Circulin C
AlkaPlorer ID: AK322613
Synonym: None
IUPAC Name: 3-[(1R,4S,7S,13R,16S,22S,28S,31S,34S,37R,40S,43S,46S,49S,52R,55S,58R,64S,67S,70S,73S,76S,79R,82S,88S,91S,94S)-43,49-bis(4-aminobutyl)-91-benzyl-22,76-bis[(2S)-butan-2-yl]-88-[(2R)-butan-2-yl]-31-(3-carbamimidamidopropyl)-3,6,9,12,15,24,27,30,33,36,39,42,45,48,51,54,57,60,63,66,69,72,75,78,81,90,93,96-octacosahydroxy-73-[(1R)-1-hydroxyethyl]-28-(2-hydroxy-2-iminoethyl)-4,46,55,70-tetrakis(hydroxymethyl)-34-[(4-hydroxyphenyl)methyl]-64-methyl-21,87-dioxo-40,67,94-tri(propan-2-yl)-2a,3a,6a,7a,98,99-hexathia-2,5,8,11,14,20,23,26,29,32,35,38,41,44,47,50,53,56,59,62,65,68,71,74,77,80,86,89,92,95-triacontazahexacyclo[50.44.4.413,58.437,79.016,20.082,86]octahecta-2,5,8,11,14,23,26,29,32,35,38,41,44,47,50,53,56,59,62,65,68,71,74,77,80,89,92,95-octacosaen-7-yl]propanoic acid
Structure
SMILES: CC[C@@H](C)[C@@H]1N=C(O)[C@H](CC2=CC=CC=C2)N=C(O)[C@H](C(C)C)N=C(O)[C@@H]2CSSC[C@@H]3N=C(O)[C@H](CO)N=C(O)[C@@H]4CSSC[C@H](N=C(O)[C@@H]5CCCN5C(=O)[C@H]([C@@H](C)CC)N=C(O)CN=C(O)[C@H](CC(=N)O)N=C(O)[C@H](CCCNC(=N)N)N=C(O)[C@H](CC5=CC=C(O)C=C5)N=C(O)[C@H](CSSC[C@H](N=C(O)[C@@H]5CCCN5C1=O)C(O)=N[C@@H]([C@@H](C)CC)C(O)=N[C@@H]([C@@H](C)O)C(O)=N[C@@H](CO)C(O)=N[C@@H](C(C)C)C(O)=N[C@@H](C)C(O)=NCC(O)=N4)N=C(O)[C@H](C(C)C)N=C(O)[C@H](CCCCN)N=C(O)[C@H](CO)N=C(O)[C@H](CCCCN)N=C3O)C(O)=NCC(O)=N[C@@H](CCC(=O)O)C(O)=N[C@@H](CO)C(O)=N2
InChI: InChI=1S/C131H206N36O39S6/c1-15-65(10)100-127(203)165-103(69(14)172)128(204)153-83(55-171)116(192)161-97(62(4)5)124(200)141-68(13)104(180)138-49-94(176)143-85-57-208-207-56-84-106(182)140-50-93(175)142-76(39-40-96(178)179)109(185)151-81(53-169)114(190)155-88-60-211-209-58-86(154-115(191)82(54-170)152-117(85)193)118(194)146-73(30-21-23-41-132)108(184)150-80(52-168)113(189)145-74(31-22-24-42-133)110(186)160-99(64(8)9)126(202)158-87(59-210-212-61-89(121(197)163-100)157-123(199)91-34-27-45-167(91)130(206)102(67(12)17-3)164-112(188)78(46-70-28-19-18-20-29-70)149-125(201)98(63(6)7)162-120(88)196)119(195)147-77(47-71-35-37-72(173)38-36-71)111(187)144-75(32-25-43-137-131(135)136)107(183)148-79(48-92(134)174)105(181)139-51-95(177)159-101(66(11)16-2)129(205)166-44-26-33-90(166)122(198)156-84/h18-20,28-29,35-38,62-69,73-91,97-103,168-173H,15-17,21-27,30-34,39-61,132-133H2,1-14H3,(H2,134,174)(H,138,180)(H,139,181)(H,140,182)(H,141,200)(H,142,175)(H,143,176)(H,144,187)(H,145,189)(H,146,194)(H,147,195)(H,148,183)(H,149,201)(H,150,184)(H,151,185)(H,152,193)(H,153,204)(H,154,191)(H,155,190)(H,156,198)(H,157,199)(H,158,202)(H,159,177)(H,160,186)(H,161,192)(H,162,196)(H,163,197)(H,164,188)(H,165,203)(H,178,179)(H4,135,136,137)/t65-,66-,67+,68-,69+,73-,74-,75-,76-,77-,78-,79-,80-,81-,82-,83-,84-,85-,86-,87-,88-,89-,90-,91-,97-,98-,99-,100-,101-,102-,103-/m0/s1
InChIKey: KNNKLNZUUUBNAO-KERYQHGTSA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Chassalia parvifolia | Chassalia | Rubiaceae | Gentianales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| Palicourea condensata | Palicourea | Rubiaceae | Gentianales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 3101.703999999993
TPSA？: 1269.84
MolLogP？: 11.14263999999998
Number of H-Donors: 42
Number of H-Acceptors: 47
RingCount: 8
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Human immunodeficiency virus 1 | Human immunodeficiency virus 1 | EC50 | 40.0 | nM | 10.1021/np0103362 |
| Human immunodeficiency virus 1 | Human immunodeficiency virus 1 | EC50 | 40.0 | nM | 10.1021/np1000413 |
| Human immunodeficiency virus 1 | Human immunodeficiency virus 1 | EC50 | 48.0 | nM | 10.1021/np990432r |
| Human immunodeficiency virus 1 | Human immunodeficiency virus 1 | EC50 | 50.0 | nM | 10.1021/np000372l |
| Human immunodeficiency virus 1 | Human immunodeficiency virus 1 | EC50 | 51.0 | nM | 10.1021/np990432r |
| Human immunodeficiency virus 1 | Human immunodeficiency virus 1 | EC50 | 67.0 | nM | 10.1021/np990432r |
| Human immunodeficiency virus 1 | Human immunodeficiency virus 1 | EC50 | 73.0 | nM | 10.1021/np990432r |
| Human immunodeficiency virus 1 | Human immunodeficiency virus 1 | EC50 | 111.0 | nM | 10.1021/np990432r |
| Human immunodeficiency virus 1 | Human immunodeficiency virus 1 | EC50 | 155.0 | nM | 10.1021/np990432r |
| Human immunodeficiency virus 1 | Human immunodeficiency virus 1 | EC50 | 165.0 | nM | 10.1021/np990432r |
| Human immunodeficiency virus 1 | Human immunodeficiency virus 1 | EC50 | 200.0 | nM | 10.1021/np990432r |
| Human immunodeficiency virus 1 | Human immunodeficiency virus 1 | EC50 | 213.0 | nM | 10.1021/np990432r |
| Human immunodeficiency virus 1 | Human immunodeficiency virus 1 | EC50 | 241.0 | nM | 10.1021/np990432r |
| Human immunodeficiency virus 1 | Human immunodeficiency virus 1 | EC50 | 247.0 | nM | 10.1021/np990432r |
| Human immunodeficiency virus 1 | Human immunodeficiency virus 1 | IC50 | 500.0 | nM | 10.1021/np1000413 |