(2S,3S,4S,5S,6R)-2-(5,7-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-yloxy)-4,5-dihydroxy-6-methyltetrahydro-2H-pyran-3-yl 3,4,5-trihydroxybenzoate

ID: ALA504487

PubChem CID: 11563492

Max Phase: Preclinical

Molecular Formula: C28H24O16

Molecular Weight: 616.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H]1O[C@@H](Oc2c(-c3cc(O)c(O)c(O)c3)oc3cc(O)cc(O)c3c2=O)[C@@H](OC(=O)c2cc(O)c(O)c(O)c2)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C28H24O16/c1-8-19(35)23(39)26(43-27(40)10-4-15(33)21(37)16(34)5-10)28(41-8)44-25-22(38)18-12(30)6-11(29)7-17(18)42-24(25)9-2-13(31)20(36)14(32)3-9/h2-8,19,23,26,28-37,39H,1H3/t8-,19-,23+,26+,28+/m1/s1

Standard InChI Key:  IXDHJNNHLVGCLC-COZQDSAYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA504487

   [(2S,3S,4S,5S,6R)-2-[5,7-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)chromen-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl] 3,4,5-trihydroxybenzoate

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: 616.48

Molecular Weight (Monoisotopic): 616.1064

AlogP: 1.18

#Rotatable Bonds: 5

Polar Surface Area: 277.27

Molecular Species: ACID

HBA: 16

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 6.36

CX Basic pKa: ┄

CX LogP: 2.18

CX LogD: 0.90

Aromatic Rings: 4

Heavy Atoms: 44

QED Weighted: 0.11

Np Likeness Score: 1.82

References

1. Nicollier G, Thompson AC.  (1983)  Flavonoids of Desmanthus illinoensis,  46  (1): [10.1021/np50025a011]

Source

Source(1):

• Scientific Literature