Compound ID | 2739

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Spirocardin

Class: Natural product antibiotic

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Active against Staphylococcus aureus, Staphylococcus epidermidis, Enterococcus faecalis, Mycobacterium smegmatis, and Klebsiella pneumoniae (only Gram-negative it is active against)
Description: Natural product from Nocardia sp. (diterpenoid); showed no protective effects during intravenous Staphylococcus aureus infection in mice when administered subcutaneously
Institute where first reported: Sankyo Co., Ltd., Japan
Year first mentioned: 1989
Development status: Experimental
Chemical structure(s):
Spirocardin A
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Molecular weight: 366.45
Iso. SMILES: CC1C(C(=O)C2(C(C1(C)CC3C4(CO4)C(C(O3)O)O)CCC=C2C)C)O
InChI Key: BHDYBYAEPPUJEJ-UHFFFAOYSA-N
Can. SMILES: CC1=CCCC2C(C)(CC3C4(CO4)C(C(O)O3)O)C(C)C(C(=O)C12C)O
InChI: InChI=1S/C20H30O6/c1-10-6-5-7-12-18(3,11(2)14(21)15(22)19(10,12)4)8-13-20(9-25-20)16(23)17(24)26-13/h6,11-14,16-17,21,23-24H,5,7-9H2,1-4H3
Spirocardin B
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Molecular weight: 368.47
Iso. SMILES: CC1C(C(=O)C2(C(C1(C)CC(C3(CO3)C(CO)O)O)CCC=C2C)C)O
InChI Key: PDPQILPMCDOHDB-UHFFFAOYSA-N
Can. SMILES: CC1=CCCC2C(C)(CC(C3(CO3)C(CO)O)O)C(C)C(C(=O)C12C)O
InChI: InChI=1S/C20H32O6/c1-11-6-5-7-13-18(3,12(2)16(24)17(25)19(11,13)4)8-14(22)20(10-26-20)15(23)9-21/h6,12-16,21-24H,5,7-10H2,1-4H3
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/127321
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/127322
Citation: https://www.jstage.jst.go.jp/article/antibiotics1968/42/12/42_12_1741/_pdf/-char/en

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