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verruculogen

AlkaPlorer ID: AK038475

Synonym: None

IUPAC Name: (9R,14S,17S,23R,24S)-23,24-dihydroxy-5-methoxy-12,12-dimethyl-9-(2-methylprop-1-enyl)-10,11-dioxa-8,15,21-triazahexacyclo[12.10.1.02,7.08,25.015,23.017,21]pentacosa-1(25),2(7),3,5-tetraene-16,22-dione

Structure

SMILES: COC1=CC=C2C3=C4[C@H](CC(C)(C)OO[C@H](C=C(C)C)N4C2=C1)N1C(=O)[C@@H]2CCCN2C(=O)[C@]1(O)[C@H]3O

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InChI: InChI=1S/C27H33N3O7/c1-14(2)11-20-29-18-12-15(35-5)8-9-16(18)21-22(29)19(13-26(3,4)37-36-20)30-24(32)17-7-6-10-28(17)25(33)27(30,34)23(21)31/h8-9,11-12,17,19-20,23,31,34H,6-7,10,13H2,1-5H3/t17-,19-,20+,23-,27+/m0/s1

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InChIKey: LRXYHMMJJCTUMY-GWXUGYLUSA-N

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Properties Information

Molecule Weight: 511.57500000000033

TPSA？: 113.70000000000002

MolLogP？: 2.855100000000001

Number of H-Donors: 2

Number of H-Acceptors: 8

RingCount: 6

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens ATP-binding cassette sub-family G member 2 Inhibition nan % 10.1016/j.bmcl.2016.11.013
None NON-PROTEIN TARGET IC50 20000.0 nM 10.1016/j.bmcl.2016.11.013

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT005208 CC(C)=CCOP(=O)(O)OP(=O)(O)O.COc1ccc2c3c4n(c2c1)[C@@H](C=C(C)C)OOC(C)(C)C[C@@H]4N1C(=O)[C@@H]2CCCN2C(=O)[C@]1(O)[C@H]3O>>COc1ccc2c3c4n(c2c1)[C@@H](C=C(C)C)OOC(C)(C)C[C@@H]4N1C(=O)[C@@H]2CCCN2C(=O)[C@]1(O)[C@H]3OCC=C(C)C RXN-14421
AKRT011907 COc1ccc2c3c(n(CC=C(C)C)c2c1)[C@H](C=C(C)C)N1C(=O)[C@@H]2CCCN2C(=O)[C@]1(O)[C@H]3O>>COc1ccc2c3c4n(c2c1)[C@@H](C=C(C)C)OOC(C)(C)C[C@@H]4N1C(=O)[C@@H]2CCCN2C(=O)[C@]1(O)[C@H]3O RXN-14407
AKRT011925 COc1ccc2c3c4n(c2c1)[C@@H](C=C(C)C)OOC(C)(C)C[C@@H]4N1C(=O)[C@@H]2CCCN2C(=O)[C@]1(O)[C@H]3O.CC(C)=CCOP(=O)(O)OP(=O)(O)O>>COc1ccc2c3c4n(c2c1)[C@@H](C=C(C)C)OOC(C)(C)C[C@@H]4N1C(=O)[C@@H]2CCCN2C(=O)[C@]1(O)[C@H]3OCC=C(C)C enzymemap_39845