ID: ALA506601

Max Phase: Preclinical

Molecular Formula: C50H86O21

Molecular Weight: 1023.22

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCC[C@H]1CCCCCCCCCC(=O)O[C@H]2[C@H](O)[C@@H](CO)O[C@@H](O[C@H]3[C@H](O1)O[C@H](C)[C@H](O)[C@@H]3O)[C@@H]2O[C@@H]1O[C@@H](C)[C@H](OC(=O)[C@@H](C)CC)[C@@H](O[C@@H]2O[C@@H](C)[C@H](O)[C@@H](O)[C@H]2O)[C@H]1OC(=O)[C@@H](C)CC

Standard InChI:  InChI=1S/C50H86O21/c1-9-12-18-21-30-22-19-16-14-13-15-17-20-23-32(52)66-40-35(55)31(24-51)65-50(69-41-37(57)34(54)28(7)62-48(41)64-30)43(40)71-49-44(68-46(60)26(5)11-3)42(39(29(8)63-49)67-45(59)25(4)10-2)70-47-38(58)36(56)33(53)27(6)61-47/h25-31,33-44,47-51,53-58H,9-24H2,1-8H3/t25-,26-,27-,28+,29-,30-,31+,33-,34-,35+,36+,37-,38+,39-,40-,41+,42+,43+,44+,47-,48-,49-,50-/m0/s1

Standard InChI Key:  DWBKNMQALHFQLC-YSLUMIJWSA-N

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 1023.22

Molecular Weight (Monoisotopic): 1022.5662

AlogP:

#Rotatable Bonds:

Polar Surface Area:

Molecular Species:

HBA:

HBD:

#RO5 Violations:

HBA (Lipinski):

HBD (Lipinski):

#RO5 Violations (Lipinski):

CX Acidic pKa:

CX Basic pKa:

CX LogP:

CX LogD:

Aromatic Rings:

Heavy Atoms:

QED Weighted:

Np Likeness Score:

References

1. Reynolds WF, Yu M, Enriquez RG, Gonzalez H, Leon I, Magos G, Villareal ML..  (1995)  Isolation and characterization of cytotoxic and antibacterial tetrasaccharide glycosides from Ipomoea stans.,  58  (11): [PMID:8594150] [10.1021/np50125a014]

2. Pereda-Miranda R, Kaatz GW, Gibbons S..  (2006)  Polyacylated oligosaccharides from medicinal Mexican morning glory species as antibacterials and inhibitors of multidrug resistance in Staphylococcus aureus.,  69  (3): [PMID:16562846] [10.1021/np050227d]

3. Pereda-Miranda R, Mata R, Anaya AL, Wickramaratne DB, Pezzuto JM, Kinghorn AD..  (1993)  Tricolorin A, major phytogrowth inhibitor from Ipomoea tricolor.,  56  (4): [PMID:8496705] [10.1021/np50094a018]

4. Jimenez Arellanes A, Mata R, Lotina-Henssen B, Anaya Lang AL, Velasco Ibarra L..  (1996)  Phytogrowth-inhibitory compounds from Malmea depressa.,  59  (2): [PMID:8991955] [10.1021/np960058k]

5. Castañeda P, Gómez L, Mata R, Lotina-Hennsen B, Anaya AL, Bye R..  (1996)  Phytogrowth-inhibitory and antifungal constituents of Helianthella quinquenervis.,  59  (3): [PMID:8882437] [10.1021/np960199m]

6. Chérigo L, Pereda-Miranda R, Fragoso-Serrano M, Jacobo-Herrera N, Kaatz GW, Gibbons S..  (2008)  Inhibitors of bacterial multidrug efflux pumps from the resin glycosides of Ipomoea murucoides.,  71  (6): [PMID:18500841] [10.1021/np800148w]

7. Figueroa-González G, Jacobo-Herrera N, Zentella-Dehesa A, Pereda-Miranda R..  (2012)  Reversal of multidrug resistance by morning glory resin glycosides in human breast cancer cells.,  75  (1): [PMID:22148475] [10.1021/np200864m]

8. Lotina-Hennsen B, King-Díaz B, Pereda-Miranda R..  (2013)  Tricolorin A as a natural herbicide.,  18  (1): [PMID:23303337] [10.3390/molecules18010778]

Source

Source(1):

• Scientific Literature