Berkelic acid

Berkelic acid
Identifiers
CAS Number	905305-61-5;
3D model (JSmol)	Interactive image;
ChemSpider	28286696;
PubChem CID	54612784;
	InChI InChI=1S/C29H40O9/c1-6-8-9-10-19-11-17-12-20(30)24(26(32)33)25-23(17)21(37-19)14-29(38-25)16(3)18(15-36-29)13-22(31)28(4,7-2)27(34)35-5/h12,16,18-19,21,30H,6-11,13-15H2,1-5H3,(H,32,33)/t16-,18+,19+,21-,28-,29-/m0/s1 Key: KUPCHRRTAPZASB-FZIMWOAESA-N; InChI=1/C29H40O9/c1-6-8-9-10-19-11-17-12-20(30)24(26(32)33)25-23(17)21(37-19)14-29(38-25)16(3)18(15-36-29)13-22(31)28(4,7-2)27(34)35-5/h12,16,18-19,21,30H,6-11,13-15H2,1-5H3,(H,32,33)/t16-,18+,19+,21-,28-,29-/m0/s1 Key: KUPCHRRTAPZASB-FZIMWOAEBA;
	SMILES CCCCC[C@@H]1Cc2cc(c(c3c2[C@@H](O1)C[C@]4(O3)[C@H]([C@@H](CO4)CC(=O)[C@](C)(CC)C(=O)OC)C)C(=O)O)O;
Properties
Chemical formula	C29H40O9
Molar mass	532.630 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Berkelic acid is a fungal isolate with anticancer activity in vitro.^[1] It was first discovered in a fungal species which evolved to live in the Berkeley Pit.

Notes

^ Stierle, AA; Stierle, DB; Kelly, K (2006). "Berkelic acid, a novel spiroketal with selective anticancer activity from an acid mine waste fungal extremophile". The Journal of Organic Chemistry. 71 (14): 5357–60. doi:10.1021/jo060018d. PMID 16808526.

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[1] Stierle, AA; Stierle, DB; Kelly, K (2006). "Berkelic acid, a novel spiroketal with selective anticancer activity from an acid mine waste fungal extremophile". The Journal of Organic Chemistry. 71 (14): 5357–60. doi:10.1021/jo060018d. PMID 16808526.

[1]

Identifiers

CAS Number	905305-61-5
3D model (JSmol)	Interactive image
ChemSpider	28286696
PubChem CID	54612784
InChI InChI=1S/C29H40O9/c1-6-8-9-10-19-11-17-12-20(30)24(26(32)33)25-23(17)21(37-19)14-29(38-25)16(3)18(15-36-29)13-22(31)28(4,7-2)27(34)35-5/h12,16,18-19,21,30H,6-11,13-15H2,1-5H3,(H,32,33)/t16-,18+,19+,21-,28-,29-/m0/s1 Key: KUPCHRRTAPZASB-FZIMWOAESA-N InChI=1/C29H40O9/c1-6-8-9-10-19-11-17-12-20(30)24(26(32)33)25-23(17)21(37-19)14-29(38-25)16(3)18(15-36-29)13-22(31)28(4,7-2)27(34)35-5/h12,16,18-19,21,30H,6-11,13-15H2,1-5H3,(H,32,33)/t16-,18+,19+,21-,28-,29-/m0/s1 Key: KUPCHRRTAPZASB-FZIMWOAEBA
SMILES CCCCC[C@@H]1Cc2cc(c(c3c2[C@@H](O1)C[C@]4(O3)[C@H]([C@@H](CO4)CC(=O)[C@](C)(CC)C(=O)OC)C)C(=O)O)O
Properties
Chemical formula	C₂₉H₄₀O₉
Molar mass	532.630 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references