xanosporic acid

ID: ALA1080284

PubChem CID: 46879540

Max Phase: Preclinical

Molecular Formula: C28H24O11

Molecular Weight: 536.49

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Xanosporic Acid | xanosporic acid|CHEMBL1080284

Canonical SMILES:  COc1c(CC(C)O)c2c3c(CC(C)O)c(C(=O)O)oc4c(O)cc5c(c6c(cc(O)c(c1=O)c62)OCO5)c43

Standard InChI:  InChI=1S/C28H24O11/c1-9(29)4-11-17-18-12(5-10(2)30)26(28(34)35)39-27-14(32)7-16-21(23(18)27)20-15(37-8-38-16)6-13(31)19(22(17)20)24(33)25(11)36-3/h6-7,9-10,29-32H,4-5,8H2,1-3H3,(H,34,35)

Standard InChI Key:  DUOZCOVIKPXSFY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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  1  2  2  0
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 36 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1080284

   XANOSPORIC ACID

Molecule Features

Natural Product: No

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: 536.49

Molecular Weight (Monoisotopic): 536.1319

AlogP: 3.38

#Rotatable Bonds: 6

Polar Surface Area: 176.12

Molecular Species: ACID

HBA: 10

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.76

CX Basic pKa: 2.04

CX LogP: 2.18

CX LogD: -1.37

Aromatic Rings: 5

Heavy Atoms: 39

QED Weighted: 0.16

Np Likeness Score: 1.34

References

1. Kjer J, Wray V, Edrada-Ebel R, Ebel R, Pretsch A, Lin W, Proksch P..  (2009)  Xanalteric acids I and II and related phenolic compounds from an endophytic Alternaria sp. isolated from the mangrove plant Sonneratia alba.,  72  (11): [PMID:19835393] [10.1021/np900417g]

Source

Source(1):

• Scientific Literature