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1,3-Dihydroxy-2-hydroxymethyl-6-methoxy-9,10-anthraquinone-3-O-beta-D-primeveroside ID: ALA5220608
PubChem CID: 168298041
Max Phase: Preclinical
Molecular Formula: C27H30O15
Molecular Weight: 594.52
This compound is available for customization.
Associated Items:
Names and Identifiers Canonical SMILES: COc1ccc2c(c1)C(=O)c1cc(O[C@@H]3O[C@H](CO[C@@H]4OC[C@@H](O)[C@H](O)[C@H]4O)[C@@H](O)[C@H](O)[C@H]3O)c(CO)c(O)c1C2=O
Standard InChI: InChI=1S/C27H30O15/c1-38-9-2-3-10-11(4-9)18(30)12-5-15(13(6-28)20(32)17(12)19(10)31)41-27-25(37)23(35)22(34)16(42-27)8-40-26-24(36)21(33)14(29)7-39-26/h2-5,14,16,21-29,32-37H,6-8H2,1H3/t14-,16-,21+,22-,23+,24-,25-,26+,27-/m1/s1
Standard InChI Key: GBOXXPDYGCCHJN-FSPHWQEPSA-N
Molfile:
RDKit 2D
42 46 0 0 0 0 0 0 0 0999 V2000
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-2.1426 3.2988 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.4307 2.8868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.4307 2.0617 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-2.1408 1.6499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
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-0.7160 3.2993 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.0014 2.8868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.0014 2.0616 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.7160 1.6490 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.7112 3.2977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.4261 2.8852 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.4279 2.0642 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.7163 1.6475 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.7160 4.1246 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-0.7160 0.8239 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
0.7112 4.1228 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
2.1407 3.2978 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.8554 2.8852 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
2.1425 1.6515 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
2.1425 0.8264 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.8572 0.4138 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.8572 -0.4113 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.1425 -0.8239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.4279 -0.4113 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.4279 0.4137 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
0.7133 -0.8239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.7133 -1.6491 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-0.0013 -2.0617 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.0013 -2.8868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.7159 -3.2993 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.4305 -2.8868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.4305 -2.0617 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.7159 -1.6491 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
2.1425 -1.6490 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
3.5718 -0.8239 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
3.5718 0.8264 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
0.7133 -3.2993 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-0.7159 -4.1246 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-2.1452 -3.2993 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-3.5718 1.6454 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-3.5718 0.8202 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2 1 2 0
3 2 1 0
4 3 2 0
5 4 1 0
1 6 1 0
6 5 2 0
3 7 1 0
8 7 1 0
9 8 2 0
10 9 1 0
4 10 1 0
8 11 1 0
12 11 2 0
13 12 1 0
14 13 2 0
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18 19 1 0
13 20 1 0
21 20 1 1
22 21 1 0
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24 23 1 0
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21 26 1 0
25 27 1 1
27 28 1 0
29 28 1 1
30 29 1 0
31 30 1 0
32 31 1 0
33 32 1 0
34 33 1 0
29 34 1 0
24 35 1 6
23 36 1 1
22 37 1 6
30 38 1 6
31 39 1 1
32 40 1 6
6 41 1 0
41 42 1 0
M END Associated Targets(Human) Molecule Features Natural Product: NoOral: NoChemical Probe: NoParenteral: NoMolecule Type: Topical: NoFirst In Class: NoBlack Box: NoChirality: NoAvailability: NoProdrug: No
Drug Indications MESH ID MESH Heading EFO IDs EFO Terms Max Phase for Indication References
Mechanisms of Action Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References
Calculated Properties Molecular Weight: 594.52Molecular Weight (Monoisotopic): 594.1585AlogP: -2.69#Rotatable Bonds: 7Polar Surface Area: 242.13Molecular Species: NEUTRALHBA: 15HBD: 8#RO5 Violations: 3HBA (Lipinski): 15HBD (Lipinski): 8#RO5 Violations (Lipinski): 3CX Acidic pKa: 8.52CX Basic pKa: ┄CX LogP: -1.37CX LogD: -1.40Aromatic Rings: 2Heavy Atoms: 42QED Weighted: 0.14Np Likeness Score: 1.78
References 1. Zhang Z, Shang ZP, Jiang Y, Qu ZX, Yang RY, Zhang J, Lin YX, Zhao F.. (2022) Selective Inhibition of PTP1B by New Anthraquinone Glycosides from Knoxia valerianoides ., 85 (12.0): [PMID:36399709 ] [10.1021/acs.jnatprod.2c00879 ]