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

ID: ALA3746088

PubChem CID: 102294706

Max Phase: Preclinical

Molecular Formula: C33H38O20

Molecular Weight: 754.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H]1O[C@@H](O[C@H]2[C@H](Oc3c(-c4ccc(O)c(O)c4)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/C33H38O20/c1-11-22(41)25(44)27(46)31(49-11)53-30-26(45)23(42)18(10-48-20(40)9-33(2,47)8-19(38)39)51-32(30)52-29-24(43)21-16(37)6-13(34)7-17(21)50-28(29)12-3-4-14(35)15(36)5-12/h3-7,11,18,22-23,25-27,30-32,34-37,41-42,44-47H,8-10H2,1-2H3,(H,38,39)/t11-,18+,22-,23-,25+,26-,27+,30+,31-,32-,33?/m0/s1

Standard InChI Key:  ASOAXQKETNAUHE-JCULEJJSSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3746088

   5-[[(2R,3R,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-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: 754.65

Molecular Weight (Monoisotopic): 754.1956

AlogP: -1.52

#Rotatable Bonds: 11

Polar Surface Area: 333.03

Molecular Species: ACID

HBA: 19

HBD: 11

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.75

CX Basic pKa: ┄

CX LogP: -0.95

CX LogD: -5.39

Aromatic Rings: 3

Heavy Atoms: 53

QED Weighted: 0.08

Np Likeness Score: 2.11

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