Molecule

Lolitrem E

AlkaPlorer ID: AK057046

Synonym: 'Lolitrem E', 'Lolitrem C'

IUPAC Name: (2S,3R,6S,8S,9R,10R,12S,13S,16S,22R,26R)-9,13-dihydroxy-2,3,23,23,25,25-hexamethyl-8-[2-(3-methylbut-2-enoxy)propan-2-yl]-7,11,24-trioxa-32-azanonacyclo[16.14.0.02,16.03,13.06,12.010,12.019,31.020,28.022,26]dotriaconta-1(18),19(31),20(28),29-tetraen-27-one

Structure

SMILES: CC(C)=CCOC(C)(C)[C@H]1O[C@H]2CC[C@@]3(C)[C@@](O)(CC[C@H]4CC5=C(NC6=CC=C7C(=O)[C@@H]8[C@@H](CC7=C56)C(C)(C)OC8(C)C)[C@@]43C)[C@]23O[C@@H]3[C@@H]1O

InChI: InChI=1S/C42H57NO7/c1-21(2)15-18-47-38(7,8)34-32(45)35-42(49-35)28(48-34)14-16-39(9)40(10)22(13-17-41(39,42)46)19-25-29-24-20-26-30(37(5,6)50-36(26,3)4)31(44)23(24)11-12-27(29)43-33(25)40/h11-12,15,22,26,28,30,32,34-35,43,45-46H,13-14,16-20H2,1-10H3/t22-,26+,28-,30-,32+,34-,35+,39+,40+,41-,42-/m0/s1

InChIKey: XERCMAQJPCQQAO-OKQVYEMSSA-N

Reference

Large-Scale Isolation of Lolitrem B and Structure Determination of Lolitrem E

PubChem CID: 72734305

LOTUS: LTS0218686

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Epichloe festucae	Epichloe	Clavicipitaceae	Hypocreales	Sordariomycetes	Ascomycota	Fungi	Eukaryota

Properties Information

Molecule Weight: 687.9180000000002

TPSA？: 113.54

MolLogP？: 6.508800000000008

Number of H-Donors: 3

Number of H-Acceptors: 7

RingCount: 9

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT004982	CC(C)(O)[C@H]1O[C@H]2CC[C@]3(C)[C@@]4(C)c5[nH]c6ccc7c(c6c5C[C@@H]4CC[C@@]3(O)[C@]23O[C@@H]3[C@@H]1O)C[C@@H]1[C@@H](C7=O)C(C)(C)OC1(C)C.CC(C)=CCOP(=O)(O)OP(=O)(O)O>>CC(C)=CCOC(C)(C)[C@H]1O[C@H]2CC[C@]3(C)[C@@]4(C)c5[nH]c6ccc7c(c6c5C[C@@H]4CC[C@@]3(O)[C@]23O[C@@H]3[C@@H]1O)C[C@@H]1[C@@H](C7=O)C(C)(C)OC1(C)C	R10370
AKRT005195	CC(C)=CCOC(C)(C)[C@H]1O[C@H]2CC[C@]3(C)[C@@]4(C)c5[nH]c6ccc(CC=C(C)C)c(CC=C(C)C)c6c5C[C@@H]4CC[C@@]3(O)[C@]23O[C@@H]3[C@@H]1O>>CC(C)=CCOC(C)(C)[C@H]1O[C@H]2CC[C@]3(C)[C@@]4(C)c5[nH]c6ccc7c(c6c5C[C@@H]4CC[C@@]3(O)[C@]23O[C@@H]3[C@@H]1O)C[C@@H]1[C@@H](C7=O)C(C)(C)OC1(C)C	R10692
AKRT005196	CC(C)=CCOC(C)(C)[C@H]1O[C@H]2CC[C@]3(C)[C@@]4(C)c5[nH]c6ccc7c(c6c5C[C@@H]4CC[C@@]3(O)[C@]23O[C@@H]3[C@@H]1O)C[C@@H]1[C@@H](C7=O)C(C)(C)OC1(C)C>>CC(C)=CC1OC2C3OC34[C@H](CC[C@]3(C)[C@@]5(C)c6[nH]c7ccc8c(c7c6C[C@@H]5CC[C@@]43O)CC3C(C8=O)C(C)(C)OC3(C)C)O[C@@H]2C(C)(C)O1	MNXR187828
AKRT005197	CC(C)=CCOC(C)(C)[C@H]1O[C@H]2CC[C@]3(C)[C@@]4(C)c5[nH]c6ccc7c(c6c5C[C@@H]4CC[C@@]3(O)[C@]23O[C@@H]3[C@@H]1O)C[C@@H]1[C@@H](C7=O)C(C)(C)OC1(C)C>>CC(C)=C[C@H]1O[C@@H]2[C@H](O[C@H]3CC[C@]4(C)[C@@]5(C)c6[nH]c7ccc8c(c7c6C[C@@H]5CC[C@@]4(O)[C@]34O[C@H]24)C[C@@H]2[C@@H](C8=O)C(C)(C)OC2(C)C)C(C)(C)O1	R10368