Molecule

Phomopsin F

AlkaPlorer ID: AK103526

Synonym: None

IUPAC Name: (E)-2-[[(E)-2-[[(2S)-1-[(3R,4S,7S,10R,11R)-14-chloro-10-(dimethylamino)-3-ethyl-11,15-dihydroxy-3-methyl-6,9-dioxo-7-prop-1-en-2-yl-2-oxa-5,8-diazabicyclo[10.3.1]hexadeca-1(15),12(16),13-triene-4-carbonyl]-2,5-dihydropyrrole-2-carbonyl]amino]-3-methylpent-2-enoyl]amino]but-2-enedioic acid

Structure

SMILES: C=C(C)[C@@H]1NC(=O)[C@H](N(C)C)[C@H](O)C2=CC(=C(O)C(Cl)=C2)O[C@](C)(CC)[C@@H](C(=O)N2CC=C[C@H]2C(=O)N/C(C(=O)N/C(=C/C(=O)O)C(=O)O)=C(\C)CC)NC1=O

InChI: InChI=1S/C37H47ClN6O12/c1-9-18(5)26(33(51)39-21(36(54)55)16-24(45)46)41-31(49)22-12-11-13-44(22)35(53)30-37(6,10-2)56-23-15-19(14-20(38)29(23)48)28(47)27(43(7)8)34(52)40-25(17(3)4)32(50)42-30/h11-12,14-16,22,25,27-28,30,47-48H,3,9-10,13H2,1-2,4-8H3,(H,39,51)(H,40,52)(H,41,49)(H,42,50)(H,45,46)(H,54,55)/b21-16+,26-18+/t22-,25-,27+,28+,30+,37+/m0/s1

InChIKey: YKJILBFISDHBLQ-QGNWNHDRSA-N

Reference

Detection of a Toxic Methylated Derivative of Phomopsin A Produced by the Legume-Infesting Fungus <i>Diaporthe toxica</i>

PubChem CID: 132488001

LOTUS: LTS0106985

NPASS: NPC481864

{

NPAtlas: NPA022380

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Diaporthe toxica	Diaporthe	Diaporthaceae	Diaporthales	Sordariomycetes	Ascomycota	Fungi	Eukaryota

Properties Information

Molecule Weight: 803.2660000000001

TPSA？: 264.24

MolLogP？: 0.8525000000000049

Number of H-Donors: 8

Number of H-Acceptors: 11

RingCount: 3

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	HepG2	Activity	0.9	%	10.1021/acs.jnatprod.6b00662
Homo sapiens	HepG2	Activity	4.7	%	10.1021/acs.jnatprod.6b00662
Homo sapiens	HepG2	Activity	7.7	%	10.1021/acs.jnatprod.6b00662
Homo sapiens	HepG2	Activity	18.4	%	10.1021/acs.jnatprod.6b00662
Homo sapiens	HepG2	Activity	29.8	%	10.1021/acs.jnatprod.6b00662
Homo sapiens	HepG2	Activity	37.0	%	10.1021/acs.jnatprod.6b00662
Homo sapiens	HepG2	Activity	46.0	%	10.1021/acs.jnatprod.6b00662
Homo sapiens	HepG2	Activity	61.0	%	10.1021/acs.jnatprod.6b00662
Homo sapiens	HepG2	Activity	85.0	%	10.1021/acs.jnatprod.6b00662
Homo sapiens	HepG2	Activity	101.0	%	10.1021/acs.jnatprod.6b00662
Homo sapiens	HepG2	Activity	105.0	%	10.1021/acs.jnatprod.6b00662
Homo sapiens	HepG2	Activity	nan	None	10.1021/acs.jnatprod.6b00662
Homo sapiens	HepG2	IC50	6100.0	nM	10.1021/acs.jnatprod.6b00662