(-)-Gynuraone

ID: ALA1765413

PubChem CID: 54582272

Max Phase: Preclinical

Molecular Formula: C10H10O4

Molecular Weight: 194.19

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (-)-Gynuraone | (-)-Gynuraone|CHEBI:68289|CHEMBL1765413|Q27136785|(2R,3R)-3,5-dihydroxy-2-methyl-2,3-dihydro-4H-chromen-4-one

Canonical SMILES:  C[C@H]1Oc2cccc(O)c2C(=O)[C@@H]1O

Standard InChI:  InChI=1S/C10H10O4/c1-5-9(12)10(13)8-6(11)3-2-4-7(8)14-5/h2-5,9,11-12H,1H3/t5-,9-/m1/s1

Standard InChI Key:  COBAEYCUCRUGRP-MLUIRONXSA-N

Molfile:  

     RDKit          2D

 14 15  0  0  0  0  0  0  0  0999 V2000
   -3.7782  -11.6665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0657  -11.2597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0657  -10.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7782  -10.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4907  -11.2597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4881  -10.4363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1994  -10.0222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9156  -10.4343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9092  -11.2609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2005  -11.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1978   -9.1969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7796   -9.1906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3493  -10.0219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3510  -11.6713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0
  1  2  1  0
  7  8  2  0
  2  3  1  0
  8  9  1  0
  3  4  1  0
  9 10  2  0
 10  5  1  0
  7 11  1  0
  6  4  1  0
  4 12  2  0
  5  6  2  0
  3 13  1  6
  5  1  1  0
  2 14  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA1765413

   (-)-Gynuraone

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: 194.19

Molecular Weight (Monoisotopic): 194.0579

AlogP: 0.72

#Rotatable Bonds: ┄

Polar Surface Area: 66.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.66

CX Basic pKa: ┄

CX LogP: 1.36

CX LogD: 1.34

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.64

Np Likeness Score: 2.06

References

1. Siddiqui IN, Zahoor A, Hussain H, Ahmed I, Ahmad VU, Padula D, Draeger S, Schulz B, Meier K, Steinert M, Kurtán T, Flörke U, Pescitelli G, Krohn K..  (2011)  Diversonol and blennolide derivatives from the endophytic fungus Microdiplodia sp.: absolute configuration of diversonol.,  74  (3): [PMID:21244021] [10.1021/np100730b]

Source

Source(1):

• Scientific Literature