Stachybotrylactam

Sesquiterpene

NP5587

163391-76-2

Stachybotrylactam

An unusual spirodihydrobenzofuranlactam mycotoxin isolated from Stachybotrys sp. It shows immunosuppressant and weak HIV protease activity and shows diverse activity including antiviral, endothelin and pancreatic cholesterase inhibition.

Stachybotrylactam;163391-76-2;3,4'-dihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-7,8-dihydro-3H-furo[2,3-e]isoindole]-6'-one;Spiro[2H-furo[2,3-e]isoindole-2,1'(2'H)-naphthalen]-6(3H)-one, 3',4',4'a,5',6',7,7',8,8',8'a-decahydro-4,6'-dihydroxy-2',5',5',8'a-tetramethyl-, (1'R,2'R,4'aS,6'R,8'aS)-;CID 45934402;Compound NP-020819;DTXSID70672955;CHEBI:201797;AKOS040737949;J-010041;(3R,4aS,7R,8R,8aS)-3,4'-dihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-7,8-dihydro-3H-uro[2,3-e]isoindole]-6'-one;4,6'-DIHYDROXY-2',5',5',8'A-TETRAMETHYL-3',4',4'A,6',7,7',8,8'-OCTAHYDRO-2'H,3H-SPIRO[FURO[2,3-E]ISOINDOLE-2,1'-NAPHTHALEN]-6-ONE;

3,4'-dihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-7,8-dihydro-3H-furo[2,3-e]isoindole]-6'-one

385.50

C23H31NO4

O=C1NCC2=C1C=C(C3=C2O[C@@]4(C3)[C@](C)([C@]5(CC[C@H]4C)[H])CC[C@H](C5(C)C)O)O

InChI=1S/C23H31NO4/c1-12-5-6-17-21(2,3)18(26)7-8-22(17,4)23(12)10-14-16(25)9-13-15(19(14)28-23)11-24-20(13)27/h9,12,17-18,25-26H,5-8,10-11H2,1-4H3,(H,24,27)

ZSVLMDBFFSSVAK-UHFFFAOYSA-N

630.0±55.0°C (Predicted)

210°C (dec.)

>95% by HPLC

1.28±0.1 g/cm3 (Predicted)

Soluble in Ethanol, Methanol, DMF, DMSO; Poorly soluble in Water

White to Off-white Solid

Please store the product under the recommended conditions in the Certificate of Analysis.

Neat

9.39±0.70(Predicted)

Stachybotrylactam is an unusual, spirodihydrobenzofuranlactam mycotoxin isolated from a Stachybotrys sp., showing immunosuppressant and weak HIV protease activity. Members of this structural class show diverse activity including antiviral, endothelin and pancreatic cholesterase inhibition.

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