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Record Information
Version2.0
Created at2024-03-15 15:45:52 UTC
Updated at2024-11-01 01:38:34 UTC
NP-MRD IDNP0332653
Natural Product DOIhttps://doi.org/10.57994/1913
Secondary Accession NumbersNone
Natural Product Identification
Common NameHygrocin C
DescriptionHygrocin C belongs to the class of organic compounds known as macrolactams. These are cyclic amides of amino carboxylic acids, having a 1-azacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. They are nitrogen analogues (the a nitrogen atom replacing the o atom of the cyclic carboxylic acid group ) of the naturally occurring macrolides. Hygrocin C was first documented in 2013 (PMID: 24490633). Based on a literature review a small amount of articles have been published on Hygrocin C (PMID: 37694782) (PMID: 36358111) (PMID: 36198661) (PMID: 29189900).
Structure
Thumb
SynonymsNot Available
Chemical FormulaC28H31NO8
Average Mass509.5550 Da
Monoisotopic Mass509.20497 Da
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILES
CC[C@@H]1CCC(=O)C2=C3C(=O)C=C4NC(=O)[C@H](\C=C(C)/C(=O)O[C@H](C)[C@H](O)\C=C/1)[C@@]4(O)C3=CC(C)=C2O
InChI Identifier
InChI=1S/C28H31NO8/c1-5-16-6-8-19(30)15(4)37-27(35)14(3)11-18-26(34)29-22-12-21(32)23-17(28(18,22)36)10-13(2)25(33)24(23)20(31)9-7-16/h6,8,10-12,15-16,18-19,30,33,36H,5,7,9H2,1-4H3,(H,29,34)/b8-6-,14-11-/t15-,16+,18+,19-,28+/m1/s1
InChI KeyNAKWTVLAAKACFD-KMZDPJHBSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
rapamycinicus
      Not Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as macrolactams. These are cyclic amides of amino carboxylic acids, having a 1-azacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. They are nitrogen analogues (the a nitrogen atom replacing the o atom of the cyclic carboxylic acid group ) of the naturally occurring macrolides.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassMacrolactams
Sub ClassNot Available
Direct ParentMacrolactams
Alternative Parents
Substituents
  • Macrolide
  • Macrolactam
  • Naphthalene
  • Indole or derivatives
  • Aryl alkyl ketone
  • Aryl ketone
  • Benzenoid
  • 2-pyrrolidone
  • Pyrrolidone
  • Vinylogous amide
  • Vinylogous acid
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Tertiary alcohol
  • Pyrrolidine
  • Secondary carboxylic acid amide
  • Secondary alcohol
  • Lactone
  • Lactam
  • Ketone
  • Carboxylic acid ester
  • Carboxamide group
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Polyol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Kashi ME, Ghorbani M, Badibostan H, Seidel V, Hosseini SH, Asili J, Shakeri A, Sahebkar A: Antimicrobial and Cytotoxic Naphthoquinones from Microbial Origin: An Updated Review. Mini Rev Med Chem. 2024;24(8):844-862. doi: 10.2174/1389557523666230911141331. [PubMed:37694782 ]
  2. Yi W, Newaz AW, Yong K, Ma M, Lian XY, Zhang Z: New Hygrocins K-U and Streptophenylpropanamide A and Bioactive Compounds from the Marine-Associated Streptomyces sp. ZZ1956. Antibiotics (Basel). 2022 Oct 22;11(11):1455. doi: 10.3390/antibiotics11111455. [PubMed:36358111 ]
  3. Jang JP, Lee B, Heo KT, Oh TH, Lee HW, Ko SK, Hwang BY, Jang JH, Hong YS: Hygrolansamycins A-D, O-Heterocyclic Macrolides from Streptomyces sp. KCB17JA11. J Microbiol Biotechnol. 2022 Oct 28;32(10):1299-1306. doi: 10.4014/jmb.2206.06039. Epub 2022 Sep 5. [PubMed:36198661 ]
  4. Wang J, Nong XH, Amin M, Qi SH: Hygrocin C from marine-derived Streptomyces sp. SCSGAA 0027 inhibits biofilm formation in Bacillus amyloliquefaciens SCSGAB0082 isolated from South China Sea gorgonian. Appl Microbiol Biotechnol. 2018 Feb;102(3):1417-1427. doi: 10.1007/s00253-017-8672-z. Epub 2017 Nov 30. [PubMed:29189900 ]
  5. Lu C, Li Y, Deng J, Li S, Shen Y, Wang H, Shen Y: Hygrocins C-G, cytotoxic naphthoquinone ansamycins from gdmAI-disrupted Streptomyces sp. LZ35. J Nat Prod. 2013 Dec 27;76(12):2175-9. doi: 10.1021/np400474s. Epub 2013 Nov 18. [PubMed:24490633 ]