21-/t18-,22+,24+,25+,27-,28+,31-,32+,33-/m1/s1
    • InChI Key: MDFZYGLOIJNNRM-OAJDADRGSA-N
    • SMILES: O(C(C)=O)[C@@H]1C([C@@]2(C)[C@@H](CC[C@H]3/C(=C(/C(=O)O)\CC/C=C(\C)/C)/[C@H](C[C@]23C)OC(C)=O)[C@]2(C=CC([C@@H](C)[C@@H]21)=O)C)=O

Computed Properties

  • Exact Mass: 568.304
  • Monoisotopic Mass: 568.304
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 8
  • Heavy Atom Count: 41
  • Rotatable Bond Count: 8
  • Complexity: 1270
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 9
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 1
  • XLogP3: 5.1
  • Topological Polar Surface Area: 124?2

Experimental Properties

  • Density: 1.1062 (rough estimate)
  • Melting Point: 215°
  • Boiling Point: 552.56°C (rough estimate)
  • Flash Point: 209°C
  • Refractive Index: 1.4900 (estimate)
  • PSA: 124.04000
  • LogP: 5.40010
  • Specific Rotation: D25 -121° (chloroform)

Helvolic Acid Security Information

  • RTECS:RC1370000
  • Storage Condition:2-8°C

Helvolic Acid Pricemore >>

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