kaempferol-3-O-alpha-L-rhamnopyranosyl-(1->2)-[6-O-(3-hydroxy-3-methylglutaryl)-beta-D-galactopyranoside

ID: ALA3747460

PubChem CID: 102294707

Max Phase: Preclinical

Molecular Formula: C33H38O19

Molecular Weight: 738.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H]1O[C@@H](O[C@H]2[C@H](Oc3c(-c4ccc(O)cc4)oc4cc(O)cc(O)c4c3=O)O[C@H](COC(=O)CC(C)(O)CC(=O)O)[C@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C33H38O19/c1-12-22(40)25(43)27(45)31(48-12)52-30-26(44)23(41)18(11-47-20(39)10-33(2,46)9-19(37)38)50-32(30)51-29-24(42)21-16(36)7-15(35)8-17(21)49-28(29)13-3-5-14(34)6-4-13/h3-8,12,18,22-23,25-27,30-32,34-36,40-41,43-46H,9-11H2,1-2H3,(H,37,38)/t12-,18+,22-,23-,25+,26-,27+,30+,31-,32-,33?/m0/s1

Standard InChI Key:  CYZNENPUKZDLFB-UWFLJWDHSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3747460

   5-[[(2R,3R,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methoxy]-3-hydroxy-3-methyl-5-oxopentanoic acid

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

Calculated Properties

Molecular Weight: 738.65

Molecular Weight (Monoisotopic): 738.2007

AlogP: -1.23

#Rotatable Bonds: 11

Polar Surface Area: 312.80

Molecular Species: ACID

HBA: 18

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 19

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.75

CX Basic pKa: ┄

CX LogP: -0.65

CX LogD: -5.09

Aromatic Rings: 3

Heavy Atoms: 52

QED Weighted: 0.10

Np Likeness Score: 2.05

References

1. Krasteva I, Bratkov V, Bucar F, Kunert O, Kollroser M, Kondeva-Burdina M, Ionkova I..  (2015)  Flavoalkaloids and Flavonoids from Astragalus monspessulanus.,  78  (11): [PMID:26558405] [10.1021/acs.jnatprod.5b00502]

Source

Source(1):

• Scientific Literature