2-Hydroxy-3-O-isobutyrylproceranolide

ID: ALA1075769

PubChem CID: 44613428

Max Phase: Preclinical

Molecular Formula: C31H40O9

Molecular Weight: 556.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C[C@H]1C(C)(C)[C@H](OC(=O)C(C)C)[C@]2(O)CC3=C4CC(=O)O[C@@H](c5ccoc5)[C@]4(C)CC[C@@H]3[C@@]1(C)C2=O

Standard InChI:  InChI=1S/C31H40O9/c1-16(2)25(34)40-27-28(3,4)21(13-22(32)37-7)30(6)19-8-10-29(5)20(18(19)14-31(27,36)26(30)35)12-23(33)39-24(29)17-9-11-38-15-17/h9,11,15-16,19,21,24,27,36H,8,10,12-14H2,1-7H3/t19-,21-,24-,27-,29+,30+,31-/m0/s1

Standard InChI Key:  CRFHOAFXPBYTOF-AMPYYUHWSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1075769

   [(1R,2S,5R,6R,13R,14S,16S)-6-(furan-3-yl)-13-hydroxy-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-14-yl] 2-methylpropanoate

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: 556.65

Molecular Weight (Monoisotopic): 556.2672

AlogP: 4.48

#Rotatable Bonds: 5

Polar Surface Area: 129.34

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.00

CX Basic pKa: ┄

CX LogP: 3.97

CX LogD: 3.97

Aromatic Rings: 1

Heavy Atoms: 40

QED Weighted: 0.32

Np Likeness Score: 2.83

References

1. Lin BD, Yuan T, Zhang CR, Dong L, Zhang B, Wu Y, Yue JM..  (2009)  Structurally diverse limonoids from the fruits of Swietenia mahagoni.,  72  (12): [PMID:19902967] [10.1021/np900522h]

Source

Source(1):

• Scientific Literature