An antibiotic
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Rugulotrosin A

Item No. 28157

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4R,4'R,4aR,4'aR,7R)-rel-2,2',3,3',4,4',9,9'-octahydro-1,1',4,4',8,8'-hexahydroxy-6,6'-dimethyl-9,9'-dioxo-[7,7'-bi-4aH-xanthene]-4a,4'a-dicarboxylic acid dimethyl ester
CAS Number
685135-81-3
Molecular Formula
C32H30O14
Formula Weight
638.6
Purity
≥98%
Formulation (Request formulation change)
A solid
SMILES
O=C1C2=C(C=C(C)C(C3=C(O)C(C(C4=C(O)CCC(O)C4(C(OC)=O)O5)=O)=C5C=C3C)=C2O)OC6(C(OC)=O)C(O)CCC(O)=C61
InChi Code
InChI=1S/C32H30O14/c1-11-9-15-21(27(39)23-13(33)5-7-17(35)31(23,45-15)29(41)43-3)25(37)19(11)20-12(2)10-16-22(26(20)38)28(40)24-14(34)6-8-18(36)32(24,46-16)30(42)44-4/h9-10,17-18,33-38H,5-8H2,1-4H3
InChi Key
NCPFIXCVFFDLAF-UHFFFAOYSA-N
Origin
Fungus/Penicillium sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Rugulotrosin A is an antibiotic originally isolated from Penicillium.1,2 It is active against the Gram-positive bacteria E. faecalis, B. cereus, B. subtilis, and S. aureus with 99% lethal dose (LD99) values of 1.6, 3.1, 5.5, and 200 μg/ml, respectively.1 Rugulotrosin A is inactive against Gram-negative bacteria.2,1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Stewart, M., Capon, R.J., White, J.M., et al. Rugulotrosins A and B: Two new antibacterial metabolites from an Australian isolate of a Penicillium sp. J. Nat. Prod. 67(4), 728-730 (2004).

    2. Qin, T., Skraba-Joiner, S.L., Khalil, Z.G., et al. Atropselective syntheses of (−) and (+) rugulotrosin A utilizing point-to-axial chirality transfer. Nat. Chem. 7(3), 234-240 (2015).