alpha-benzoyloxypaeoniflorin

ID: ALA1079225

PubChem CID: 46883189

Max Phase: Preclinical

Molecular Formula: C30H32O13

Molecular Weight: 600.57

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Alpha-Benzoyloxypaeoniflorin | alpha-benzoyloxypaeoniflorin|CHEMBL1079225|BDBM50310714

Canonical SMILES:  C[C@@]12C[C@@]3(O)OC(O1)[C@]1(COC(=O)c4ccc(O)cc4)[C@@H]3C[C@@]21O[C@H]1O[C@H](COC(=O)c2ccccc2)[C@@H](O)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C30H32O13/c1-27-13-29(37)19-11-30(27,28(19,26(42-27)43-29)14-39-24(36)16-7-9-17(31)10-8-16)41-25-22(34)21(33)20(32)18(40-25)12-38-23(35)15-5-3-2-4-6-15/h2-10,18-22,25-26,31-34,37H,11-14H2,1H3/t18-,19+,20-,21+,22-,25-,26?,27+,28+,29-,30-/m1/s1

Standard InChI Key:  VIWQCBZFJFSCLC-YRXJMFGJSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1079225

   alpha-Benzoyloxypaeoniflorin

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: 600.57

Molecular Weight (Monoisotopic): 600.1843

AlogP: 0.21

#Rotatable Bonds: 8

Polar Surface Area: 190.67

Molecular Species: NEUTRAL

HBA: 13

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.50

CX Basic pKa: ┄

CX LogP: 1.81

CX LogD: 1.77

Aromatic Rings: 2

Heavy Atoms: 43

QED Weighted: 0.26

Np Likeness Score: 1.87

References

1. Ha do T, Ngoc TM, Lee I, Lee YM, Kim JS, Jung H, Lee S, Na M, Bae K..  (2009)  Inhibitors of aldose reductase and formation of advanced glycation end-products in moutan cortex (Paeonia suffruticosa).,  72  (8): [PMID:19670875] [10.1021/np9002004]

Source

Source(1):

• Scientific Literature