6-Hydroxymexicanolide

ID: ALA2272737

PubChem CID: 60200692

Max Phase: Preclinical

Molecular Formula: C27H32O8

Molecular Weight: 484.55

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C27H32O8/c1-25(2)20(19(29)24(32)33-5)27(4)16-6-8-26(3)17(14(16)10-15(21(25)30)22(27)31)11-18(28)35-23(26)13-7-9-34-12-13/h7,9,12,15-16,19-20,23,29H,6,8,10-11H2,1-5H3/t15-,16-,19+,20-,23-,26+,27+/m0/s1

Standard InChI Key:  XEHMUYDSKXRHFC-POLOUJCESA-N

Molfile:  

     RDKit          2D

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  1 21  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA2272737

   6-HYDROXYMEXICANOLIDE

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: 484.55

Molecular Weight (Monoisotopic): 484.2097

AlogP: 3.33

#Rotatable Bonds: 3

Polar Surface Area: 120.11

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.41

CX Basic pKa: ┄

CX LogP: 3.16

CX LogD: 3.16

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.39

Np Likeness Score: 2.81

References

1. Li J, Li MY, Feng G, Zhang J, Karonen M, Sinkkonen J, Satyanandamurty T, Wu J..  (2012)  Moluccensins R-Y, limonoids from the seeds of a mangrove, Xylocarpus moluccensis.,  75  (7): [PMID:22724531] [10.1021/np300053f]

Source

Source(1):

• Scientific Literature